Annuities 101

5

min read

Annuity rollover: Rules, options, and tax implications to analyze

Amanda Gile

Amanda Gile

April 24, 2025

An annuity rollover allows you to transfer money from an existing savings or retirement account into an annuity without incurring immediate taxes or penalties. Moving funds from an individual retirement account (IRA) or 401(k) into an annuity can simplify your accounts, lower fees, and give you access to features that align better with your financial goals.

Read on to learn which annuity rollover rules will affect your annuities.

{{key-takeaways}}

How does an annuity rollover work?

When you leave a job, you’ll likely need to move your retirement savings into a new retirement vehicle. Some accounts allow you to withdraw the funds as cash, but that can cause you to incur IRS penalties.

To avoid these fees, many people roll their retirement savings — such as 401(k)s, 403(b)s, or IRAs — into annuities. There are two main ways to do this:

  • Direct rollover (transfer): Funds move directly from your plan to the new annuity.
  • Indirect rollover (withdrawal): Your current provider sends you the funds, and you must deposit them into the new account within 60 days to avoid paying penalties.

Three advantages of an annuity rollover

By moving your funds from old retirement accounts into annuities, you unlock the following benefits.

1. Predictable income stream

Moving your funds into a fixed annuity offers steady, guaranteed payments that may last your entire life, so you can focus on enjoying retirement without worrying about outliving your savings. It’s a simple and reliable way to take control of your financial future.

2. Tax advantages

Tax benefits are a major advantage of annuity rollovers. Your earnings grow tax-deferred, allowing your money to compound (earn interest on interest) because you’re not immediately paying taxes on the growth. And if you wait until retirement to start taking distributions, you may be in a lower tax bracket, so you’ll likely owe less income tax for each annuity payment.

3. Flexibility in payments

When you set up your annuity contract, you stipulate whether you want to receive monthly, quarterly, or annual withdrawals. This allows you to customize your payments to fit your savings goals. Plus, some annuities include inflation protection, which means your payments can grow over time to help you keep up with rising costs and maintain your purchasing power.

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Three disadvantages of an annuity rollover

Annuity rollovers have a few drawbacks, but understanding them can help you make smart, confident choices about your financial future.

1. Surrender charges

An insurance company might charge surrender fees if you withdraw money from an annuity before a certain period, usually within the contract's first 5–10 years. Surrender fees work on a sliding scale and decrease over time.

For example, assume fees start at 7% in the first year and decrease by 1% each subsequent year. If you deposit $100,000 and need to withdraw $20,000 in the third year, you'll pay a 5% surrender fee, or $1,000.

With some accounts, you’re allowed to withdraw up to 10% per year before incurring additional charges. This information will be specified in your contract’s terms.

2. Tax penalties for early withdrawals

If you're under 59½, the IRS charges a 10% penalty on annuity withdrawals. This rule applies to both qualified and non-qualified annuities, and the penalty comes on top of any regular income taxes you might owe.

3. Limited liquidity

Because of the fees mentioned above, if you need a large sum of money quickly, you might pay penalties or additional charges for withdrawing more than the allowed amount. If unexpected expenses arise, this may be a concern, so set up an emergency fund before putting all your savings into an annuity.

Annuity rollover options

Understanding annuity rollover rules helps you maximize your retirement savings and avoid paying unnecessary taxes. Below are a few options for rolling your funds into an annuity.

IRA to annuity rollover

As long as you transfer the money within the right amount of time, you can convert an IRA to an annuity without paying immediate taxes.

But it’s important to note that the IRS has a 12-month rollover rule in place, which states that you can only transfer your IRA funds into a new savings vehicle once per year. This encourages people to prioritize long-term growth rather than frequently moving funds to chase new investment opportunities.

401(k) to annuity rollover

Transferring your 401(k) into an annuity keeps your funds tax-deferred, so you won’t pay taxes until you withdraw. This method can offer a steady income regardless of market fluctuations, protecting you from depleting your savings.

Tax implications of an annuity rollover

Before deciding how to transfer your funds, consider which tax implications will apply. Here are the most common rules to consider.

Direct rollover

When you do a direct rollover of an annuity, you won’t pay taxes on the rolled-over amount until you withdraw from the new account. Having more funds in your account means you’ll accumulate earnings faster.

Indirect rollover

In an indirect annuity rollover, you receive a distribution check from your retirement account, but your employer might withhold 20% for taxes. 

To avoid taxes and penalties, you must redeposit the entire distribution amount (including the withheld taxes) into a new retirement account within 60 days. If you don’t complete this redeposit in time, the IRS will consider the amount as taxable income. Additionally, you may incur a 10% early withdrawal penalty if you're under age 59½.

IRA and 401(k) rollovers

Rolling traditional 401(k)s and IRAs into a qualified annuity keeps your tax benefits consistent, as you fund all accounts with pre-tax dollars. Your money will grow tax-free, and you’ll pay taxes on the entire payment amount when you start taking distributions.

If you fund a non-qualified annuity with after-tax dollars from a Roth 401(k) or IRA, your funds will continue to grow tax-free, and you’ll only owe taxes on the earnings once you start taking withdrawals.

Regardless of your account type, during the rollover, you won’t owe any taxes unless you opt for an indirect rollover and fail to redeposit the funds within the time limit.

This communication is for informational purposes only. It is not intended to provide, and should not be interpreted as, individualized investment, legal, or tax advice.

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Question 1/8
How old are you?
Why we ask
Some products have age-based benefits or rules. Knowing your age helps us point you in the right direction.
Question 2/8
Which of these best describes you right now?
Why we ask
Life stages influence how you think about saving, growing, and using your money.
Question 3/8
What’s your main financial goal?
Why we ask
Different annuities are designed to support different goals. Knowing yours helps us narrow the options.
Question 4/8
What are you saving this money for?
Why we ask
Knowing your “why” helps us understand the role these funds play in your bigger financial picture.
Question 5/8
What matters most to you in an annuity?
Why we ask
This helps us understand the feature you value most.
Question 6/8
When would you want that income to begin?
Why we ask
Some annuities allow income to start right away, while others allow it later. This timing helps guide the right match.
Question 6/8
How long are you comfortable investing your money for?
Why we ask
Some annuities are built for shorter terms, while others reward you more over time.
Question 7/8
How much risk are you comfortable taking?
Why we ask
Some annuities offer stable, predictable growth while others allow for more market-linked potential. Your comfort level matters.
Question 8/8
How would you prefer to handle taxes on your earnings?
Why we ask
Some annuities defer taxes until you withdraw, while others require you to pay taxes annually on interest earned. This choice helps determine the right structure.

Based on your answers, a non–tax-deferred MYGA could be a strong fit

This type of annuity offers guaranteed growth and flexible access. Because it’s not tax-deferred, you can withdraw your money before age 59½ without IRS penalties. Plus, many allow you to take out up to 10% of your account value each year penalty-free — making it a versatile option for guaranteed growth at any age.

Fixed interest rate for a set term

Penalty-free 10% withdrawal per year

Avoid a surprise tax bill at the end of your term

Withdraw before 59½ with no IRS penalty

Earn

${CD_DIFFERENCE}

the national CD average

${CD_RATE}

APY

Our rates up to

${RATE_FB_UPTO}

Based on your answers, a non–tax-deferred MYGA could be a strong fit for your retirement

A non–tax-deferred MYGA offers guaranteed fixed growth with predictable returns — without stock market risk. Because interest is paid annually and taxed in the year it’s earned, it can be a useful way to grow retirement savings without facing a large lump-sum tax bill at the end of your term.

Fixed interest rate for a set term

Penalty-free 10% withdrawal per year

Avoid a surprise tax bill at the end of your term

Withdraw before 59½ with no IRS penalty

Earn

${CD_DIFFERENCE}

the national CD average

${CD_RATE}

APY

Our rates up to

${RATE_FB_UPTO}

Based on your answers, a tax-deferred MYGA could be a strong fit

A tax-deferred MYGA offers guaranteed fixed growth for a set term, with no risk to your principal. Because taxes on interest are deferred until you withdraw funds, more of your money stays invested and working for you — making it a strong option for growing retirement savings over time.

Fixed interest rate for a set term

Tax-deferred earnings help savings grow faster

Zero risk to your principal

Flexible term lengths to fit your timeline

Guaranteed rates up to

${RATE_SP_UPTO} APY

Based on your answers, a tax-deferred MYGA with a Guaranteed Lifetime Withdrawal Benefit could be a strong fit

This type of annuity combines the predictable growth of a tax-deferred MYGA with the security of guaranteed lifetime withdrawals. You’ll earn a fixed interest rate for a set term, and when you’re ready, you can turn your savings into a dependable income stream for life — no matter how long you live or how the markets perform.

Steady income stream for life

Tax-deferred fixed-rate growth

Up to ${RATE_PF_UPTO} APY, guaranteed

Keeps paying even if your account balance reaches $0

Protection from market ups and downs

Based on your answers, a fixed index annuity tied to the S&P 500® could be a strong fit

This type of annuity protects your principal while giving you the potential for growth based on the performance of the S&P 500® Total Return Index, up to a set cap. You’ll benefit from market-linked growth without risking your original investment, along with tax-deferred earnings for the length of the term.

100% principal protection

Growth linked to the S&P 500® Total Return Index (up to a cap)

Tax-deferred earnings over the term

Guaranteed minimum return regardless of market performance

Let's talk through your options

It seems you’re not sure where to begin — and that’s okay. Our team can help you understand how different annuities work, answer your questions, and give you the information you need to feel confident about your next step.

Our team is available Monday through Friday, 8:00 AM–5:00 PM ET.

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Let’s find something that works for you

Your answers don’t match any of our current quiz results, but you can still explore other types of annuities that are available. Take a look to see if one of these could fit your needs:

Non–Tax-Deferred MYGA

Guaranteed fixed growth with flexible access

May be ideal for:

those who want to purchase an annuity and withdraw their funds before 591/2.

Learn more
Tax-Deferred MYGA

Fixed-rate growth with tax-deferred earnings for long-term savers

May be ideal for:

those seeking fixed growth for retirement savings.

Learn more
Tax-Deferred MYGA with GLWB

Guaranteed growth plus a lifetime income stream

May be ideal for:

those seeking lifetime income.

Learn more
Fixed Index Annuity tied to the S&P 500®

Market-linked growth with principal protection

May be ideal for:

those looking to get index-linked growth for their retirement money, without risking their principal.

Learn more

Consider a flexible fit for your age and goals

You mentioned you’re looking for [retirement savings / income for life / stock market growth], but since you’re under 25, you might benefit more from a product that gives you more flexibility to access your money early.

A non–tax-deferred MYGA offers guaranteed fixed growth and allows you to withdraw funds before age 59½ without the 10% IRS penalty. You can also take out up to 10% of your account value each year without a withdrawal charge, giving you more flexibility while still earning a predictable return.

Highlights:

Fixed interest rate for a set term (3–10 years)

Withdraw before 59½ with no IRS penalty

10% penalty-free withdrawals each year

Interest paid annually and taxable in the year earned

Learn more about non–tax-deferred MYGAs
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Amanda Gile

Amanda Gile

Amanda is a licensed insurance agent and digital support associate at Gainbridge®.

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Key takeaways
Annuity rollovers can be done directly (funds move straight to the new annuity) or indirectly (you receive funds and redeposit within 60 days to avoid taxes/penalties).
Rollovers preserve tax-deferred growth and may offer predictable lifelong income through a fixed annuity.
The IRS applies a 12-month rule for IRA rollovers, limiting you to one rollover per year to discourage frequent transfers.
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Annuity rollover: Rules, options, and tax implications to analyze

by
Amanda Gile
,
Series 6 and 63 insurance license

An annuity rollover allows you to transfer money from an existing savings or retirement account into an annuity without incurring immediate taxes or penalties. Moving funds from an individual retirement account (IRA) or 401(k) into an annuity can simplify your accounts, lower fees, and give you access to features that align better with your financial goals.

Read on to learn which annuity rollover rules will affect your annuities.

{{key-takeaways}}

How does an annuity rollover work?

When you leave a job, you’ll likely need to move your retirement savings into a new retirement vehicle. Some accounts allow you to withdraw the funds as cash, but that can cause you to incur IRS penalties.

To avoid these fees, many people roll their retirement savings — such as 401(k)s, 403(b)s, or IRAs — into annuities. There are two main ways to do this:

  • Direct rollover (transfer): Funds move directly from your plan to the new annuity.
  • Indirect rollover (withdrawal): Your current provider sends you the funds, and you must deposit them into the new account within 60 days to avoid paying penalties.

Three advantages of an annuity rollover

By moving your funds from old retirement accounts into annuities, you unlock the following benefits.

1. Predictable income stream

Moving your funds into a fixed annuity offers steady, guaranteed payments that may last your entire life, so you can focus on enjoying retirement without worrying about outliving your savings. It’s a simple and reliable way to take control of your financial future.

2. Tax advantages

Tax benefits are a major advantage of annuity rollovers. Your earnings grow tax-deferred, allowing your money to compound (earn interest on interest) because you’re not immediately paying taxes on the growth. And if you wait until retirement to start taking distributions, you may be in a lower tax bracket, so you’ll likely owe less income tax for each annuity payment.

3. Flexibility in payments

When you set up your annuity contract, you stipulate whether you want to receive monthly, quarterly, or annual withdrawals. This allows you to customize your payments to fit your savings goals. Plus, some annuities include inflation protection, which means your payments can grow over time to help you keep up with rising costs and maintain your purchasing power.

{{inline-cta}}

Three disadvantages of an annuity rollover

Annuity rollovers have a few drawbacks, but understanding them can help you make smart, confident choices about your financial future.

1. Surrender charges

An insurance company might charge surrender fees if you withdraw money from an annuity before a certain period, usually within the contract's first 5–10 years. Surrender fees work on a sliding scale and decrease over time.

For example, assume fees start at 7% in the first year and decrease by 1% each subsequent year. If you deposit $100,000 and need to withdraw $20,000 in the third year, you'll pay a 5% surrender fee, or $1,000.

With some accounts, you’re allowed to withdraw up to 10% per year before incurring additional charges. This information will be specified in your contract’s terms.

2. Tax penalties for early withdrawals

If you're under 59½, the IRS charges a 10% penalty on annuity withdrawals. This rule applies to both qualified and non-qualified annuities, and the penalty comes on top of any regular income taxes you might owe.

3. Limited liquidity

Because of the fees mentioned above, if you need a large sum of money quickly, you might pay penalties or additional charges for withdrawing more than the allowed amount. If unexpected expenses arise, this may be a concern, so set up an emergency fund before putting all your savings into an annuity.

Annuity rollover options

Understanding annuity rollover rules helps you maximize your retirement savings and avoid paying unnecessary taxes. Below are a few options for rolling your funds into an annuity.

IRA to annuity rollover

As long as you transfer the money within the right amount of time, you can convert an IRA to an annuity without paying immediate taxes.

But it’s important to note that the IRS has a 12-month rollover rule in place, which states that you can only transfer your IRA funds into a new savings vehicle once per year. This encourages people to prioritize long-term growth rather than frequently moving funds to chase new investment opportunities.

401(k) to annuity rollover

Transferring your 401(k) into an annuity keeps your funds tax-deferred, so you won’t pay taxes until you withdraw. This method can offer a steady income regardless of market fluctuations, protecting you from depleting your savings.

Tax implications of an annuity rollover

Before deciding how to transfer your funds, consider which tax implications will apply. Here are the most common rules to consider.

Direct rollover

When you do a direct rollover of an annuity, you won’t pay taxes on the rolled-over amount until you withdraw from the new account. Having more funds in your account means you’ll accumulate earnings faster.

Indirect rollover

In an indirect annuity rollover, you receive a distribution check from your retirement account, but your employer might withhold 20% for taxes. 

To avoid taxes and penalties, you must redeposit the entire distribution amount (including the withheld taxes) into a new retirement account within 60 days. If you don’t complete this redeposit in time, the IRS will consider the amount as taxable income. Additionally, you may incur a 10% early withdrawal penalty if you're under age 59½.

IRA and 401(k) rollovers

Rolling traditional 401(k)s and IRAs into a qualified annuity keeps your tax benefits consistent, as you fund all accounts with pre-tax dollars. Your money will grow tax-free, and you’ll pay taxes on the entire payment amount when you start taking distributions.

If you fund a non-qualified annuity with after-tax dollars from a Roth 401(k) or IRA, your funds will continue to grow tax-free, and you’ll only owe taxes on the earnings once you start taking withdrawals.

Regardless of your account type, during the rollover, you won’t owe any taxes unless you opt for an indirect rollover and fail to redeposit the funds within the time limit.

This communication is for informational purposes only. It is not intended to provide, and should not be interpreted as, individualized investment, legal, or tax advice.

Maximize your financial potential with Gainbridge

Start saving with Gainbridge’s innovative, fee-free platform. Skip the middleman and access annuities directly from the insurance carrier. With our competitive APY rates and tax-deferred accounts, you’ll grow your money faster than ever. Learn how annuities can contribute to your savings.

Amanda Gile

Linkin "in" logo

Amanda is a licensed insurance agent and digital support associate at Gainbridge®.