2026 Roth IRA Conversions Explained: Smart Timing and Costly Mistakes

Roth conversions can be one of the most powerful tax planning tools in retirement, but they are not always beneficial. A Roth conversion involves moving money from a pre-tax account into a Roth account and paying taxes now to avoid taxes later. At Greenbush Financial Group, our analysis shows that Roth conversions are most effective when done strategically across multiple years, not as a one-time decision.

What Is a Roth Conversion and How Does It Work?

A Roth conversion moves funds from a Traditional IRA or 401(k) into a Roth IRA or 401(k).

Key Mechanics

• Converted amount is taxed as ordinary income

• No early withdrawal penalty if done correctly

• Future growth and withdrawals are tax-free

• No Required Minimum Distributions (RMDs) for Roth IRAs

Example

• Convert $50,000 from an IRA to a Roth IRA

• Pay taxes on $50,000 this year

• Future withdrawals are tax-free

At Greenbush Financial Group, we view Roth conversions as a way to “prepay taxes” at potentially lower rates.

When Roth Conversions Make Sense

There are specific scenarios where Roth conversions can significantly improve long-term outcomes.

1. Low-Income Years in Early Retirement

The period between retirement and starting Social Security or RMDs is often ideal.

• Lower taxable income

• Opportunity to fill lower tax brackets

• Reduce future tax burden

2. Before Required Minimum Distributions (RMDs)**

RMDs can force higher taxable income later in retirement.

• Converting early reduces future RMDs

• Helps avoid higher tax brackets in your 70s

3. Expecting Higher Future Tax Rates

If you believe your future tax rate will be higher:

• Paying taxes now may be beneficial

• Locks in current tax rates

4. Large Pre-Tax Account Balances

High IRA or 401(k) balances can create tax challenges later.

• Large RMDs

• Increased IRMAA surcharges

• Higher Social Security taxation

5. Leaving Assets to Heirs

Roth accounts can be more tax-efficient for beneficiaries.

• Tax-free withdrawals for heirs

• No lifetime RMDs for original owner

At Greenbush Financial Group, Roth conversions are often used as part of a broader estate and tax planning strategy.

When Roth Conversions May Not Make Sense

Roth conversions are not always the right move.

1. Already in a High Tax Bracket

If converting pushes you into a higher bracket:

• You may pay more tax than necessary

• Reduces the benefit of the conversion

2. Short Time Horizon

If you expect to use the money soon:

• Limited time for tax-free growth

• Less benefit from conversion

3. Paying Taxes From the Conversion Itself

Using IRA funds to pay taxes reduces the amount converted.

• Decreases long-term growth potential

• Less efficient overall

4. Expecting Lower Future Tax Rates

If your income will decrease later:

• You may pay more tax now than necessary

5. Impact on Medicare and Social Security

Conversions increase taxable income.

• May trigger IRMAA surcharges

• Can increase taxation of Social Security

At Greenbush Financial Group, we often see Roth conversions backfire when these factors are not considered.

The “Tax Bracket Filling” Strategy

One of the most effective ways to approach Roth conversions is by filling up lower tax brackets.

How It Works

• Identify your current tax bracket

• Convert just enough to stay within that bracket

• Avoid jumping into higher brackets

Example

• Top of 12% bracket = target income level

• Convert enough to reach that limit

• Stop before entering the 22% bracket

This strategy spreads conversions over multiple years, reducing overall tax impact.

Roth Conversions and IRMAA Considerations

Roth conversions increase your income for that year, which can affect Medicare premiums.

Key Impact

• Higher income can trigger IRMAA surcharges

• IRMAA is based on income from two years prior

Planning Tip

Balance Roth conversions with IRMAA thresholds to avoid unnecessary premium increases.

A Multi-Year Roth Conversion Strategy Example

Scenario

• Age 62, recently retired

• $800,000 in IRA

• Low income before Social Security

Strategy

• Convert $40,000–$60,000 annually

• Stay within a lower tax bracket

• Delay Social Security

Outcome

• Reduced future RMDs

• Lower lifetime taxes

• Increased tax-free income later

At Greenbush Financial Group, this type of phased approach is often more effective than a single large conversion.

Common Roth Conversion Mistakes

• Converting too much in one year

• Ignoring tax bracket thresholds

• Overlooking IRMAA impacts

• Not coordinating with Social Security timing

• Failing to plan conversions over multiple years

Final Thoughts

Roth conversions can be a powerful tool, but only when used strategically. The goal is not simply to convert assets, but to reduce lifetime taxes and create more flexibility in retirement income.

At Greenbush Financial Group, our analysis shows that the most successful strategies involve careful timing, tax bracket management, and long-term planning.

Rob Mangold

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, please feel free to join in on the discussion or contact me directly.

1. Is it a bad idea to retire in a down market?
   Not necessarily, but it increases sequence of returns risk and requires careful planning.
2. How much cash and short-term fixed income should I have in retirement?
   Typically 1 to 3 years of living expenses.
3. Should I stop withdrawals during a downturn?
   Not entirely, but reducing withdrawals can improve long-term outcomes.
4. Can a market downturn ruin my retirement plan?
   It can if not managed properly, especially in the early years of retirement.
5. What is the best strategy during a market downturn?
   Maintain a cash reserve, adjust withdrawals, stay invested, and focus on long-term planning.

2026 Bear Market Retirement Planning: How to Avoid Running Out of Money

Retiring during a market downturn can significantly impact how long your retirement savings last due to sequence of returns risk. When withdrawals begin during a declining market, losses can compound and reduce long-term portfolio sustainability. At Greenbush Financial Group, our analysis shows that implementing the right withdrawal, allocation, and income strategies can help protect your retirement plan even in volatile markets.

Why Retiring in a Down Market Is Risky

The primary concern is not just market losses, but when those losses occur.

Sequence of Returns Risk Explained

Sequence risk refers to the timing of market returns relative to your withdrawals.

• Negative returns early in retirement can permanently reduce your portfolio

• Withdrawals during downturns lock in losses

• Recovery becomes more difficult over time

Example

Two retirees with identical portfolios and average returns can have very different outcomes depending on whether market losses occur early or later in retirement.

At Greenbush Financial Group, this is one of the most important risks we plan for when building retirement income strategies.

Strategy 1: Build a Cash Reserve Before Retirement

One of the most effective ways to protect your portfolio is to avoid selling investments during a downturn.

Recommended Approach

• Maintain 1–3 years of living expenses in cash or short-term investments

• Use this reserve instead of withdrawing from stocks during market declines

Why It Works

• Gives your portfolio time to recover

• Reduces the need to sell assets at depressed prices

• Provides psychological comfort during volatility

Strategy 2: Use a Bucket Strategy for Income

Segmenting your portfolio into different “buckets” can help manage risk.

Example Structure

Short-Term Bucket (0–3 years)

• Cash, money markets, short-term bonds

• Used for immediate income needs

Mid-Term Bucket (3–10 years)

• Bonds, conservative investments

• Provides stability and income

Long-Term Bucket (10+ years)

• Stocks and growth assets

• Designed to outpace inflation

At Greenbush Financial Group, we often use this framework to align investments with time horizons and reduce sequence risk.

Strategy 3: Reduce Withdrawals During Down Markets

Flexibility is critical when markets are volatile.

Key Adjustments

• Temporarily reduce discretionary spending

• Delay large purchases

• Pause inflation increases on withdrawals

Example

Instead of withdrawing $60,000 during a downturn, reducing withdrawals to $50,000 can significantly improve long-term sustainability.

Strategy 4: Delay Social Security If Possible

Social Security provides a guaranteed, inflation-adjusted income stream.

Why Delaying Helps

• Increases your monthly benefit

• Reduces reliance on portfolio withdrawals early

• Provides more stable income later in retirement

Planning Insight

Using portfolio assets early while delaying Social Security can sometimes improve long-term outcomes. 

Strategy 5: Rebalance and Stay Invested

Market downturns can create opportunities to rebalance your portfolio.

Key Principles

• Avoid panic selling

• Rebalance to maintain target allocation

• Take advantage of lower asset prices

At Greenbush Financial Group, maintaining discipline during downturns is often the difference between success and failure in retirement planning.

Strategy 6: Consider Part-Time Income or Flexible Retirement

Even a small amount of income can reduce pressure on your portfolio.

Benefits

• Reduces withdrawal rate

• Allows more time for investments to recover

• Provides flexibility in spending

Example

Earning $10,000–$20,000 per year can significantly extend portfolio longevity.

Strategy 7: Tax Planning During Market Downturns

Down markets can create tax planning opportunities.

Strategies

• Harvest capital losses to offset gains

• Convert IRA funds to Roth at lower market values

• Manage taxable income to stay in lower tax brackets

At Greenbush Financial Group, we often see that downturns can be an ideal time to implement tax-efficient strategies.

Common Mistakes to Avoid

• Selling investments out of fear

• Maintaining rigid withdrawal strategies

• Ignoring tax planning opportunities

• Failing to adjust spending

• Overreacting to short-term market movements

A Real-World Scenario

Scenario

• Retiree with $1,000,000 portfolio

• Market declines 20% in first year

• Withdraws $50,000 annually

Without Adjustments

• Portfolio drops significantly

• Recovery becomes difficult

With Strategic Adjustments

• Uses cash reserve instead of selling stocks

• Reduces withdrawals temporarily

• Rebalances portfolio

• Delays Social Security

Result

• Improved long-term sustainability

• Reduced sequence risk impact

Final Thoughts

Retiring during a down market does not mean your plan will fail, but it usually does require adjustments. The key is managing withdrawals, maintaining flexibility, and staying disciplined with your investment strategy.

At Greenbush Financial Group, our analysis shows that retirees who proactively adapt their strategy during downturns are far more likely to preserve their wealth and maintain sustainable income throughout retirement.

Rob Mangold

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, please feel free to join in on the discussion or contact me directly.

1. Is it a bad idea to retire in a down market?
   Not necessarily, but it increases sequence of returns risk and requires careful planning.
2. How much cash and short-term fixed income should I have in retirement?
   Typically 1 to 3 years of living expenses.
3. Should I stop withdrawals during a downturn?
   Not entirely, but reducing withdrawals can improve long-term outcomes.
4. Can a market downturn ruin my retirement plan?
   It can if not managed properly, especially in the early years of retirement.
5. What is the best strategy during a market downturn?
   Maintain a cash reserve, adjust withdrawals, stay invested, and focus on long-term planning.

Is $1 Million Enough to Retire? A Practical Income and Longevity Analysis

A $1 million retirement portfolio can generate meaningful income, but whether it is enough depends on your spending, longevity, and withdrawal strategy. In many cases, a balanced approach suggests withdrawing around 3% to 4% annually, which translates to $30,000 to $40,000 per year before taxes. At Greenbush Financial Group, our analysis shows that $1 million is often a solid foundation, but rarely a complete solution without additional income sources like Social Security.

How Much Income Can $1 Million Generate in Retirement?

The most common starting point is the safe withdrawal rate, which estimates how much you can withdraw annually without running out of money.

Typical Withdrawal Guidelines

• 3% withdrawal rate = $30,000 per year

• 4% withdrawal rate = $40,000 per year

• 5% withdrawal rate = $50,000 per year (higher risk of depletion)

What This Means in Practice

How Social Security Changes the Equation

For most retirees, Social Security becomes a critical piece of the income plan.

Example Scenario

• Portfolio withdrawal (4%) = $40,000

• Social Security benefit = $25,000

• Total annual income = $65,000

This is where $1 million becomes much more realistic.

Key Insight

Without Social Security, $1 million alone often supports a moderate lifestyle. With Social Security, it can support a comfortable retirement for many households, depending on spending habits.

Inflation: The Silent Risk to Your Retirement Plan

One of the biggest risks retirees face is rising costs over time.

Example

• Year 1 expenses = $60,000

• 20 years later at 3% inflation ≈ $108,000

This is why simply matching your current expenses is not enough. Your income needs to grow over time, which will usually require keeping a portion of your portfolio invested.

At Greenbush Financial Group, we emphasize maintaining a growth component even in retirement portfolios to help offset inflation risk.

How Long Will $1 Million Last?

The longevity of your portfolio depends heavily on:

• Withdrawal rate

• Investment returns

• Market volatility

• Lifespan

General Guidelines

• 3% withdrawal → Often sustainable for 30+ years

• 4% withdrawal → Historically sustainable, but not guaranteed

• 5%+ withdrawal → Increased risk of running out of money

Sequence of Returns Risk

Early market downturns in retirement can significantly impact how long your money lasts. This is known as sequence of returns risk, and it is one of the most important planning factors.

What Lifestyle Does $1 Million Support?

The answer varies widely depending on location, spending, and lifestyle expectations.

Likely Scenarios

Modest Lifestyle

• Lower cost-of-living area

• Limited travel

• Paid-off home

• Income need: $40,000–$60,000

Moderate Lifestyle

• Some travel and discretionary spending

• Healthcare costs rising over time

• Income need: $60,000–$90,000

High-Spending Lifestyle

• Frequent travel, luxury expenses

• Higher healthcare and insurance costs

• Income need: $100,000+

In many cases, $1 million alone may fall short for higher spending lifestyles without additional income sources.

Tax Considerations on Retirement Income

Not all $40,000 of income is actually spendable.

Key Tax Factors

• Traditional IRA/401(k) withdrawals are taxed as ordinary income

• Roth IRA withdrawals may be tax-free

• Social Security may be partially taxable

• Required Minimum Distributions (RMDs) begin in your 70s

At Greenbush Financial Group, tax-efficient withdrawal strategies are often the difference between a plan that works and one that struggles.

Strategies to Make $1 Million Last Longer

There are several ways to improve the sustainability of a $1 million portfolio.

Planning Strategies

• Delay Social Security to increase guaranteed income

• Use Roth conversions to reduce future taxes

• Adjust withdrawals based on market performance

• Maintain a diversified portfolio with growth exposure

• Reduce fixed expenses before retirement

Real-World Insight

We often see that retirees who remain flexible with spending and withdrawals tend to have significantly better outcomes than those who follow a rigid income plan.

When $1 Million May Not Be Enough

There are specific situations where $1 million may fall short:

• Early retirement (before age 62 or 65)

• High healthcare costs before Medicare

• Significant debt or mortgage payments

• High inflation environments

• Supporting family members financially

• Market downturns and investment mismanagement

In these cases, additional planning becomes critical.

Final Thoughts

A $1 million portfolio can absolutely support retirement, but it is not a one-size-fits-all solution. At Greenbush Financial Group, our analysis shows that success depends on how income is generated, how taxes are managed, and how flexible the retiree is with spending.

For many households, $1 million works best when combined with Social Security and a well-structured withdrawal strategy.

Rob Mangold

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, please feel free to join in on the discussion or contact me directly.

1. Can you retire comfortably with $1 million?
   Yes, but it depends on your spending level, location, and whether you have additional income like Social Security.
2. How much monthly income does $1 million generate?
   At a 4% withdrawal rate, about $3,300 per month before taxes.
3. Is the 4% rule still safe in 2026?
   It is a useful guideline, but many financial planners now recommend closer to 3% to 4% depending on market conditions.
4. What is the safest withdrawal rate for retirement?
   Around 3% is generally considered more conservative for long retirements.
5. How long will $1 million last in retirement?
   It can last 25 to 30+ years depending on withdrawal rate, investment returns, and market conditions.

Rules for Inheriting a Retirement Account from a Sibling

By Michael Ruger, CFP®
Partner and Chief Investment Officer at Greenbush Financial Group

When you inherit a retirement account , whether it’s a 401(k), Traditional IRA, or Roth IRA, the rules depend heavily on who you inherited the account from. The rules for inheriting a retirement account from a sibling are very different from inheriting from a spouse, parent, or grandparent, and the distribution rules can have major tax consequences if not handled properly.

In this article, we’re going to walk through the key rules and planning strategies, including:

• The 10-year rule for inherited retirement accounts

• The age exception for siblings within 10 years

• Required Minimum Distribution (RMD) rules

• Tax strategies for inherited IRAs and 401(k)s

The 10-Year Rule

The IRS changed the rules for inherited retirement accounts starting in 2020 under the SECURE Act. For most non-spouse beneficiaries, inherited retirement accounts are now subject to the 10-year rule, which means the account must be fully depleted by the end of the 10th year following the year of death.

However, there is an important exception that often applies to siblings.

The Age Exception for Siblings

If you inherit a retirement account from a sibling and you are within 10 years of their age, you may qualify for the Eligible Designated Beneficiary exception. This allows you to use the old stretch IRA rules, instead of the 10-year rule.

This means:

• You are not required to empty the account within 10 years

• You are required to take annual RMDs based on your life expectancy

• The account can continue to grow tax-deferred over your lifetime

Example

Let’s say:

• Sue is age 50

• Brian is her brother, age 45

• Brian inherits Sue’s IRA

Because Brian is within 10 years of Sue’s age, he qualifies for the exception and can stretch distributions over his lifetime instead of following the 10-year rule.

He must begin taking Required Minimum Distributions (RMDs) starting the year after Sue passes away, but he is not forced to liquidate the entire account within 10 years.

Confusion With RMD Rules

This is one of the biggest areas of confusion for sibling beneficiaries.

There are two different sets of rules depending on whether the sibling qualifies for the within 10 year of age rule or not.

Situation 1: Sibling Within 10 Years of Age (Stretch Rules Apply)

If the sibling beneficiary is within 10 years of the person who passed away:

• They are using the stretch IRA rules

• They must take RMDs every year

• RMDs begin the year after death

• RMDs are calculated using the IRS Single Life Expectancy Table

• They are not required to empty the account within 10 years

This is true regardless of whether the person who died had started RMDs or not.

This is where many people get confused. Under the old stretch rules, RMDs were always required for inherited IRAs, unless the beneficiary was a spouse.

Situation 2: Sibling More Than 10 Years Younger or Older (10-Year Rule Applies)

If the sibling is more than 10 years apart in age, they do not qualify for the exception and are subject to the 10-year rule.

Example:

• Tim is age 55

• His sister Jen is age 42

• Jen inherits Tim’s IRA

Because the age difference is greater than 10 years, Jen must fully deplete the account within 10 years.

Now here’s where RMD rules depend on the age of the person who passed away:

• If the person who passed away was not RMD age (under age 73) → No annual RMDs required, but account must be emptied by year 10.

• If the person who passed away was already taking RMDs → The beneficiary must continue taking annual RMDs during the 10-year period.

Tax Strategies for Siblings Inheriting Retirement Accounts

This is where planning becomes very important, especially for siblings subject to the 10-year rule.

Strategy for Inherited Pre-Tax IRA or 401(k)

Distributions from inherited pre-tax retirement accounts are taxable income.

If you wait until year 10 and withdraw the entire account at once, that could push you into a very high tax bracket.

So in many cases, it may make sense to:

• Take distributions gradually over the 10 years

• Spread the tax liability over multiple years

• Coordinate withdrawals with lower-income years

• Take more in years where income is lower (retirement, job change, etc.)

Strategy for Inherited Roth IRA

If a sibling inherits a Roth IRA and is subject to the 10-year rule:

• The account grows tax-free

• Withdrawals are tax-free

• The strategy is often to wait until year 10 and withdraw the account at the last possible moment to maximize tax-free growth

So the strategy is often:

• Pre-tax account → Spread withdrawals out

• Roth account → Wait as long as possible

Advanced Tax Strategy: The “Tax Bracket Wash” Strategy

There is also a more advanced strategy for individuals who are still working and inheriting a pre-tax retirement account.

If someone:

• Takes a distribution from an inherited IRA (taxable)

• Then increases their pre-tax contributions to their employer retirement plan (401(k), 403(b), etc.)

They may be able to offset the taxable income from the inherited IRA distribution with the tax deduction from increasing their pre-tax contributions.

In simple terms, they are:

Taking money out with one hand and putting money back into a retirement account with the other hand, while potentially neutralizing the tax impact.

This can be a very effective strategy for high-income earners who are not already maxing out their employer retirement plans.

Summary

When inheriting a retirement account from a sibling, the most important factor is the age difference between the siblings.

There are two main categories:

If Siblings Are Within 10 Years of Age:

• Eligible Designated Beneficiary

• Can use the stretch IRA rules

• Must take annual RMDs

• Do not have to empty the account within 10 years

If Siblings Are More Than 10 Years Apart:

• Subject to the 10-year rule

• Must empty the account within 10 years

• May or may not have to take annual RMDs depending on the age of the sibling who passed away

Because inherited retirement accounts can have significant tax consequences, beneficiaries should strongly consider working with a financial advisor and tax professional to determine the best withdrawal strategy.

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.

Frequently Asked Questions

1. Do siblings have to follow the 10-year rule when inheriting an IRA?
   Only if they are more than 10 years apart in age.
2. What happens if siblings are within 10 years of age?
   They can stretch distributions over their lifetime and take RMDs each year.
3. When do RMDs start for stretch rule inherited IRAs?
   Typically starting the year after the original owner passes away.
4. Do I have to take RMDs if I'm subject to the 10-year rule?
   It depends on whether the person who passed away had started RMDs.
5. Are inherited IRA distributions taxable?
   Yes, if it is a pre-tax IRA or 401(k).
6. Are inherited Roth IRA distributions taxable?
   No, Roth IRA distributions are typically tax-free.
7. Should I take money out each year or wait until year 10?
   It depends on your tax bracket and whether the account is pre-tax or Roth.
8. What is the stretch IRA rule?
   It allows beneficiaries to take RMDs over their lifetime instead of emptying the account in 10 years.
9. Can I reduce taxes from an inherited IRA?
   Yes, by spreading distributions over multiple years, waiting until lower income years to process distributions, or coordinating with retirement plan contributions.
10. Should I talk to a financial advisor about inherited retirement accounts?
    Yes, because the withdrawal strategy can significantly impact how much tax you pay.

The SECURE Act 10-Year Rule Explained: Higher Taxes for Kids Who Inherit IRAs

When Congress passed the SECURE Act, one of the most significant changes for families came from the new 10-year rule for inherited IRAs. The rule eliminated the ability for most non-spouse beneficiaries, especially adult children, to stretch required distributions over their lifetime. Now, they must empty the account within 10 years of inheriting it.

While this might sound simple, the tax impact can be severe. Compressed distribution windows often push heirs into higher brackets, accelerating income tax on decades of savings. Here is what the rule actually requires and how strategic planning can reduce the hit.

What the SECURE Act’s 10-Year Rule Says

Under the SECURE Act, when a child or other non-spouse inherits an IRA or 401(k), they must withdraw all funds by December 31 of the 10th year following the account owner’s death.

Before 2020, many beneficiaries could stretch required minimum distributions over their own life expectancy, sometimes 30 years or more, allowing continued tax-deferred growth. The SECURE Act ended that option for most heirs.

The result is that your kids will likely pay taxes on inherited retirement funds faster, and at potentially higher marginal rates, than they would have under the old rules.

Who the Rule Applies To

The 10-year rule applies to most non-spouse beneficiaries, but there are exceptions.

The rule applies to:

• Adult children or grandchildren
• Siblings, nieces, nephews, or other non-spouse heirs
• Trusts named as beneficiaries unless they qualify as see-through trusts

The rule does not apply to:

• Surviving spouses
• Minor children until they reach age 21, when the 10-year clock starts
• Disabled or chronically ill beneficiaries
• Beneficiaries less than 10 years younger than the account owner

The Hidden Tax Trap

For many families, the problem is not just the loss of tax deferral. It is the timing of the withdrawals. Most heirs inherit these accounts in their 40s or 50s, right in their peak earning years. Adding large inherited IRA distributions on top of salary and bonuses can easily push them into higher tax brackets.

Example:
If your child earns $120,000 per year and inherits a $1 million traditional IRA, they have just 10 years to withdraw it. Even spreading it evenly means an extra $100,000 in taxable income per year, enough to move them into a much higher bracket and increase Medicare or Net Investment Income taxes if applicable.

Our analysis at Greenbush Financial Group shows that this compression effect often results in 5 to 10 percent higher effective tax rates on inherited IRA dollars compared to pre-SECURE Act rules.

Planning Strategies to Reduce the Impact

There are several ways to mitigate the 10-year rule’s tax impact:

1. Roth conversions during your lifetime
   Converting pre-tax IRAs to Roths allows your children to inherit tax-free assets. They will still follow the 10-year withdrawal rule, but distributions will be tax-free.

2. Strategic beneficiary designations
   Leave portions of retirement assets to lower-income heirs or to charitable remainder trusts.

3. Staggered inheritances
   Use taxable accounts, life insurance, or non-retirement assets to balance out future income for your kids.

4. Pre-death withdrawals
   Taking larger distributions during your own lower-income retirement years can smooth taxes across generations.

5. Trust planning
   Review existing conduit trusts. Many written before 2020 no longer operate as intended under the 10-year rule.

At Greenbush Financial Group, we often run multi-scenario tax projections showing how different withdrawal schedules, Roth conversions, or charitable strategies affect heirs’ long-term tax burdens.

Why This Matters for Your Estate Plan

The 10-year rule changed how retirement wealth passes between generations. What used to be a slow, tax-efficient transfer can now create a rapid, high-tax inheritance event.

Updating your beneficiary designations, estate documents, and withdrawal strategy is critical if you want your children to keep more of what you have saved. Even a modest Roth conversion plan or trust revision can reduce total taxes by hundreds of thousands of dollars over time.

Rob Mangold

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, please feel free to join in on the discussion or contact me directly.

FAQs: SECURE Act 10-Year Rule

1. Do my kids have to take money out every year?
   Maybe. Annual required minimum distributions may be required if the decedent was of RMD age at passing. The RMD amount is likely less than one tenth of the account. The beneficiaries must still empty the inherited IRA by the end of year 10, so creating a strategy to reduce the overall tax burden is recommended.
2. Does the 10-year rule apply to Roth IRAs?
   Yes, but Roth withdrawals are tax-free. Heirs still need to empty the account within 10 years.
3. How does this affect trusts as IRA beneficiaries?
   Many conduit trusts written before 2020 now force the entire balance out in year 10, losing the intended protection and control. These should be reviewed.
4. Can I avoid the 10-year rule for my kids?
   Not directly, unless your child qualifies as an eligible beneficiary such as a minor or disabled dependent. Strategic Roth conversions or life insurance can help achieve similar goals.
5. Should I change my IRA beneficiaries now?
   Possibly. If your current structure assumed lifetime stretch distributions, it is time to review it under the new law.

Borrowing from Your 401(k)? One Wrong Move Could Trigger a Massive Tax Bill

Borrowing from your 401(k) might seem like an easy way to access cash, no credit check, low interest, and you’re paying yourself back. But one wrong move can trigger immediate taxes, penalties, and a permanent hit to your retirement savings. The IRS has strict rules on how 401(k) loans must be repaid and what happens if you leave your job before it’s paid off. Understanding those rules before you borrow can help you avoid costly surprises.

How 401(k) Loans Work

Most employer-sponsored 401(k) plans allow participants to borrow up to the lesser of $50,000 or 50% of their vested balance. Loans typically have to be repaid within five years through automatic payroll deductions, and the interest you pay goes back into your account.

On paper, it looks simple. You’re borrowing from yourself and putting the money back over time. But the biggest risk comes if your employment status, or repayment schedule, changes.

The Costly Mistake: Leaving Your Job Before Repayment

If you leave your employer, voluntarily or otherwise, with an outstanding 401(k) loan, the clock starts ticking. Under IRS rules, you must repay the entire remaining balance by the tax-filing deadline of the following year.

If you don’t repay it in time, the IRS classifies the unpaid balance as a “deemed distribution.” That means:

• The outstanding amount is treated as taxable income in that year.

• If you’re under age 59½, you’ll also face a 10% early withdrawal penalty.

Example:
If you owe $20,000 on a 401(k) loan when you change jobs and don’t repay it, that $20,000 becomes taxable income. Assuming a 22% federal bracket, you’ll owe $4,400 in federal tax, plus a $2,000 early withdrawal penalty—a total of $6,400 lost instantly.

Our analysis at Greenbush Financial Group shows that many borrowers underestimate this risk, particularly if they expect to switch jobs or retire early.

Why the Real Cost Is Even Higher

Taxes and penalties are only part of the loss. When you default on a 401(k) loan:

• You lose future growth on the money permanently removed from your retirement plan.

• You can’t simply “rollover” the unpaid balance into an IRA—it’s treated as distributed cash.

In long-term projections, a $20,000 distribution today can mean over $60,000 less in retirement savings 20 years from now, assuming a 7% annual return.

Smart Ways to Borrow Without Derailing Your Retirement

If you’re considering a 401(k) loan, these steps can help minimize the risk:

1. Understand your plan’s terms. Confirm repayment rules, interest rates, and whether you can continue contributing while repaying the loan.

2. Have a backup plan. Keep cash reserves or other assets available in case you leave your job unexpectedly.

3. Avoid borrowing for depreciating expenses. Using retirement funds for short-term needs like vacations or vehicles can compound long-term losses.

4. Check your employment stability. If you expect to change jobs soon, it’s better to wait or use other financing options.

5. Compare alternatives. A home equity line of credit (HELOC) or personal loan may cost less in taxes and missed growth over time.

At Greenbush Financial Group, we often help clients run side-by-side projections showing the real long-term cost of borrowing from their 401(k) compared to other options. In most cases, the total impact of lost compounding far outweighs the short-term benefit of easy access to funds.

The Bottom Line

A 401(k) loan can make sense in limited cases, such as paying off high-interest debt or covering an emergency expense when other options are exhausted. But understanding the repayment rules—and the risk of job loss—is critical. One mistake, like leaving your employer before repaying the loan, can trigger thousands in taxes and permanently shrink your retirement balance.

Before taking out a loan, it’s worth modeling different scenarios with a financial planner to ensure your short-term decision doesn’t create a long-term setback.

Rob Mangold

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, please feel free to join in on the discussion or contact me directly.

FAQs: 401(k) Loan Rules and Risks

1. What’s the maximum I can borrow from my 401(k)?
   Generally, up to $50,000 or 50% of your vested balance, whichever is less.
2. How long do I have to repay a 401(k) loan?
   Most plans require repayment within five years, except when borrowing to purchase a primary residence.
3. What happens if I default on my loan?
   The unpaid balance is treated as a taxable distribution and may incur a 10% early withdrawal penalty if you’re under age 59½.
4. Can I roll my 401(k) loan into an IRA or new employer plan?
   No, loans cannot be rolled over. The balance must be repaid directly to avoid taxes.
5. Should I ever take a 401(k) loan?
   Only if the need is critical and you’re confident you’ll remain employed through the repayment period.

Should You Invest Your HSA Account?

By Michael Ruger, CFP®
Partner and Chief Investment Officer at Greenbush Financial Group

Health Savings Accounts (HSAs) are a valuable tool that allow individuals to use pre-tax dollars to pay for qualified medical expenses. But there is also a more advanced planning strategy that many people are not aware of — using an HSA as a long-term investment account for future healthcare costs, especially in retirement when healthcare expenses are typically at their highest.

So the question becomes: If you’re not planning to spend your HSA money this year, should you invest it so it grows over time?

In this article, we’ll cover:

• When it makes sense to invest your HSA

• When you should keep HSA funds in cash

• What to do if your employer HSA doesn’t allow investing

• How HSA transfers work

• The tax advantages of investing an HSA

• 2026 HSA contribution limits

• Frequently asked questions about investing HSAs

The Long-Term HSA Strategy

Many people use their HSA to pay for current medical expenses. But another strategy is to:

• Contribute to an HSA each year

• Do NOT spend the HSA

• Pay current medical expenses out-of-pocket

• Allow the HSA to grow over time

• Use the HSA later in retirement for healthcare expenses

This strategy can be powerful because:

• Contributions are pre-tax

• Growth is tax-deferred

• Withdrawals are tax-free for qualified medical expenses

This makes the HSA one of the only accounts that can be tax-free on the way in and tax-free on the way out when used correctly.

Should You Invest Your HSA?

In general, if the money in your HSA is not going to be used within the next year, it can often make sense to invest those funds so they can grow over time.

This is especially true for individuals who:

• Are 10+ years away from retirement

• Can afford to pay current medical expenses out-of-pocket

• Want to build a retirement healthcare fund

By investing the HSA, you are not only getting the tax deduction on the contribution, but you are also getting tax-free growth on the investments if used for qualified medical expenses later.

When You Should NOT Invest Your HSA

If you are using your HSA for current or short-term medical expenses, it usually makes sense to keep that portion in cash or a money market account.

A common strategy is to split the HSA into two buckets:

• Short-term medical expenses → Keep in cash

• Long-term retirement healthcare → Invest for growth

This way, you maintain stability for current expenses while still allowing long-term funds to grow.

What If Your Employer’s HSA Doesn’t Allow Investing?

This is a very common issue. Some employer HSA providers only allow cash or money market accounts and do not offer investment options.

Many people don’t realize this, but you are allowed to have more than one HSA account, and you are allowed to transfer money between HSA accounts with no taxes or penalties.

How to Get the Best of Both Worlds

You can:

1. Contribute to your employer’s HSA through payroll

2. Then transfer money to a self-directed HSA (such as Fidelity, Schwab, HealthEquity, etc.)

3. Invest the money in the self-directed HSA

This strategy allows you to take advantage of the tax benefits of payroll contributions while still having access to investment options.

Why Contribute to Your Employer’s HSA First?

There are two major advantages:

1. Payroll Deduction Convenience

Contributions go directly from your paycheck into the HSA.

2. FICA Tax Savings

If contributions are made through payroll deductions:

• You avoid federal tax

• You avoid state tax

• You avoid FICA tax (Social Security and Medicare tax)

If you contribute to an HSA on your own outside of payroll, you still avoid federal and state tax, but you do NOT avoid FICA tax.

That FICA savings alone can be an additional 7.65% tax savings on contributions.

2026 HSA Contribution Limits

HSA contribution limits typically increase each year with inflation. For 2026, the limits are:

These limits include both employee and employer contributions combined.

A Blended Strategy

Some individuals use a combination approach:

• Use part of the HSA for current medical expenses

• Invest the remainder for retirement healthcare

In these cases, it is usually a good idea to:

• Keep enough in cash to cover your deductible and expected medical costs

• Invest the remaining balance for long-term growth

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.

Frequently Asked Questions (FAQs)

1. Should I invest my HSA or keep it in cash?
   If you need the money within a year, keep it in cash. If it's long-term money, investing may make sense.
2. What can I invest in inside an HSA?
   Many HSAs allow investments in mutual funds, ETFs, and sometimes individual stocks.
3. Can I lose money in an invested HSA?
   Yes. If invested in the market, the value can go up or down.
4. Can I move my HSA to another provider?
   Yes, you can transfer HSA funds between providers with no taxes or penalties.
5. Why should I use my employer HSA first?
   Payroll contributions avoid FICA tax.
6. Can I have two HSA accounts?
   Yes, as long as total contributions do not exceed annual limits.
7. Is an HSA better than a 401(k)?
   For medical expenses, an HSA can be more tax-efficient because it can be tax-free on both contributions and withdrawals.
8. When should I stop investing my HSA?
   Typically when you are getting closer to needing the funds for medical expenses.
9. Can I reimburse myself years later from my HSA?
   Yes, as long as you kept receipts and the expense occurred after the HSA was opened.
10. What is the biggest advantage of investing an HSA?
    Tax-free growth and tax-free withdrawals for medical expenses in retirement.

Trump Accounts For Minor Children Explained: A New Wealth-Building Opportunity

By Michael Ruger, CFP®
Partner and Chief Investment Officer at Greenbush Financial Group

Over the past several months, we’ve received a lot of questions from parents and grandparents about the new Trump Accounts created under the 2025 tax reform. Most of those questions fall into a few clear categories:

• How do Trump Accounts get set up?

• Who can fund them, and how much can be contributed?

• What makes them different from traditional or Roth IRAs?

• And most importantly—are they really worth it?

What’s driving so much interest is that these accounts can be a tremendous long-term wealth-building opportunity for children and grandchildren. Unlike traditional or Roth IRAs, which require earned income to contribute, Trump Accounts allow up to $5,000 per year in contributions even if the child has no income at all. That creates decades of potential tax-deferred compounding.

That said, Trump Accounts also come with a unique set of rules, especially while the account owner is a minor. In this article, we’ll break down how Trump Accounts work, how they’re funded, how they interact with other retirement accounts, and where the real planning opportunities—and responsibilities—exist.

What Is a Trump Account?

A Trump Account is a new type of retirement account designed specifically for minors, created as part of the One Big Beautiful Bill Act of 2025. Conceptually, it is built on the framework of a traditional IRA, but with special rules that apply from birth through age 17.

The goal of these accounts is simple: to jump-start retirement savings as early as possible, even before a child has their first job.

Contribution Limits and Funding Rules

Annual Contribution Limits

• Total annual contributions are limited to $5,000 per year

• Of that amount, up to $2,500 may come from an employer

• These limits apply beginning in 2026 and will be indexed for inflation in future years

Who Can Contribute?

Trump Accounts can receive contributions from several sources:

• Parents, grandparents, or other individuals (after-tax)

• Employers (pre-tax)

• Government or charitable entities (pre-tax)

• A one-time $1,000 federal government contribution for eligible children

Importantly, individual contributions are made with after-tax dollars, meaning they create “basis” in the account, while employer and government contributions are pre-tax.

The $1,000 Government Contribution

As part of a pilot program, the federal government will contribute $1,000 to a Trump Account for children born between 2025 and 2028, provided the parent or guardian opts in.

Key points:

• The contribution is pre-tax

• It does not count toward the $5,000 annual limit

• Parents must actively elect the contribution—it is not automatic

This is essentially “free money,” and for many families, that alone may justify opening the account.

How Trump Accounts Can Be Invested

Trump Accounts have very strict investment rules:

• Accounts must be established with initial trustees selected by the U.S. Treasury

• Individuals may have only one Trump Account

• Investments are limited to unleveraged mutual funds or ETFs

• The investments must track a qualified index of primarily U.S. equities

• Holding cash is virtually not allowed

• Total investment fees cannot exceed 0.10%

At this time, the list of approved custodians has not yet been released, and is expected sometime in 2026.

How and When Trump Accounts Are Set Up

Trump Accounts cannot be opened with a traditional custodian yet.

Here’s what we know about the setup process:

• Accounts become operational starting July 4, 2026

• All accounts must initially be opened using U.S. Treasury–approved trustees

• A new IRS Form 4547 and an online application at trumpaccounts.gov are expected to launch in mid-2026

• To establish the accounts Form 4547 or the special application can be submitted prior to the July 4, 2026 program launch date

• That same process will be used to request the $1,000 government contribution

Once established, families can begin making annual contributions.

Special Rule for Working Minors

One of the most powerful planning features applies to minors who do have earned income.

If a child earns income:

• They can contribute to a Trump Account

• They can also contribute to a traditional IRA or Roth IRA

• The contribution limits do not reduce or affect one another

In other words, a working minor can fund both account types in the same year, creating even more long-term compounding potential.

Roth Conversion Opportunity After Age 18

Once the account owner turns 18, Trump Accounts largely revert to standard traditional IRA rules.

This is where advanced planning opportunities emerge:

• It can then be converted to a Roth IRA

• Once converted, future growth and qualified withdrawals may be tax-free

However, there’s an important catch.

Tracking Basis Is Critical

• Individual contributions were made with after-tax dollars

• Employer and government contributions are pre-tax

• Investment growth is pre-tax

This creates a mixed-tax account, requiring careful basis tracking over time. If records aren’t maintained, the IRS may treat withdrawals as fully taxable.

Beware of Kiddie Tax:  Roth conversions trigger a taxable event for any pre-tax contributions or earnings held within the Trump Account.  Conversions and distributions from IRAs are considered unearned income of the minor child, which can trigger the Kiddie tax, making the taxable distribution amount subject to tax at the parent’s tax rate instead of the child’s.

Employer Contributions Are Allowed

Employers are permitted to contribute to Trump Accounts:

• Contributions are pre-tax

• They may be made for the employee or the employee’s dependent child

• Employer contributions count toward the $5,000 annual limit (up to $2,500)

This opens the door for unique employer-based benefits and planning strategies.

How Trump Account Distributions Work After Age 18

Once a child reaches age 18, Trump Accounts undergo an important transition. While these accounts are designed for minors, the distribution rules after age 18 closely resemble those of a traditional IRA, which introduces both flexibility and responsibility.

Understanding how distributions work at this stage is critical, because mistakes can create unnecessary taxes or penalties.

No Distributions Before Age 18

First, it’s important to note that Trump Accounts do not allow distributions prior to age 18. Until then, the account is strictly a long-term retirement vehicle.

Once the account owner reaches the year they turn 18, distributions become available—but that does not mean they are penalty-free.

Traditional IRA Rules Apply After Age 18

Beginning in the year the child turns 18, the Trump Account is treated much like a traditional IRA for tax purposes. That means:

• Distributions are generally taxable

• Early withdrawals may be subject to a 10% penalty

• The account follows pro-rata taxation rules if it contains both after-tax and pre-tax money

How Distributions Are Taxed

Trump Accounts typically hold two types of money:

1. After-tax contributions (from parents, grandparents, or others)

2. Pre-tax dollars, which include:

• Employer contributions

• Government contributions (including the $1,000 pilot contribution)

• All investment growth

When a distribution is taken, the IRS does not allow the account owner to choose which dollars come out. Instead, each withdrawal is treated as a proportional mix of taxable and non-taxable funds.

Example (Simplified)

If 25% of the account consists of after-tax contributions, then:

• 25% of any distribution is tax-free

• 75% is taxable as ordinary income

This makes accurate recordkeeping essential, since the after-tax portion (known as “basis”) must be documented to avoid overpaying taxes.

Early Withdrawal Penalties Still Apply

Although distributions are allowed after age 18, they are not automatically penalty-free.

• Withdrawals before age 59½ generally incur a 10% early withdrawal penalty

• Certain exceptions may apply, such as:

• Qualified higher education expenses

• Limited first-time home purchase expenses

• Certain structured payment arrangements

Absent one of these exceptions, both income taxes and penalties may apply.

Rollovers and Roth Conversions Instead of Distributions

Rather than taking cash distributions, many families will focus on rollovers and Roth conversions, which are allowed once the account owner turns 18.

At that point:

• The Trump Account can be rolled into a traditional IRA

• It may then be converted to a Roth IRA

A Roth conversion is taxable on the pre-tax portion of the account, but once completed, future growth and qualified withdrawals can be tax-free.

This strategy can be especially powerful if conversions are done during low-income years, though taxes still must be paid—ideally using funds outside the account to avoid penalties.

Final Thoughts

Trump Accounts represent a powerful but complex planning tool. For families focused on long-term retirement wealth for children or grandchildren, they offer an early start that was never possible before. However, the rules around taxation, investment limitations, and recordkeeping mean these accounts should be used strategically, not blindly.

As always, thoughtful planning—and understanding how these accounts fit into the bigger financial picture—makes all the difference.

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.

Frequently Asked Questions (FAQ)

1. Do children need earned income to have a Trump Account?
No. Earned income is not required.

2. Are contributions tax-deductible?
Individual contributions are not deductible. Employer and government contributions are pre-tax.

3. Can grandparents contribute?
Yes, as long as total annual limits are respected.

4. Can a child have more than one Trump Account?
No. Only one account per individual is allowed.

5. When can withdrawals be taken?
Distributions follow traditional IRA rules and generally are penalty-free after age 59½.

6. Are Roth conversions allowed?
Yes, starting at age 18 once the account follows IRA rules.

7. Are these accounts required to invest in stocks?
Yes. Investments must track qualified U.S. equity indexes.

8. Is the $1,000 government contribution automatic?
No. Parents must opt in using the IRS process.