Avoid These 1099 “Employee” Pitfalls
As financial planners we are seeing more and more individuals, especially in the software development and technology space, hired by companies as “1099 employees”. “1099 employees” is an ironic statement because if a company is paying you via a 1099 technically you are not an “employee” you are a self-employed sub-contractor. It’s like having
As financial planners we are seeing more and more individuals, especially in the software development and technology space, hired by companies as “1099 employees”. “1099 employees” is an ironic statement because if a company is paying you via a 1099 technically you are not an “employee” you are a self-employed sub-contractor. It’s like having your own separate company and the company that you work for is your “client”.
There are advantages to the employer to pay you as a 1099 sub-contractor as opposed to a W2 employee. When you are a W2 employee they may have to provide you with health benefits, the company has to pay payroll taxes on your wages, there may be paid time off, you may qualify for unemployment benefits if you are fired, eligibility for retirement plans, they have to put you on payroll, pay works compensation insurance, and more. Basically companies have a lot of expenses associated with you being a W2 employee that does not show up in your paycheck.
To avoid all of these added expenses the employer may decide to pay you as a 1099 “employee”. Remember, if you are a 1099 employee you are “self-employed”. Here are the most common mistakes that we see new 1099 employees make:
Making estimated tax payments throughout the year
This is the most common error. When you are a W2 employee, it’s the responsibility of the employer to withhold federal and state income tax from your paycheck. When you are a 1099 sub-contractor, you are not an employee, so they do not withhold taxes from your compensation…………that is now YOUR RESPONSIBILITY. Most 1099 individuals have to make what is called “estimated tax payments” four times a year which are based on either your estimated income for the year or 110% of the previous year’s income. Best advice……..if 1099 income is new for you, setup a consultation with an accountant. They will walk you through tax withholding requirements, tax deductions, tax filing forms, etc. It’s very difficult to get everything right using Turbo Tax when you are a self-employed individual.
Tracking mileage and expenses throughout the year
Since you are self-employed you need to keep track of your expenses including mileage which can be used as deductions against your income when you file your tax return. Again, we recommend that you meet with a tax professional to determine what you do and do not need to track throughout the year.
The tax return is prepared incorrectly
No one wants a love letter from the IRS. Those letters usually come with taxes due, penalties, and a “guilty until proven innocent” approach. There may be additional “schedules” that you need to file with your tax return now that you are self-employed. The tax schedules detail your self-employment income, deductions, estimated tax payments, and other material items.
Important rule, do not cut corners by reducing the gross amount of your 1099 income. This is a big red flag that is easy for the IRS to catch. The company that issued the 1099 to you usually reports that 1099 payment to the IRS with your social security number or the Tax ID number of your self-employment entity. The IRS through an automated system can run your social security number or tax ID to cross check the 1099 payment and 1099 income to make sure it was reported.
Legal protection
As a 1099 sub-contractor, you have to consider the liability that could arise from the services that you are providing to your “client” (your employer). As a self-employed individual, the company that you “work for” could sue you for any number of reasons and if you are operating the business under your social security number (which most are) your personal assets could be at risk if a lawsuit arises. Advice, talk to an attorney that is knowledgeable in business law to discuss whether or not setting up a corporate entity makes sense for your self-employment income to better protect yourself.
About Michael……...
Hi, I’m Michael Ruger. I’m the managing partner of Greenbush Financial Group and the creator of the nationally recognized Money Smart Board blog . I created the blog because there are a lot of events in life that require important financial decisions. The goal is to help our readers avoid big financial missteps, discover financial solutions that they were not aware of, and to optimize their financial future.
For business owners, selling the business is often the single most important financial transaction in their lifetime. Since this is such an important event, we created a video series that will guide business owners through the
It just keeps getting better for small business owners. On June 17, 2020, the SBA released the updated PPP Forgiveness Application. In addition to making the forgiveness application easier to complete, the new application
On June 3, 2020, Congress passed the Paycheck Protection Program (PPP) Flexibility Act which provided much needed relief to many businesses that were trying to qualify for full forgiveness of their SBA PPP Loan
With the passing of the CARES Act, Congress made new distribution and loan options available within 401(k) plans, IRA’s, and other types of employer sponsored plans.
On March 27, 2020, Congress officially passed the CARES Act which includes the SBA Paycheck Protection Program. This program offers loans to small businesses that can be forgiven if certain conditions are met.
The Coronavirus containment efforts have put a lot of small businesses in a very difficult situation. Some businesses have been forced to shut down altogether, while other businesses are working at a reduced capacity. To help
One of the most challenging aspects of starting a new business is finding the capital that is needed to support your expenses as you begin to build up a revenue stream since it’s not always easy to ask friends and family for money to invest in a startup business. Luckily, for new entrepreneurs, there are some little-known ways on how you can use
There is a little known change that was included in tax reform that will potentially have a big impact on business owners. The new tax laws that went into effect on January 1, 2018 placed stricter limits on the ability to deduct expenses associated with entertainment and business meals. Many of the entertainment expenses that businesses
Now that small business owners have the 20% deduction available for their pass-through income in 2018, as a business owner, you will need to begin to position your business to take full advantage of the new tax deduction. However, the Qualified Business Income ("QBI") deduction has taxable income thresholds. Once the owner's personal taxable
Tax reform will change the way rental income is taxed to landlords beginning in 2018. Under current law, rental income is classified as "passive income" and that income simply passes through to the owner's personal tax return and they pay ordinary income tax on it. Beginning in 2018, rental income will be eligible to receive the same preferential tax
While one of the most significant changes incorporated in the new legislation was reducing the corporate tax rate from the current 35% rate to a 21% rate in 2018, the tax bill also contains a big tax break for small business owners. Unlike large corporations that are taxed at a flat rate, most small businesses, are "pass-through" entities, meaning that the
The conference version of the tax bill was released on Friday. The House and the Senate will be voting to approve the updated tax bill this week with what seems to be wide spread support from the Republican party which is all they need to sign the bill into law before Christmas. Most of the changes will not take effect until 2018 with new tax rates for
Buying a company is an exciting experience. However, many companies during a merger or acquisition fail to address the issues surrounding the seller’s retirement plan which can come back to haunt the buyer in a big way. I completely understand why this happens. Purchase price, valuations, tax issues, terms, holdbacks, and new employment
The Republicans are in a tough situation. There is a tremendous amount of pressure on them to get tax reform done by the end of the year. This type of pressure can have ugly side effects. It’s similar to the Hail Mary play at the end of a football game. Everyone, including the quarterback, has their eyes fixed on the end zone but nobody realizes that no
A Single(k) plan is an employer sponsored retirement plan for owner only entities, meaning you have no full-time employees. These owner only entities get the benefits of having a full fledge 401(k) plan without the large administrative costs associated with traditional 401(k) plans.
In the world of executive compensation, there are a number of ways that a company can reward key employees. Although most companies are familiar with traditional deferred compensation plans, one of the lesser known options which is growing in popularity is called a “phantom stock plan”. Especially in small to mid-size companies.
As an owner of a small business myself, I’ve had a front row seat to the painful rise of health insurance premiums for our employees over the past decade. Like most of our clients, we evaluate our plan once a year and determine whether or not we should make a change. Everyone knows the game. After running on this hamster wheel for the
When you think of Research and Development (R&D) many people envision a chemistry lab or a high tech robotics company. It’s because of this thinking that millions of dollars of available tax credits for R&D go unused every year. R&D exists in virtually every industry and business owners need to start thinking about R&D in a different light because
As financial planners we are seeing more and more individuals, especially in the software development and technology space, hired by companies as “1099 employees”. “1099 employees” is an ironic statement because if a company is paying you via a 1099 technically you are not an “employee” you are a self-employed sub-contractor. It’s like having
Spousal IRA’s are one of the top tax tricks used by financial planners to help married couples reduce their tax bill. Here is how it works:
Starting your own business is an incredible achievement, and for most, your business will shape your life not only professionally but personally. That being said, setting up your business in the correct way and having the necessary pieces in place day one is extremely important.
Employer sponsored retirement plans are typically the single most valuable tool for business owner when attempting to:
Reduce their current tax liability
Attract and retain employees
Accumulate wealth for retirement
But with all of the different types of plans to choose from which one is the right one for your business? Most business owners are familiar with how 401(k) plans work but that might not be the right fit given variables such as:
Starting your own business can be an exciting and rewarding experience. It can offer numerous advantages such as being your own boss, setting your own schedule and making a living doing something you enjoy. But, becoming a successful entrepreneur requires thorough planning, creativity, and hard work. After making the decision to start your
Tax Secret: Spousal IRAs
Spousal IRA’s are one of the top tax tricks used by financial planners to help married couples reduce their tax bill. Here is how it works:
Spousal IRA’s are one of the top tax tricks used by financial planners to help married couples reduce their tax bill. Here is how it works:
In most cases you need “earned income” to be eligible to make a contribution to an Individual Retirement Account (“IRA”). The contribution limits for 2025 is the lesser of 100% of your AGI or $7,000 for individuals under the age of 50. If you are age 50 or older, you are eligible for the $1,000 catch-up making your limit $8,000.
There is an exception for “Spousal IRAs,” and there are two cases where this strategy works very well.
Case 1: One spouse works and the other spouse does not. The employed spouse is currently maxing out their contributions to their employer-sponsored retirement plan, and they are looking for other ways to reduce their income tax liability.
If the AGI (adjusted gross income) for that couple is below $236,000 in 2025, the employed spouse can make a contribution to a Spousal Traditional IRA up to the $7,000/$8,000 limit even though their spouse had no “earned income”. It should also be noted that a contribution can be made to either a Traditional IRA or Roth IRA but the contributions to the Roth IRA do not reduce the tax liability because they are made with after tax dollars.
Case 2: One spouse is over the age of 70 ½ and still working (part-time or full-time) while the other spouse is retired. IRA rules state that once you are age 70½ or older, you can no longer make contributions to a traditional IRA. However, if you are age 70½ or older BUT your spouse is under the age of 70½, you still can make a pre-tax contribution to a traditional IRA for your spouse.
Hi, I’m Michael Ruger. I’m the managing partner of Greenbush Financial Group and the creator of the nationally recognized Money Smart Board blog . I created the blog because there are a lot of events in life that require important financial decisions. The goal is to help our readers avoid big financial missteps, discover financial solutions that they were not aware of, and to optimize their financial future.
For business owners, selling the business is often the single most important financial transaction in their lifetime. Since this is such an important event, we created a video series that will guide business owners through the
It just keeps getting better for small business owners. On June 17, 2020, the SBA released the updated PPP Forgiveness Application. In addition to making the forgiveness application easier to complete, the new application
On June 3, 2020, Congress passed the Paycheck Protection Program (PPP) Flexibility Act which provided much needed relief to many businesses that were trying to qualify for full forgiveness of their SBA PPP Loan
With the passing of the CARES Act, Congress made new distribution and loan options available within 401(k) plans, IRA’s, and other types of employer sponsored plans.
On March 27, 2020, Congress officially passed the CARES Act which includes the SBA Paycheck Protection Program. This program offers loans to small businesses that can be forgiven if certain conditions are met.
The Coronavirus containment efforts have put a lot of small businesses in a very difficult situation. Some businesses have been forced to shut down altogether, while other businesses are working at a reduced capacity. To help
One of the most challenging aspects of starting a new business is finding the capital that is needed to support your expenses as you begin to build up a revenue stream since it’s not always easy to ask friends and family for money to invest in a startup business. Luckily, for new entrepreneurs, there are some little-known ways on how you can use
There is a little known change that was included in tax reform that will potentially have a big impact on business owners. The new tax laws that went into effect on January 1, 2018 placed stricter limits on the ability to deduct expenses associated with entertainment and business meals. Many of the entertainment expenses that businesses
Now that small business owners have the 20% deduction available for their pass-through income in 2018, as a business owner, you will need to begin to position your business to take full advantage of the new tax deduction. However, the Qualified Business Income ("QBI") deduction has taxable income thresholds. Once the owner's personal taxable
Tax reform will change the way rental income is taxed to landlords beginning in 2018. Under current law, rental income is classified as "passive income" and that income simply passes through to the owner's personal tax return and they pay ordinary income tax on it. Beginning in 2018, rental income will be eligible to receive the same preferential tax
While one of the most significant changes incorporated in the new legislation was reducing the corporate tax rate from the current 35% rate to a 21% rate in 2018, the tax bill also contains a big tax break for small business owners. Unlike large corporations that are taxed at a flat rate, most small businesses, are "pass-through" entities, meaning that the
The conference version of the tax bill was released on Friday. The House and the Senate will be voting to approve the updated tax bill this week with what seems to be wide spread support from the Republican party which is all they need to sign the bill into law before Christmas. Most of the changes will not take effect until 2018 with new tax rates for
Buying a company is an exciting experience. However, many companies during a merger or acquisition fail to address the issues surrounding the seller’s retirement plan which can come back to haunt the buyer in a big way. I completely understand why this happens. Purchase price, valuations, tax issues, terms, holdbacks, and new employment
The Republicans are in a tough situation. There is a tremendous amount of pressure on them to get tax reform done by the end of the year. This type of pressure can have ugly side effects. It’s similar to the Hail Mary play at the end of a football game. Everyone, including the quarterback, has their eyes fixed on the end zone but nobody realizes that no
A Single(k) plan is an employer sponsored retirement plan for owner only entities, meaning you have no full-time employees. These owner only entities get the benefits of having a full fledge 401(k) plan without the large administrative costs associated with traditional 401(k) plans.
In the world of executive compensation, there are a number of ways that a company can reward key employees. Although most companies are familiar with traditional deferred compensation plans, one of the lesser known options which is growing in popularity is called a “phantom stock plan”. Especially in small to mid-size companies.
As an owner of a small business myself, I’ve had a front row seat to the painful rise of health insurance premiums for our employees over the past decade. Like most of our clients, we evaluate our plan once a year and determine whether or not we should make a change. Everyone knows the game. After running on this hamster wheel for the
When you think of Research and Development (R&D) many people envision a chemistry lab or a high tech robotics company. It’s because of this thinking that millions of dollars of available tax credits for R&D go unused every year. R&D exists in virtually every industry and business owners need to start thinking about R&D in a different light because
As financial planners we are seeing more and more individuals, especially in the software development and technology space, hired by companies as “1099 employees”. “1099 employees” is an ironic statement because if a company is paying you via a 1099 technically you are not an “employee” you are a self-employed sub-contractor. It’s like having
Spousal IRA’s are one of the top tax tricks used by financial planners to help married couples reduce their tax bill. Here is how it works:
Starting your own business is an incredible achievement, and for most, your business will shape your life not only professionally but personally. That being said, setting up your business in the correct way and having the necessary pieces in place day one is extremely important.
Employer sponsored retirement plans are typically the single most valuable tool for business owner when attempting to:
Reduce their current tax liability
Attract and retain employees
Accumulate wealth for retirement
But with all of the different types of plans to choose from which one is the right one for your business? Most business owners are familiar with how 401(k) plans work but that might not be the right fit given variables such as:
Starting your own business can be an exciting and rewarding experience. It can offer numerous advantages such as being your own boss, setting your own schedule and making a living doing something you enjoy. But, becoming a successful entrepreneur requires thorough planning, creativity, and hard work. After making the decision to start your
Changes to 2016 Tax Filing Deadlines
In 2015, a bill was passed that changed tax filing deadlines for certain IRS forms that will impact a lot of filers. Not only is it important to know the changes so you can prepare and file your return timely but to understand why the changes were made.
In 2015, a bill was passed that changed tax filing deadlines for certain IRS forms that will impact a lot of filers. Not only is it important to know the changes so you can prepare and file your return timely but to understand why the changes were made.
Summary of Changes
IRS Form Business Type Previous Deadline New Deadline
1065 Partnership April 15 March 15
1120C Corporation March 15 April 15
NOTE: The dates in the chart above are for companies with years ending 12/31. If a company has a different fiscal year, Partnerships will now file by the 15th day of the third month following year end and C Corporations will now file by the 15th day of the fourth month following year end.
Why the Changes?
The most practical reason for the change to filing deadlines is that individuals with partnership interests will now have a better opportunity to file their individual returns (Form 1040) without extending. Form K-1 provides information related to the activity of a Partnership at the level of each individual partner. For example, if I own 50% of a Partnership, my K-1 would show 50% of the income (or loss) generated, certain deductions, and any other activity needed for me to file my Form 1040. The issue with the previous Partnership return deadline of April 15th is that it coincided with the individual deadline. This resulted in partners of the company not receiving their K-1’s with sufficient time to file their personal return by April 15th. With Partnerships now having a deadline of March 15th, this will give individuals a month to receive their K-1 and file their personal return without having to extend.
The deadline for Form 1120, which is filed by C Corporations, was also changed with this bill. Where the Form 1065 deadline was cut back by a month, the Form 1120 was extended a month. C Corporations, for tax purposes, are treated similar to individuals whereas they pay taxes directly when they file their return. Partnerships are not taxed directly, rather the income or loss is passed through to each individual partner who recognizes the tax ramifications on their personal return. For this reason, the deadline for Form 1120 being extended a month has little impact, if any, on individuals. The change gives C Corporations more time to file without having to extend the return.
S Corporations are another common business type. The deadlines for S Corporation returns (Form 1120S) were not changed with this bill. S Corporations are similar to Partnerships in that K-1’s are distributed to owners and the income or loss generated is passed through to the individuals return. That being said, Form 1120S already has a due date of March 15th, the same as the new Partnership deadline.
Extension Deadlines
IRS Form Business Type Deadline
1040 Individual October 15
1065 Partnership September 15
1120 C Corporation September 15
1120S S Corporation September 15
Extension deadlines were not immediately changed with the passing of the bill. Although Partnerships previously had the same filing deadline as individuals, the deadline with the filing of an extension was a month before. This was necessary because if a Partnership did not have to file an extended return until October 15th, individuals with partnership interests wouldn’t have a choice but to file delinquent.
The one change to the extension chart above set to take place in 2026 is the C Corporation extension being changed to October 15th.
Summary
Overall, the changes appear to have improved the filing calendar. This may be a big adjustment for Partnerships that are used to the April 15th deadline as they will have one less month to get organized and file. For this reason, you may see an increase in 2016 Partnership extensions.
About Rob……...
Hi, I’m Rob Mangold. I’m the Chief Operating Officer at Greenbush Financial Group and a contributor to the Money Smart Board blog. We created the blog to provide strategies that will help our readers personally , professionally, and financially. Our blog is meant to be a resource. If there are questions that you need answered, pleas feel free to join in on the discussion or contact me directly.
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2) Business Use Percentage
3) Buying vs Leasing a Car Deduction Options
4) Mileage Deduction Calculation
5) How Depreciation and Bonus Depreciation Works
6) Depreciation recapture tax trap
7) Can you buy a Ferreri through the business and deduct it? (luxury cars)
8) Tax impact if you get into an accident and total the vehicle
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While pre-tax contributions are typically the 401(k) contribution of choice for most high-income earners, there are a few situations where individuals with big incomes should make their deferrals contribution all in Roth dollars and forgo the immediate tax deduction.
Do I Have To Pay Taxes On My Inheritance?
Whenever people come into large sums of money, such as inheritance, the first question is “how much will I be taxed on this money”? Believe it or not, money you receive from an inheritance is likely not taxable income to you.
Whenever people come into large sums of money, such as inheritance, the first question is “how much will I be taxed on this money”? Believe it or not, money you receive from an inheritance is likely not taxable income to you.
Of course there are some caveats to this. If the inherited money is from an estate, there is a chance the money received was already taxed at the estate level. The current federal estate exclusion is $5,430,000 (estate taxes and the exclusion amount varies for states). Therefore, if the estate was large enough, a portion of the inheritance may have been subject to estate tax which is 40% in most cases. That being said, whether the money was or was not taxed at the estate level, you as an individual do not have to pay income taxes on the money.
Although the inheritance itself is not taxable, you may end up paying taxes if there is appreciation after the money is inherited. The type of account and distribution will dictate how the income will be taxed.
Basis Of Inherited Property
Typically, the basis of inherited property is the fair market value of the property on the date of the decedent’s death or the fair market value of the property on the alternate valuation date if the estate uses the alternate valuation date for valuing assets. An estate will choose to value assets on an alternate date subsequent to the date of death if certain assets, such as stocks, have depreciated since the date of death and the estate would pay less tax using the alternate date.
What the fair market value basis means is that if you inherit stock that was originally purchased for $500 and at the date of death has appreciated to $10,000, you will have a “step-up” basis of $10,000. If you turn around and sell the stock for $11,000, you will have a $1,000 gain and if you sell the stock for $9,000, you will have a $1,000 loss.
Inheriting a personal residence also provides for a step-up in basis but the gain or loss may be treated differently. If no one lives in the inherited home after the date of death, it will be treated similar to the stock example above. If you move into the home after death, any subsequent sale at a loss will not be deductible as it will be treated as your personal asset but a gain would have to be recognized and possibly taxed. If you rent the property subsequent to inheritance, it could be treated as a trade or business which would be treated differently for tax purposes.
Inheriting An IRA or Retirement Plan Account
Please read our article “Inherited IRA’s: How Do They Work” for a more detailed explanation of the three different types of distribution options.
When you inherit a retirement account, and you are not the spouse of the decedent, in most cases you will only have one option, fully distribute the account balance 10 years following the year of the decedents death. The SECURE Act that was passed in December 2019 dramatically change the distribution options available to non-spouse beneficiaries. See the article below:
The SECURE Act was signed into law on December 19, 2019 and with it comes some very important changes to the options that are available to non-spouse beneficiaries of IRA’s, 401(k), 403(b), and other types of retirement accounts
If you are the spouse of the of the decedent, you are able to treat the retirement account as if it was yours and not be forced to take one of the options above. You will have to pay taxes on distributions but you do not have to start withdrawing funds immediately unless there are required minimum distributions needed.
Note: If the inherited account was an after tax account (i.e. Roth), the inheritor must choose one of the options presented above but no tax will be paid on distributions.
Non-Qualified Annuities
Non-qualified annuities are an exception to the step-up in basis rule. The non-spousal inheritor of a non-qualified annuity will have to take either a lump sum or receive payments over a specified time period. If the inheritor chooses a lump sum, the portion that represents the gain (lump sum balance minus decedent’s contributions) will be taxed as ordinary income. If the inheritor chooses a series of payments, distributions will be treated as last in, first out. Last in, first out means that the appreciation will be distributed first and fully taxable until there is only basis left.
If the spouse inherits the annuity, they most likely have the option to treat the annuity contract as if they were the original owner.
This article concentrated on inheritance at a federal level. There is no inheritance tax at a federal level but some states do have an inheritance tax and therefore meeting with a professional is recommended. New York currently does not have an inheritance tax.
About Rob……...
Hi, I’m Rob Mangold. I’m the Chief Operating Officer at Greenbush Financial Group and a contributor to the Money Smart Board blog. We created the blog to provide strategies that will help our readers personally , professionally, and financially. Our blog is meant to be a resource. If there are questions that you need answered, pleas feel free to join in on the discussion or contact me directly.
Planning for long-term care is harder than ever as insurance premiums rise and availability shrinks. In 2025, families are turning to two main strategies: self-insuring with dedicated assets or using Medicaid trusts for protection and eligibility. This article breaks down how each option works, their pros and cons, and which approach fits your financial situation. Proactive planning today can help you protect assets, reduce risks, and secure peace of mind for retirement.
Dying without a will means state laws decide who inherits your assets, not you. It also creates longer, more expensive probate and leaves guardianship decisions for your children up to a judge. This article explores the risks of dying intestate and how a simple will can protect your family.
Losing a spouse is overwhelming, and financial matters can add to the stress. Greenbush Financial Group provides a gentle, step-by-step checklist to help surviving spouses address immediate needs, manage estate matters, and plan for the future with confidence.
“Per stirpes” is a common estate planning term that determines how assets pass to descendants if a beneficiary dies before you. Greenbush Financial Group explains how per stirpes works, compares it to non–per stirpes designations, and outlines why updating your beneficiary forms is critical for ensuring your wishes are honored.
Trust Roles Explained Easily: Whether you're setting up a trust or are currently an interested party in a an existing trust, understanding who does what is essential.
Your home is one of the most valuable assets you'll pass on—but how you transfer it to the next generation can have major tax, legal, and financial consequences.
Confused about transfer-on-death (TOD) accounts? This article answers the most common questions about Transfer on Death designations, how they work, and how they can help you avoid probate.
When someone passes away in New York, in 2025, there is a $7.16 million estate tax exclusion amount, which is significantly lower than the $13.9M exemption amount available at the federal level. However, in addition to the lower estate tax exemption amount, there are also two estate tax traps specific to New York that residents need to be aware of when completing their estate plan. Those two tax traps are:
1) The $7.5 million Cliff Rule
2) No Portability between spouses
With proper estate planning, these tax traps can potentially be avoided, allowing residents of New York to side-step a significant state tax liability when passing assets onto their heirs.
Safeguarding a Roth IRA from the Medicaid spenddown process has long been a challenge for individuals preparing for long-term care. Unlike other assets, Roth IRAs cannot be owned by trusts, and their lack of required minimum distributions (RMDs) has historically left them vulnerable under Medicaid rules. However, a groundbreaking strategy recently developed in New York provides new hope for preserving the full value of these important retirement accounts. By voluntarily initiating RMDs on Roth IRAs, individuals can now protect these accounts from being depleted entirely during Medicaid qualification.
Topics Covered in This Article:
Challenges of Protecting Roth IRAs
The Role of Irrevocable Trusts
Understanding the Medicaid Spenddown Process
Voluntary RMDs for Roth IRAs
New York’s Innovative Strategy
Irrevocable trusts are powerful tools for long-term care planning and asset protection, but what happens when you need to access those locked-away assets?
Our latest article, Can You Break an Irrevocable Trust?, dives deep into the options available if you find yourself in this situation. Learn about key topics like:
The strict limitations on accessing the trust principal
The grantor's rights to trust income
Pros and cons of adding a gifting provision to your trust
Revoking a trust – Full or partial
Changing the trust investment objective to generate more income for the grantor
Tax trap of realized gains within grantor irrevocable trusts
Whether you’re planning your estate, serving as a trustee, or navigating Medicaid rules, this comprehensive guide is packed with expert insights you shouldn’t miss.
When we are working with clients on their estate plan, one of the primary objectives is to assist them with titling their assets so they avoid the probate process after they pass away. For anyone that has had to serve as the executor of an estate, you have probably had firsthand experience of how much of a headache the probate processes which is why it's typically a goal of an estate plan to avoid the probate process altogether.
I recently published an article called “Don’t Gift Your House To Your Children” which highlighted the pitfalls of gifting your house to your kids versus setting up a Medicaid Trust to own your house, as an asset protection strategy to manage the risk of a long-care care event taking place in the future. That article prompted a few estate attorneys to reach out to me to present a third option which involves gifting your house to your children with a life estate. While the life estate does solve some of the tax issues of gifting the house to your kids with no life estate, there are still issues that persist even with a life estate that can be solved by setting up a Medicaid trust to own your house.
A common financial mistake that I see people make when attempting to protect their house from a long-term care event is gifting their house to their children. While you may be successful at protecting the house from a Medicaid spend-down situation, you will also inadvertently be handing your children a huge tax liability after you pass away. A tax liability, that with proper planning, could be avoided entirely.
When we are constructing financial plans for clients, we inevitably get to the estate planning portion of the plan, and ask them “Do you have updated wills, a health proxy, and a power of attorney in place?
When a family member has a health event that requires them to enter a nursing home or need full-time home health care, it can be an extremely stressful financial event for their spouse, children, grandchildren, or caretaker
The tax rules are different depending on the type of assets that you inherit. If you inherit a house, you may or may not have a tax liability when you go to sell it. This will largely depend on whose name was on the deed when the house was passed to you. There are also special exceptions that come into play if the house is owned by a trust, or if it was gifted
When you say the word “trust” many people think that trusts are only used by the uber rich to protect their millions of dollars but that is very far from the truth. Yes, extremely wealthy families do use trusts to reduce the size of their estate but there are also a lot of very good reasons why it makes sense for an average individual or family to establish
You are most likely reading this article because you had a family member that had a health event and the doctors have informed you that they are not allowed to go back home to their house and will need some form of health assistance going forward. This article was written to help you understand from a high level the steps that you may need to take to
If your spouse passes away and they had either an IRA, 401(k), 403(b), or some other type of employer sponsored retirement account, you will have to determine which distribution option is the right one for you. There are deadlines that you will need to be aware of, different tax implications based on the option that you choose, forms that need to be
If you are the trustee of a trust, in most cases, you are allowed to be paid a commission from the trust assets. States have different rules with regard to the trustee commission calculation. This article will assist you in understanding how the commission is calculated, how the payments are taxed, the rules for commissions not taken in past years, and how
Do trusts have an expiration date after the death of the grantor? For most states, the answer is “Yes”. New York is one of those states that have adopted “The Rule Against Perpetuities” which requires all of the assets to be distributed from the trust by a specified date.
There are three key estate documents that everyone should have: Will, Health Proxy, Power of Attorney, If you have dependents, such as a spouse or children, the statement above graduates from “should have” to “need to
The number of conversations that we are having with our clients about planning for long term care is increasing exponentially. Whether it’s planning for their parents, planning for themselves, or planning for a relative, our clients are largely initiating these conversations as a result of their own personal experiences.
Whenever people come into large sums of money, such as inheritance, the first question is “how much will I be taxed on this money”? Believe it or not, money you receive from an inheritance is likely not taxable income to you.
Creating a will is often a task that everyone knows they should do but it gets put on the back burner. Creating a will is one of the most critical things you can do for your loved ones. Putting your wishes on paper helps your heirs avoid unnecessary hassles, and you gain the peace of mind knowing that a life's worth of possessions will end up in the right
Year End Tax Strategies
The end of the year is always a hectic time but taking the time to sit with a tax professional and determine what tax strategies will work best for you may save thousands on your tax bill due April 15th. As the deadline for your taxes starts to get closer, you may be in such a rush to file them on time that you make some mistakes in the process, but
The end of the year is always a hectic time but taking the time to sit with a tax professional and determine what tax strategies will work best for you may save thousands on your tax bill due April 15th. As the deadline for your taxes starts to get closer, you may be in such a rush to file them on time that you make some mistakes in the process, but don't worry, you won't be the only one. If you don't have the relevant tax strategy in place, you are more prone to mistakes. So, the purpose of this article is to discuss some of the most common tax strategies that may apply to you. It may be worth contacting a company that specializes in tax services if you're unsure of how to go about these strategies though. Some of the deadlines for these strategies aren't until tax filing but the majority include an action item that must be done by December 31st to qualify and therefore taking the time before year end is crucial.
Taxable Investment Accounts
Offset some of the realized gains incurred during the year by selling investments in loss positions. Often times dividends received and sales made in a taxable investment account are reinvested. Although the owner of the account never received cash in the transaction, the gain is still realized and therefore taxable. This may cause an issue when the cash is not available to pay the tax bill. By selling investments in a loss position prior to 12/31, you will offset some, if not all, of the gain realized during the year. If possible, sell enough investments in a loss position to take advantage of the maximum $3,000 loss that can be claimed on your tax return.
Note: The IRS recognized this strategy was being abused and implemented the "wash sale" rule. If you sell an investment in a loss position to diminish gains and then repurchase the same investment within 30 days, the IRS does not allow you to claim the loss therefore negating the strategy.
Convert a Traditional IRA to a Roth IRA
If you are in a low income year and will be taxed at a lower tax bracket than projected in the future, it may make sense to convert part of a traditional IRA to a Roth IRA. The current maximum contribution to a Roth IRA in a single year is $5,500 if under 50 and $6,500 if 50 plus. You will pay taxes on the distributions from the traditional but the benefit of a Roth is that all the contributions and earnings accumulated is tax free when distributed as long as the account has been opened for at least 5 years. Roth accounts are typically the last touched during retirement because you want the tax free accumulation as long as possible. Also, Roth accounts can be passed to a beneficiary who can continue accumulating tax free. Roth money is after tax money and therefore the IRS allows you to withdraw contributions tax and penalty free and let the earnings continue to accumulate tax free. If you don't have the cash come tax time to cover the conversion, you can convert the Roth money back to a traditional IRA by tax filing plus extension and the account will be treated as the Roth conversion never took place.
Donate to Charity if you Itemize
If you itemize deductions on your tax return, go through your closet and donate any clothing or household goods that you no longer use. There are helpful tools online that will allow you to value the items donated but be sure you keep record of what was donated and have the charity give you a receipt.
Max Out Your Employer Sponsored Retirement Plan
If you know you will be hit with a big tax bill and want to defer some of the taxes, max out your retirement plan if you haven't already. Employer sponsored plans, such as 401(k)'s, must be funded through payroll by 12/31 and therefore it is important to make this determination early and request your payroll department start upping your contribution for the remaining payroll periods in the year. The maximum for 401(k)'s in 2015 and 2016 is $18,000 if under 50 and $24,000 if 50 plus.
Business Owners – Cut Checks by 12/31
If your company had a great year and the cash is available, use it to pay for expenses you would normally hold off on. This could mean paying state taxes early, paying invoices you usually wait until the end of the payment term, paying monthly expenses like health or general insurance, or buying new office equipment. This might also mean investing in new office furniture such as chairs and desks, or more storage space for all of your paperwork and electronics. Above all, by getting the checks cut by 12/31, you realize the expense in the current year and will decrease your tax bill.
Business Owners – Set Up a Retirement Plan
For owners with no full time employees, a Single(k) plan being put in place by 12/31 will allow you to fund a retirement account up to the 401(k) limits mentioned early. As long as the plan is established by 12/31, the owner will be able to fund the plan any time before tax filing plus extension. If the plan is not established by 12/31, other options like the SEP IRA are available to take money off the table come tax time.With tax laws continuously changing, it is important to consult with your tax professional as there may be strategies available to you that could save you money. Don't procrastinate as some planning before the end of the year may be necessary to take full advantage.
About Rob.........
Hi, I'm Rob Mangold. I'm the Chief Operating Officer at Greenbush Financial Group and a contributor to the Money Smart Board blog. We created the blog to provide strategies that will help our readers personally , professionally, and financially. Our blog is meant to be a resource. If there are questions that you need answered, pleas feel free to join in on the discussion or contact me directly.
The IRS allows grandparents to give up to $19,000 per grandchild in 2025 without filing a gift tax return, and up to $13.99 million over their lifetime before any tax applies. Gifts are rarely taxable for recipients — but understanding Form 709, 529 plan rules, and tuition exemptions can help families transfer wealth efficiently and avoid IRS issues.
Even the most disciplined retirees can be caught off guard by hidden tax traps and penalties. Our analysis highlights five of the biggest “retirement gotchas” — including Social Security taxes, Medicare IRMAA surcharges, RMD penalties, the widow’s penalty, and state-level tax surprises. Learn how to anticipate these costs and plan smarter to preserve more of your retirement income.
Many people fund their donor-advised funds with cash, but gifting appreciated securities can be a smarter move. By donating stocks, mutual funds, or ETFs instead of cash, you can avoid capital gains tax and still claim a charitable deduction for the asset’s full market value. Our analysis at Greenbush Financial Group explains how this strategy can create a double tax benefit and help you give more efficiently.
Healthcare often becomes one of the largest and most underestimated retirement expenses. From Medicare premiums to prescription drugs and long-term care, this article from Greenbush Financial Group explains why healthcare planning is critical—and how to prepare before and after age 65.
Retirement doesn’t always simplify your taxes. With multiple income sources—Social Security, pensions, IRAs, brokerage accounts—comes added complexity and opportunity. This guide from Greenbush Financial Group explains how to manage taxes strategically and preserve more of your retirement income.
Hiring your child in your business can reduce family taxes and create powerful retirement savings opportunities. Greenbush Financial Group explains how payroll wages allow Roth IRA contributions, open the door to retirement plan participation, and provide long-term wealth benefits—while highlighting the rules and compliance concerns you need to know.
Missing a Required Minimum Distribution can feel overwhelming, but the rules have changed under SECURE Act 2.0. In this article, we explain how to correct a missed RMD, reduce IRS penalties, and file the right tax forms to stay compliant.
Missing a Required Minimum Distribution can feel overwhelming, but the rules have changed under SECURE Act 2.0. In this article, we explain how to correct a missed RMD, reduce IRS penalties, and file the right tax forms to stay compliant.
Social Security benefits can be taxable at the federal level—and in some states. Should you withhold taxes directly from your benefit or make quarterly estimated payments? This guide explains your options, deadlines, and strategies to avoid IRS penalties.
Self-employment taxes can catch new business owners off guard. Our step-by-step guide explains the 15.3% tax rate, quarterly deadlines, and strategies to avoid costly mistakes.
The recently passed Big Beautiful Tax Bill made headlines for raising the federal estate tax exemption and increasing the SALT deduction cap, but not all of the provisions were taxpayer-friendly. One particularly significant change that’s flying under the radar is the elimination of the 30% Residential Solar Tax Credit—a program that’s been central to the rise in home solar installations over the past decade.
The Big Beautiful Tax Bill that just passed is reshaping the tax landscape for many Americans, but one provision that stands out for retirees is the introduction of a new $6,000 senior tax deduction. This benefit, aimed at providing additional tax relief for older taxpayers, adds a generous layer of savings on top of the regular standard deduction and the existing age-based deduction.
Congress just passed the “Big Beautiful Tax Bill,” and one of the biggest changes is a major update to the SALT (State and Local Tax) deduction cap. Instead of being limited to $10,000, some taxpayers will now be eligible for a $40,000 SALT deduction — but only temporarily and only if certain income limits are met.
There was a lot of buzz surrounding the “Big Beautiful Tax Bill” recently signed into law, and while most headlines focused on the new $40,000 SALT deduction cap, a quieter but equally important victory came in the form of what didn’t make it into the final bill for the business owners of pass-through entities.
The Big Beautiful Tax Bill made waves with several high-profile tax changes, but surprisingly, very few changes were made to Health Savings Accounts (HSAs). Below we outline what made it into the final bill, what got removed, and what retirees—especially those on Medicare—need to know going forward.
The recently passed “Big Beautiful Tax Bill” includes sweeping changes to the tax code, but one provision that caught many by surprise is the elimination of the Electric Vehicle (EV) tax credit—a popular incentive for buyers of new, used, and commercial EVs.
The Big Beautiful Tax Bill that just passed includes several targeted tax updates that will impact households beginning in the 2025 tax year. One of the more widely applicable changes is a modest increase to the Child Tax Credit (CTC)—a benefit claimed by millions of families each year.
The recently passed Big Beautiful Tax Bill introduced a series of attention-grabbing tax changes but one provision could directly benefit millions of Americans is the creation of a new tax deduction for auto loan interest.
The newly enacted “Big Beautiful Tax Bill” includes a wide range of updates to the tax code, but one of the most impactful—and underreported—changes is the significant increase in the federal estate tax exemption. Under the new law, the federal estate tax exemption rises to $15 million per person, or $30 million for married couples with proper planning.
In this article, we break down when couples may face a marriage penalty—and when they might receive a marriage bonus. You'll see side-by-side income examples, learn how the 2026 sunset of the Tax Cuts and Jobs Act could impact your future tax bill, and understand how marriage affects things like IRA eligibility, Social Security taxes, and student loan repayment plans.
As individuals approach retirement, they often ask the tax question, “If I were to move to a state that has no state income tax in retirement, would it allow me to avoid having to pay capital gains tax on the sale of my investments or a rental property?” The answer depends on a few variables.
When parents gift money to their kids, instead of having the money sit in a savings account, often parents will set up UTMA accounts at an investment firm to generate investment returns in the account that can be used by the child at a future date. Depending on the amount of the investment income, the child may be required to file a tax return.
When a business owner sells their business and is looking for a large tax deduction and has charitable intent, a common solution is setting up a private foundation to capture a large tax deduction. In this video, we will cover how foundations work, what is the minimum funding amount, the tax benefits, how the foundation is funded, and more…….
There is a little-known, very lucrative New York State Tax Credit that came into existence within the past few years for individuals who wish to make charitable donations to their SUNY college of choice through the SUNY Impact Foundation. The tax credit is so large that individuals who make a $10,000 donation to the SUNY Impact Foundation can receive a dollar-for-dollar tax credit of $8,500 whether they take the standard deduction or itemize on their tax return. This results in a windfall of cash to pre-selected athletic programs and academic programs by the donor at their SUNY college of choice, with very little true out-of-pocket cost to the donors themselves once the tax credit is factored in.
It seems as though the likely outcome of the 2024 presidential elections will be a Trump win, and potentially full control of the Senate and House by the Republicans to complete the “full sweep”. As I write this article at 6am the day after election day, it looks like Trump will be president, the Senate will be controlled by the Republicans, and the House is too close to call. If the Republicans complete the full sweep, there is a higher probability that the tax law changes that Trump proposed on his campaign trail will be passed by Congress and signed into law as early as 2025.
Due to changes in the tax laws, fewer individuals are now able to capture a tax deduction for their charitable contributions. In an effort to recapture the tax deduction, more individuals are setting up Donor Advised Funds at Fidelity and Vanguard to take full advantage of the tax deduction associated with giving to a charity, church, college, or other not-for-profit organizations.
Self-employed individuals have a lot of options when it comes to deducting expenses for their vehicle to offset income from the business. In this video we are going to review:
1) What vehicle expenses can be deducted: Mileage, insurance, payments, registration, etc.
2) Business Use Percentage
3) Buying vs Leasing a Car Deduction Options
4) Mileage Deduction Calculation
5) How Depreciation and Bonus Depreciation Works
6) Depreciation recapture tax trap
7) Can you buy a Ferreri through the business and deduct it? (luxury cars)
8) Tax impact if you get into an accident and total the vehicle
Picking the right stocks to invest in is not an easy process but all too often I see retail investors make the mistake of narrowing their investment research to just stocks that pay dividends. This is a common mistake that investors make and, in this article, we are going to cover the total return approach versus the dividend payor approach to investing.
There is a sea change happening in the investment industry where the inflows into ETF’s are rapidly outpacing the inflows into mutual funds. When comparing ETFs to mutual funds, ETFs sometimes offer more tax efficiency, trade flexibility, a wider array of investment strategies, and in certain cases lower trading costs and expense ratios which has led to their rise in popularity among investors. But there are also some risks associated with ETFs that not all investors are aware of……..
While pre-tax contributions are typically the 401(k) contribution of choice for most high-income earners, there are a few situations where individuals with big incomes should make their deferrals contribution all in Roth dollars and forgo the immediate tax deduction.
Understanding Investment Tax Forms
Making a wide variety of investments is a wise move as it means if one market drops, not all of your investments will be affected. If you've only invested in stocks or real estate then it would be a good idea to diversify. Take a look at this review and see if Bitcoin is something you want to invest in. The whole point of investing is to make a profit from your
Types of Investment Income
Making a wide variety of investments is a wise move as it means if one market drops, not all of your investments will be affected. If you've only invested in stocks or real estate then it would be a good idea to diversify. Take a look at this review and see if Bitcoin is something you want to invest in. The whole point of investing is to make a profit from your investments so you want to give yourself as much of a chance of success as possible. Income from investments can be divided into four main categories;
Interest – Interest income is paid on bonds and other types of fixed-income securities such as fixed annuities. Interest is always taxable as ordinary income unless it is paid inside an IRA or qualified plan or annuity contract. Municipal bond interest is also tax free and interest from treasury securities is exempt from taxation at the state and local levels.
Dividends – These represent a portion of a company's current profits that it passes on to shareholders. Dividends can be taxed as ordinary income, or they may qualify for lower capital gains treatment in some cases if they are coded as "qualified" dividends.
Capital Gains – This represents the amount of profit realized when an investment is sold at a higher price than that for which it was bought. Long-term gains are realized for investments held for at least a year and a day before they were sold, and are taxed at a lower rate than ordinary income. Short-term gains are taxed as ordinary income.
Retirement and Annuity Distributions – Although distributions from retirement plans are not technically a form of investment income, they are listed here because IRA and retirement plan owners can only access the gains from their investments in these accounts by taking distributions. Normal distributions are always taxed as ordinary income.
Tax Forms
Each income type listed above is broken out on a corresponding 1099 form issued by the broker or issuer of the income generated. Every form includes the name, address and tax ID number of the issuing entity. These forms are listed as follows:1099-INT – Breaks out the interest paid to the investor. This form is issued for anyone who owns bonds, CDs or mutual funds that invested in fixed income securities or cash or has an interest-bearing bank or brokerage account.
Box 1 shows total taxable interest paid
Box 2 shows the amount of early withdrawal penalty, if any
Box 3 shows the amount of U.S. Treasury security interest paid
Box 4 shows the amount of tax withheld
Box 5 shows investment expenses
Box 6 shows foreign tax paid
Box 7 shows the foreign payor
Box 8 shows tax-exempt interest
Box 9 shows interest from special private activity bonds
Box 10 shows the CUSIP number for tax-free bond interest
Boxes 11-13 show state ID information and withholding
1099-DIV – This breaks down the total amount of dividends paid to an investor. It is issued to holders of any common stock, preferred stock, or mutual fund that invests in them. However, it is not issued to owners of cash value life insurance policies, as those dividends are merely a return of premium.
Box 1a shows total ordinary dividends
Box 1b shows total qualified dividends
Boxes 2a-d break down capital gains from mutual funds, REITs and collectibles
Box 3 shows nondividend distributions
Box 4 shows federal tax withheld
Box 5 shows investment expenses
Boxes 6 and 7 show foreign tax paid and the foreign payor
Boxes 8 and 9 show cash and noncash liquidation distributions
Box 10 shows private interest dividends
Box 11 shows specified private activity bond interest dividends
Boxes 12-14 show state ID information and withholding
1099-B – This form breaks down the amount of capital gain or loss that the investor realized for that tax year. It is issued to everyone who bought or sold publicly traded securities at a gain or loss. Many brokerage firms issue additional statements that break down the loss or gain for each trade and then quantify them into net long- and/or short-term gains and losses for the year.
Box 1a shows the date of sale or exchange
Box 1b shows the date of acquisition
Box 1c shows whether it is a long- or short-term gain or loss
Box 1d shows the ticker symbol of the security
Box 1e shows the quantity sold
Box 2a shows the gross proceeds reported to the IRS both before and after commission and expenses
Box 2b shows a checkbox if loss not allowed due to amount shown in box 2a
Box 3 shows cost or other basis
Box 4 shows federal tax withheld
Box 5 shows any amount of wash sale loss that was disallowed
Box 6 has checkboxes for noncovered securities and for sales where the basis in box 3 was reported to the IRS
Box 7 shows income from bartering
Box 8 is for a description of the security if needed
Boxes 9-12 break down realized and unrealized gains and losses from derivatives contracts
Boxes 13-15 show state ID information and withholding
1099-R – This form is issued to everyone who receives distributions from IRAs, qualified retirement plans or annuity contracts that are not housed inside a tax-deferred account or plan.
Box 1 shows the gross distribution amount
Box 2a shows the amount of taxable distribution
Box 2b has checkboxes for taxable amount not determined and total distribution
Box 3 shows amount of capital gain included in box 2a
Box 4 shows federal tax withheld
Box 5 shows employee/Roth contributions
Box 6 shows net unrealized appreciation in employer securities
Box 7 shows the distribution code that determines how the distribution is taxed
Box 8 shows the value of any annuity contract included in the distribution
Box 9a shows the value of distribution percentage that belongs to the recipient
Box 9b shows the amount of the employee's investment for annuity distributions where the exclusion ratio must be computed
If Box 10 is filled, refer to instructions on Form 5329
Box 11 shows the year the recipient first made a Roth contribution of any kind
Boxes 12-17 show state and local ID information and withholding
1099 MISC – Although most of this form pertains to earned income, it is also used to report royalty income (box 1) and working interest income (box 7) in oil and gas leases.Form 5498 – The receiving custodian of a qualified plan rollover or IRA transfer issues this to the account holder as proof that the transfer was not a taxable event and should not be counted as a distribution.
Michael Ruger
About Michael.........
Hi, I'm Michael Ruger. I'm the managing partner of Greenbush Financial Group and the creator of the nationally recognized Money Smart Board blog . I created the blog because there are a lot of events in life that require important financial decisions. The goal is to help our readers avoid big financial missteps, discover financial solutions that they were not aware of, and to optimize their financial future.
The IRS allows grandparents to give up to $19,000 per grandchild in 2025 without filing a gift tax return, and up to $13.99 million over their lifetime before any tax applies. Gifts are rarely taxable for recipients — but understanding Form 709, 529 plan rules, and tuition exemptions can help families transfer wealth efficiently and avoid IRS issues.
Even the most disciplined retirees can be caught off guard by hidden tax traps and penalties. Our analysis highlights five of the biggest “retirement gotchas” — including Social Security taxes, Medicare IRMAA surcharges, RMD penalties, the widow’s penalty, and state-level tax surprises. Learn how to anticipate these costs and plan smarter to preserve more of your retirement income.
Many people fund their donor-advised funds with cash, but gifting appreciated securities can be a smarter move. By donating stocks, mutual funds, or ETFs instead of cash, you can avoid capital gains tax and still claim a charitable deduction for the asset’s full market value. Our analysis at Greenbush Financial Group explains how this strategy can create a double tax benefit and help you give more efficiently.
Healthcare often becomes one of the largest and most underestimated retirement expenses. From Medicare premiums to prescription drugs and long-term care, this article from Greenbush Financial Group explains why healthcare planning is critical—and how to prepare before and after age 65.
Retirement doesn’t always simplify your taxes. With multiple income sources—Social Security, pensions, IRAs, brokerage accounts—comes added complexity and opportunity. This guide from Greenbush Financial Group explains how to manage taxes strategically and preserve more of your retirement income.
Hiring your child in your business can reduce family taxes and create powerful retirement savings opportunities. Greenbush Financial Group explains how payroll wages allow Roth IRA contributions, open the door to retirement plan participation, and provide long-term wealth benefits—while highlighting the rules and compliance concerns you need to know.
Missing a Required Minimum Distribution can feel overwhelming, but the rules have changed under SECURE Act 2.0. In this article, we explain how to correct a missed RMD, reduce IRS penalties, and file the right tax forms to stay compliant.
Missing a Required Minimum Distribution can feel overwhelming, but the rules have changed under SECURE Act 2.0. In this article, we explain how to correct a missed RMD, reduce IRS penalties, and file the right tax forms to stay compliant.
Social Security benefits can be taxable at the federal level—and in some states. Should you withhold taxes directly from your benefit or make quarterly estimated payments? This guide explains your options, deadlines, and strategies to avoid IRS penalties.
Self-employment taxes can catch new business owners off guard. Our step-by-step guide explains the 15.3% tax rate, quarterly deadlines, and strategies to avoid costly mistakes.
The recently passed Big Beautiful Tax Bill made headlines for raising the federal estate tax exemption and increasing the SALT deduction cap, but not all of the provisions were taxpayer-friendly. One particularly significant change that’s flying under the radar is the elimination of the 30% Residential Solar Tax Credit—a program that’s been central to the rise in home solar installations over the past decade.
The Big Beautiful Tax Bill that just passed is reshaping the tax landscape for many Americans, but one provision that stands out for retirees is the introduction of a new $6,000 senior tax deduction. This benefit, aimed at providing additional tax relief for older taxpayers, adds a generous layer of savings on top of the regular standard deduction and the existing age-based deduction.
Congress just passed the “Big Beautiful Tax Bill,” and one of the biggest changes is a major update to the SALT (State and Local Tax) deduction cap. Instead of being limited to $10,000, some taxpayers will now be eligible for a $40,000 SALT deduction — but only temporarily and only if certain income limits are met.
There was a lot of buzz surrounding the “Big Beautiful Tax Bill” recently signed into law, and while most headlines focused on the new $40,000 SALT deduction cap, a quieter but equally important victory came in the form of what didn’t make it into the final bill for the business owners of pass-through entities.
The Big Beautiful Tax Bill made waves with several high-profile tax changes, but surprisingly, very few changes were made to Health Savings Accounts (HSAs). Below we outline what made it into the final bill, what got removed, and what retirees—especially those on Medicare—need to know going forward.
The recently passed “Big Beautiful Tax Bill” includes sweeping changes to the tax code, but one provision that caught many by surprise is the elimination of the Electric Vehicle (EV) tax credit—a popular incentive for buyers of new, used, and commercial EVs.
The Big Beautiful Tax Bill that just passed includes several targeted tax updates that will impact households beginning in the 2025 tax year. One of the more widely applicable changes is a modest increase to the Child Tax Credit (CTC)—a benefit claimed by millions of families each year.
The recently passed Big Beautiful Tax Bill introduced a series of attention-grabbing tax changes but one provision could directly benefit millions of Americans is the creation of a new tax deduction for auto loan interest.
The newly enacted “Big Beautiful Tax Bill” includes a wide range of updates to the tax code, but one of the most impactful—and underreported—changes is the significant increase in the federal estate tax exemption. Under the new law, the federal estate tax exemption rises to $15 million per person, or $30 million for married couples with proper planning.
In this article, we break down when couples may face a marriage penalty—and when they might receive a marriage bonus. You'll see side-by-side income examples, learn how the 2026 sunset of the Tax Cuts and Jobs Act could impact your future tax bill, and understand how marriage affects things like IRA eligibility, Social Security taxes, and student loan repayment plans.
As individuals approach retirement, they often ask the tax question, “If I were to move to a state that has no state income tax in retirement, would it allow me to avoid having to pay capital gains tax on the sale of my investments or a rental property?” The answer depends on a few variables.
When parents gift money to their kids, instead of having the money sit in a savings account, often parents will set up UTMA accounts at an investment firm to generate investment returns in the account that can be used by the child at a future date. Depending on the amount of the investment income, the child may be required to file a tax return.
When a business owner sells their business and is looking for a large tax deduction and has charitable intent, a common solution is setting up a private foundation to capture a large tax deduction. In this video, we will cover how foundations work, what is the minimum funding amount, the tax benefits, how the foundation is funded, and more…….
There is a little-known, very lucrative New York State Tax Credit that came into existence within the past few years for individuals who wish to make charitable donations to their SUNY college of choice through the SUNY Impact Foundation. The tax credit is so large that individuals who make a $10,000 donation to the SUNY Impact Foundation can receive a dollar-for-dollar tax credit of $8,500 whether they take the standard deduction or itemize on their tax return. This results in a windfall of cash to pre-selected athletic programs and academic programs by the donor at their SUNY college of choice, with very little true out-of-pocket cost to the donors themselves once the tax credit is factored in.
It seems as though the likely outcome of the 2024 presidential elections will be a Trump win, and potentially full control of the Senate and House by the Republicans to complete the “full sweep”. As I write this article at 6am the day after election day, it looks like Trump will be president, the Senate will be controlled by the Republicans, and the House is too close to call. If the Republicans complete the full sweep, there is a higher probability that the tax law changes that Trump proposed on his campaign trail will be passed by Congress and signed into law as early as 2025.
Due to changes in the tax laws, fewer individuals are now able to capture a tax deduction for their charitable contributions. In an effort to recapture the tax deduction, more individuals are setting up Donor Advised Funds at Fidelity and Vanguard to take full advantage of the tax deduction associated with giving to a charity, church, college, or other not-for-profit organizations.
Self-employed individuals have a lot of options when it comes to deducting expenses for their vehicle to offset income from the business. In this video we are going to review:
1) What vehicle expenses can be deducted: Mileage, insurance, payments, registration, etc.
2) Business Use Percentage
3) Buying vs Leasing a Car Deduction Options
4) Mileage Deduction Calculation
5) How Depreciation and Bonus Depreciation Works
6) Depreciation recapture tax trap
7) Can you buy a Ferreri through the business and deduct it? (luxury cars)
8) Tax impact if you get into an accident and total the vehicle
Picking the right stocks to invest in is not an easy process but all too often I see retail investors make the mistake of narrowing their investment research to just stocks that pay dividends. This is a common mistake that investors make and, in this article, we are going to cover the total return approach versus the dividend payor approach to investing.
There is a sea change happening in the investment industry where the inflows into ETF’s are rapidly outpacing the inflows into mutual funds. When comparing ETFs to mutual funds, ETFs sometimes offer more tax efficiency, trade flexibility, a wider array of investment strategies, and in certain cases lower trading costs and expense ratios which has led to their rise in popularity among investors. But there are also some risks associated with ETFs that not all investors are aware of……..
While pre-tax contributions are typically the 401(k) contribution of choice for most high-income earners, there are a few situations where individuals with big incomes should make their deferrals contribution all in Roth dollars and forgo the immediate tax deduction.
Should I Establish an Employer Sponsored Retirement Plan?
Employer sponsored retirement plans are typically the single most valuable tool for business owners when attempting to:
Reduce their current tax liability
Attract and retain employees
Accumulate wealth for retirement
Employer-sponsored retirement plans are typically the single most valuable tool for business owners when attempting to:
Reduce their current tax liability
Attract and retain employees
Accumulate wealth for retirement
But with all of the different types of plans to choose from, which one is the right one for your business? Most business owners are familiar with how 401(k) plans work, but that might not be the right fit given variables such as:
# of Employees
Cash flows of the business
Goals of the business owner
There are four main stream employer-sponsored retirement plans that business owners have to choose from:
SEP IRA
Single(k) Plan
Simple IRA
401(k) Plan
Since there are a lot of differences between these four types of plans, we have included a comparison chart at the conclusion of this newsletter, but we will touch on the highlights of each type of plan.
SEP IRA PLAN
This is the only employer-sponsored retirement plan that can be set up after 12/31 for the previous tax year. So, when you are sitting with your accountant in the spring and they deliver the bad news that you are going to have a big tax liability for the previous tax year, you can establish a SEP IRA up until your tax filing deadline plus extension, fund it, and take a deduction for that year.
However, if the company has employees who meet the plan's eligibility requirement, these plans become very expensive very quickly if the owner(s) want to make contributions to their own accounts. The reason is that these plans are 100% employer-funded, which means there are no employee contributions allowed, and the employer contribution is uniform for all plan participants. For example, if the owner contributes 15% of their income to the SEP IRA, they have to make an employer contribution equal to 15% of compensation for each employee who has met the plan's eligibility requirement. If the 5305-SEP Form, which serves as the plan document, is set up correctly, a company can keep new employees out of the plan for up to 3 years, but often it is either not set up correctly or the employer cannot find the document.
Single(k) Plan or "Solo(k)"
These plans are for owner-only entities. As soon as you have an employee who works more than 1000 hours in a 12-month period, you cannot sponsor a Single(k) plan.
The plans are often the most advantageous for self-employed individuals who have no employees and want to have access to higher pre-tax contribution levels. For all intents and purposes, it is a 401(k) plan, with the same contribution limits, ERISA protected, they allow loans and Roth contributions, etc. However, they can be sponsored at a much lower cost than traditional 401(k) plans because there are no non-owner employees. So there is no year-end testing, it's typically a boilerplate plan document, and the administration costs to establish and maintain these plans are typically under $400 per year compared to traditional 401(k) plans, which may cost $1,500+ per year to administer.
The beauty of these plans is the "employee contribution" of the plan, which gives it an advantage over SEP IRA plans. With SEP IRA plans, you are limited to contributions up to 25% of your income. So if you make $24,000 in self-employment income, you are limited to a $6,000 pre-tax contribution.
With a Single(k) plan, for 2025, I can contribute $23,500 per year (another $7,500 if I'm age 50-59 or 64 or over or $11,250 if I’m age 60-63) up to 100% of my self-employment income and in addition to that amount I can make an employer contribution up to 25% of my income. In the previous example, if you make $24,000 in self-employment income, you would be able to make a salary deferral contribution of $23,500 and an employer contribution of $500, effectively wiping out all of your taxable income for that tax year.
Simple IRA
Simple IRA's are the JV version of 401(k) plans. Smaller companies that have 1 – 50 employees that are looking to start are retirement plan will often times start with implementing a Simple IRA plan and eventually graduate to a 401(k) plan as the company grows. The primary advantage of Simple IRA Plans over 401(k) Plans is the cost. Simple IRA's do not require a TPA firm since they are self-administered by the employer and they do not require annual 5500 filings so the cost to setup and maintain the plan is usually much less than a 401(k) plan.
What causes companies to choose a 401(k) plan over a Simple IRA plan?
Owners want access to higher pre-tax contribution limits
They want to limit to the plan to just full time employees
The company wants flexibility with regard to the employer contribution
The company wants a vesting schedule tied to the employer contributions
The company wants to expand investment menu beyond just a single fund family
401(k) Plans
These are probably the most well-recognized employer-sponsored plans since, at one time or another, each of us has worked for a company that has sponsored this type of plan. So we will not spend a lot of time going over the ins and outs of these types of plan. These plans offer a lot of flexibility with regard to the plan features and the plan design.
We will issue a special note about the 401(k) market. For small business with 1 -50 employees, you have a lot of options regarding which type of plan you should sponsor but it's our personal experience that most investment advisors only have a strong understanding of 401(k) plans so they push 401(k) plans as the answer for everyone because it's what they know and it's what they are comfortable talking about. When establishing a retirement plan for your company, make sure you consult with an advisor who has a working knowledge of all these different types of retirement plans and can clearly articulate the pros and cons of each type of plan. This will assist you in establishing the right type of plan for your company.
Michael Ruger
About Michael.........
Hi, I'm Michael Ruger. I'm the managing partner of Greenbush Financial Group and the creator of the nationally recognized Money Smart Board blog . I created the blog because there are a lot of events in life that require important financial decisions. The goal is to help our readers avoid big financial missteps, discover financial solutions that they were not aware of, and to optimize their financial future.
The IRS allows grandparents to give up to $19,000 per grandchild in 2025 without filing a gift tax return, and up to $13.99 million over their lifetime before any tax applies. Gifts are rarely taxable for recipients — but understanding Form 709, 529 plan rules, and tuition exemptions can help families transfer wealth efficiently and avoid IRS issues.
Even the most disciplined retirees can be caught off guard by hidden tax traps and penalties. Our analysis highlights five of the biggest “retirement gotchas” — including Social Security taxes, Medicare IRMAA surcharges, RMD penalties, the widow’s penalty, and state-level tax surprises. Learn how to anticipate these costs and plan smarter to preserve more of your retirement income.
Many people fund their donor-advised funds with cash, but gifting appreciated securities can be a smarter move. By donating stocks, mutual funds, or ETFs instead of cash, you can avoid capital gains tax and still claim a charitable deduction for the asset’s full market value. Our analysis at Greenbush Financial Group explains how this strategy can create a double tax benefit and help you give more efficiently.
Healthcare often becomes one of the largest and most underestimated retirement expenses. From Medicare premiums to prescription drugs and long-term care, this article from Greenbush Financial Group explains why healthcare planning is critical—and how to prepare before and after age 65.
Retirement doesn’t always simplify your taxes. With multiple income sources—Social Security, pensions, IRAs, brokerage accounts—comes added complexity and opportunity. This guide from Greenbush Financial Group explains how to manage taxes strategically and preserve more of your retirement income.
Hiring your child in your business can reduce family taxes and create powerful retirement savings opportunities. Greenbush Financial Group explains how payroll wages allow Roth IRA contributions, open the door to retirement plan participation, and provide long-term wealth benefits—while highlighting the rules and compliance concerns you need to know.
Missing a Required Minimum Distribution can feel overwhelming, but the rules have changed under SECURE Act 2.0. In this article, we explain how to correct a missed RMD, reduce IRS penalties, and file the right tax forms to stay compliant.
Missing a Required Minimum Distribution can feel overwhelming, but the rules have changed under SECURE Act 2.0. In this article, we explain how to correct a missed RMD, reduce IRS penalties, and file the right tax forms to stay compliant.
Social Security benefits can be taxable at the federal level—and in some states. Should you withhold taxes directly from your benefit or make quarterly estimated payments? This guide explains your options, deadlines, and strategies to avoid IRS penalties.
Self-employment taxes can catch new business owners off guard. Our step-by-step guide explains the 15.3% tax rate, quarterly deadlines, and strategies to avoid costly mistakes.
The recently passed Big Beautiful Tax Bill made headlines for raising the federal estate tax exemption and increasing the SALT deduction cap, but not all of the provisions were taxpayer-friendly. One particularly significant change that’s flying under the radar is the elimination of the 30% Residential Solar Tax Credit—a program that’s been central to the rise in home solar installations over the past decade.
The Big Beautiful Tax Bill that just passed is reshaping the tax landscape for many Americans, but one provision that stands out for retirees is the introduction of a new $6,000 senior tax deduction. This benefit, aimed at providing additional tax relief for older taxpayers, adds a generous layer of savings on top of the regular standard deduction and the existing age-based deduction.
Congress just passed the “Big Beautiful Tax Bill,” and one of the biggest changes is a major update to the SALT (State and Local Tax) deduction cap. Instead of being limited to $10,000, some taxpayers will now be eligible for a $40,000 SALT deduction — but only temporarily and only if certain income limits are met.
There was a lot of buzz surrounding the “Big Beautiful Tax Bill” recently signed into law, and while most headlines focused on the new $40,000 SALT deduction cap, a quieter but equally important victory came in the form of what didn’t make it into the final bill for the business owners of pass-through entities.
The Big Beautiful Tax Bill made waves with several high-profile tax changes, but surprisingly, very few changes were made to Health Savings Accounts (HSAs). Below we outline what made it into the final bill, what got removed, and what retirees—especially those on Medicare—need to know going forward.
The recently passed “Big Beautiful Tax Bill” includes sweeping changes to the tax code, but one provision that caught many by surprise is the elimination of the Electric Vehicle (EV) tax credit—a popular incentive for buyers of new, used, and commercial EVs.
The Big Beautiful Tax Bill that just passed includes several targeted tax updates that will impact households beginning in the 2025 tax year. One of the more widely applicable changes is a modest increase to the Child Tax Credit (CTC)—a benefit claimed by millions of families each year.
The recently passed Big Beautiful Tax Bill introduced a series of attention-grabbing tax changes but one provision could directly benefit millions of Americans is the creation of a new tax deduction for auto loan interest.
The newly enacted “Big Beautiful Tax Bill” includes a wide range of updates to the tax code, but one of the most impactful—and underreported—changes is the significant increase in the federal estate tax exemption. Under the new law, the federal estate tax exemption rises to $15 million per person, or $30 million for married couples with proper planning.
In this article, we break down when couples may face a marriage penalty—and when they might receive a marriage bonus. You'll see side-by-side income examples, learn how the 2026 sunset of the Tax Cuts and Jobs Act could impact your future tax bill, and understand how marriage affects things like IRA eligibility, Social Security taxes, and student loan repayment plans.
As individuals approach retirement, they often ask the tax question, “If I were to move to a state that has no state income tax in retirement, would it allow me to avoid having to pay capital gains tax on the sale of my investments or a rental property?” The answer depends on a few variables.
When parents gift money to their kids, instead of having the money sit in a savings account, often parents will set up UTMA accounts at an investment firm to generate investment returns in the account that can be used by the child at a future date. Depending on the amount of the investment income, the child may be required to file a tax return.
When a business owner sells their business and is looking for a large tax deduction and has charitable intent, a common solution is setting up a private foundation to capture a large tax deduction. In this video, we will cover how foundations work, what is the minimum funding amount, the tax benefits, how the foundation is funded, and more…….
There is a little-known, very lucrative New York State Tax Credit that came into existence within the past few years for individuals who wish to make charitable donations to their SUNY college of choice through the SUNY Impact Foundation. The tax credit is so large that individuals who make a $10,000 donation to the SUNY Impact Foundation can receive a dollar-for-dollar tax credit of $8,500 whether they take the standard deduction or itemize on their tax return. This results in a windfall of cash to pre-selected athletic programs and academic programs by the donor at their SUNY college of choice, with very little true out-of-pocket cost to the donors themselves once the tax credit is factored in.
It seems as though the likely outcome of the 2024 presidential elections will be a Trump win, and potentially full control of the Senate and House by the Republicans to complete the “full sweep”. As I write this article at 6am the day after election day, it looks like Trump will be president, the Senate will be controlled by the Republicans, and the House is too close to call. If the Republicans complete the full sweep, there is a higher probability that the tax law changes that Trump proposed on his campaign trail will be passed by Congress and signed into law as early as 2025.
Due to changes in the tax laws, fewer individuals are now able to capture a tax deduction for their charitable contributions. In an effort to recapture the tax deduction, more individuals are setting up Donor Advised Funds at Fidelity and Vanguard to take full advantage of the tax deduction associated with giving to a charity, church, college, or other not-for-profit organizations.
Self-employed individuals have a lot of options when it comes to deducting expenses for their vehicle to offset income from the business. In this video we are going to review:
1) What vehicle expenses can be deducted: Mileage, insurance, payments, registration, etc.
2) Business Use Percentage
3) Buying vs Leasing a Car Deduction Options
4) Mileage Deduction Calculation
5) How Depreciation and Bonus Depreciation Works
6) Depreciation recapture tax trap
7) Can you buy a Ferreri through the business and deduct it? (luxury cars)
8) Tax impact if you get into an accident and total the vehicle
Picking the right stocks to invest in is not an easy process but all too often I see retail investors make the mistake of narrowing their investment research to just stocks that pay dividends. This is a common mistake that investors make and, in this article, we are going to cover the total return approach versus the dividend payor approach to investing.
There is a sea change happening in the investment industry where the inflows into ETF’s are rapidly outpacing the inflows into mutual funds. When comparing ETFs to mutual funds, ETFs sometimes offer more tax efficiency, trade flexibility, a wider array of investment strategies, and in certain cases lower trading costs and expense ratios which has led to their rise in popularity among investors. But there are also some risks associated with ETFs that not all investors are aware of……..
While pre-tax contributions are typically the 401(k) contribution of choice for most high-income earners, there are a few situations where individuals with big incomes should make their deferrals contribution all in Roth dollars and forgo the immediate tax deduction.
Do I Have to Pay Taxes on my Social Security Benefit?
If your “combined income” exceeds specific annual limits, you may owe federal income taxes on up to 50% or 85% of your Social Security benefits. The limits for federal income tax purposes are listed in the chart below.
If your “combined income” exceeds specific annual limits, you may owe federal income taxes on up to 50% or 85% of your Social Security benefits. The limits for federal income tax purposes are listed in the chart below.
The federal income thresholds are not indexed for inflation, so they are the same every year. “Combined income” is defined as adjusted gross income plus any tax-exempt interest plus 50% of your Social Security Benefit. Some states tax Social Security Benefits, whereas others do not tax them. See the chart below:
Michael Ruger
About Michael……...
Hi, I’m Michael Ruger. I’m the managing partner of Greenbush Financial Group and the creator of the nationally recognized Money Smart Board blog . I created the blog because there are a lot of events in life that require important financial decisions. The goal is to help our readers avoid big financial missteps, discover financial solutions that they were not aware of, and to optimize their financial future.
Even the most disciplined retirees can be caught off guard by hidden tax traps and penalties. Our analysis highlights five of the biggest “retirement gotchas” — including Social Security taxes, Medicare IRMAA surcharges, RMD penalties, the widow’s penalty, and state-level tax surprises. Learn how to anticipate these costs and plan smarter to preserve more of your retirement income.
The Social Security Administration announced a 2.8% cost-of-living adjustment (COLA) for 2026, slightly higher than 2025’s 2.5% increase but still below the long-term average. This modest rise may not keep pace with the real cost of living, as retirees continue to face rising prices for essentials like food, utilities, and healthcare. Learn how this affects your benefits, why COLA timing matters, and strategies to help offset inflation in retirement.
Healthcare often becomes one of the largest and most underestimated retirement expenses. From Medicare premiums to prescription drugs and long-term care, this article from Greenbush Financial Group explains why healthcare planning is critical—and how to prepare before and after age 65.
Retirement doesn’t always simplify your taxes. With multiple income sources—Social Security, pensions, IRAs, brokerage accounts—comes added complexity and opportunity. This guide from Greenbush Financial Group explains how to manage taxes strategically and preserve more of your retirement income.
Retirement isn’t just about saving—it’s about spending wisely. From medical care and home repairs to travel and vehicles, this guide shows 7 smart purchases to consider before leaving the workforce, with tax and planning tips to help you retire stress-free.
Market downturns feel different in retirement than during your working years. Learn strategies to protect your nest egg, avoid irreversible mistakes, and balance growth with safety to keep your retirement plan on track.
Planning for long-term care is harder than ever as insurance premiums rise and availability shrinks. In 2025, families are turning to two main strategies: self-insuring with dedicated assets or using Medicaid trusts for protection and eligibility. This article breaks down how each option works, their pros and cons, and which approach fits your financial situation. Proactive planning today can help you protect assets, reduce risks, and secure peace of mind for retirement.
Is $1 million enough to retire? The answer depends on withdrawal rates, inflation, investment returns, and taxes. This article walks through different scenarios to show how long $1 million can last and what retirees should consider in their planning.
Living longer is a blessing, but it also means your savings must stretch further. Rising costs, inflation, and healthcare expenses can quietly erode your nest egg. This article explains how to stress-test your retirement plan to ensure your money lasts as long as you do.
Retirement planning isn’t just about hitting a number. From withdrawal rates and inflation to taxes and investment returns, several factors determine if your savings will truly last. This article explores how to test your retirement projections and build a plan for financial security.
A common financial mistake that I see people make when attempting to protect their house from a long-term care event is gifting their house to their children. While you may be successful at protecting the house from a Medicaid spend-down situation, you will also inadvertently be handing your children a huge tax liability after you pass away. A tax liability, that with proper planning, could be avoided entirely.
On December 23, 2022, Congress passed the Secure Act 2.0, which moved the required minimum distribution (RMD) age from the current age of 72 out to age 73 starting in 2023. They also went one step further and included in the new law bill an automatic increase in the RMD beginning in 2033, extending the RMD start age to 75.
Not many people realize that if you are age 62 or older and have children under the age of 18, your children are eligible to receive social security payments based on your earnings history, and it’s big money. However, social security does not advertise this little know benefit, so you have to know how to apply, the rules, and tax implications.
It’s becoming more common for retirees to take on small self-employment gigs in retirement to generate some additional income and to stay mentally active and engaged. But, it should not be overlooked that this is a tremendous wealth-building opportunity if you know the right strategies. There are many, but in this article, we will focus on the “Solo(k) strategy
A 529 account owned by a grandparent is often considered one of the most effective ways to save for college for a grandchild. But in 2023, the rules are changing………
If you are age 65 or older and self-employed, I have great news, you may be able to take a tax deduction for your Medicare Part A, B, C, and D premiums as well as the premiums that you pay for your Medicare Advantage or Medicare Supplemental coverage.
When you retire and turn on your pension, you typically have to make a decision as to how you would like to receive your benefits which includes making a decision about the survivor benefits. Do you select….
More and more retires are making the decision to keep their primary residence in retirement but also own a second residence, whether that be a lake house, ski lodge, or a condo down south. Maintaining two houses in retirement requires a lot of additional planning because you need to be able to answer the following questions:
Many individuals that have long-term care insurance policies are beginning to receive letters in the mail notifying them that that their insurance premiums are going up by 50%, 70%, or more in some cases. This is after many of the same policyholders have experienced similar size premium increases just a few years ago. In this article I’m going to explain……
The order in which you take distributions from your retirement accounts absolutely matters in retirement. If you don’t have a formal withdraw strategy it could end up costing you in more ways than one. Click to read more on how this can effect you.
Medicare has important deadlines that you need to be aware of during your initial enrollment period. Missing those deadlines could mean gaps in coverage, penalties, and limited options when it comes to selecting a Medicare
Social Security payments can sometimes be a significant portion of a couple’s retirement income. If your spouse passes away unexpectedly, it can have a dramatic impact on your financial wellbeing in retirement. This is especially
As you approach age 65, there are a lot of very important decisions that you will have to make regarding your Medicare coverage. Since Medicare Parts A & B by itself have deductibles, coinsurance, and no maximum out of pocket
The SECURE Act was passed into law on December 19, 2019 and with it came some big changes to the required minimum distribution (“RMD”) requirements from IRA’s and retirement plans. Prior to December 31, 2019, individuals
As you approach age 65, there are very important decisions that you will have to make regarding your Medicare coverage. Whether you decide to retire prior to age 65, continue to work past age 65, or have retiree health benefits,
Once there is no longer a paycheck, retirees will typically meet expenses with a combination of social security, withdrawals from retirement accounts, annuities, and pensions. Social security, pensions, and annuities are usually fixed amounts, while withdrawals from retirement accounts could fluctuate based on need. This flexibility presents
If you live in an unfriendly tax state such as New York or California, it’s not uncommon for your retirement plans to include a move to a more tax friendly state once your working years are over. Many southern states offer nicer weather, no income taxes, and lower property taxes. According to data from the US Census Bureau, more residents
Inherited IRA’s can be tricky. There are a lot of rules surrounding;
Establishment and required minimum distribution (“RMD”) deadlines
Options available to spouse and non-spouse beneficiaries
Strategies for deferring required minimum distributions
Special 60 day rollover rules for inherited IRA’s
Given the downward spiral that GE has been in over the past year, we have received the same question over and over again from a number of GE employees and retirees: “If GE goes bankrupt, what happens to my pension?” While it's anyone’s guess what the future holds for GE, this is an important question that any employee with a pension should