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How to Roll Over a 403b or 401k into a Guaranteed Annuity

How to Roll Over a 403b or 401k into a Guaranteed Annuity

Jason Stolz CLTC, CRPC



How to Roll Over a 403b or 401k into a Guaranteed Annuity — Rolling over your retirement savings into a guaranteed annuity can help you lock in income for life while keeping your money tax-deferred. Whether you’re retiring soon or just changing jobs, understanding the rollover process ensures you preserve your benefits, avoid unnecessary taxes, and protect your principal from market risk.

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What Is a 403(b) or 401(k) Rollover?

When you leave a job or retire, you can move your employer-sponsored plan (such as a 401(k) or 403(b)) into another qualified account without paying immediate taxes. Rolling into a guaranteed annuity keeps your funds growing tax-deferred and can provide a predictable income stream in retirement. The process is a trustee-to-trustee transfer—your funds move directly from your retirement account to the annuity carrier without you taking possession.

Why Consider a Guaranteed Annuity?

A guaranteed annuity, such as a fixed or fixed indexed annuity, protects your principal, credits consistent interest, and can include lifetime income riders. Compared to leaving funds in a market-based account, annuities eliminate exposure to downturns and can lock in lifetime withdrawal benefits. See how these compare in Annuity Strategies for Early Retirees.

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How the Rollover Process Works

The safest and most tax-efficient way to move funds is through a direct rollover. Your 401(k) or 403(b) administrator sends the funds directly to the annuity company. You never take possession, so no taxes or penalties apply. Indirect rollovers—where the check is made payable to you—can trigger withholding or penalties if not redeposited within 60 days.

Key Steps for a Smooth Transition

  • Verify your plan allows rollovers to annuities.
  • Select an annuity that matches your time horizon and goals—MYGA, fixed indexed, or income annuity.
  • Use a fiduciary advisor to coordinate paperwork and ensure proper titling.
  • Confirm the carrier’s financial strength and withdrawal options before funding.
  • Review tax implications if combining with other strategies like Roth conversions using a bonus annuity.

Comparing 401(k) vs. Guaranteed Annuity Options

While 401(k)s offer market exposure and potential growth, they lack lifetime income guarantees. Rolling into a fixed or indexed annuity shifts your focus from accumulation to preservation and income. You can also add guaranteed lifetime withdrawal benefits—explained further in Guaranteed Lifetime Withdrawal Benefits Explained—to create steady paychecks for life without annuitizing the contract.

Teacher and Non-Profit Employees

Educators and non-profit employees often hold 403(b) plans, which can roll directly into a non-qualified annuity or IRA annuity. For examples specific to educators, see Annuity Rollover Options for Teachers.

Timing and Tax Considerations

Since annuity growth remains tax-deferred, no taxes are due until you withdraw. However, when you convert to income, withdrawals are taxed as ordinary income. Many retirees combine annuity rollovers with careful timing around Social Security claiming—see Social Security Filing Checklist—to optimize overall tax efficiency.

Choosing the Right Annuity Type

There’s no one-size-fits-all option. Fixed annuities offer stable, guaranteed growth; fixed indexed annuities provide upside potential with downside protection; and income annuities convert principal into guaranteed paychecks. Consider term length, liquidity, and rider options when selecting a contract. For guidance, explore Annuity Strategies for Early Retirees.

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FAQs: Rolling Over a 403(b) or 401(k) into a Guaranteed Annuity

Can I roll over my 401(k) or 403(b) without paying taxes?

Yes. A direct rollover allows you to transfer funds from your employer plan to a qualified annuity without triggering current taxes or penalties.

What type of annuity is best for rollover funds?

Fixed and fixed indexed annuities are most common. They preserve principal, grow tax-deferred, and can include lifetime income riders for guaranteed withdrawals.

How long does the rollover process take?

Typically 2–4 weeks depending on your employer plan’s processing time and the receiving insurance company’s funding procedures.

Can I roll over after retiring or changing jobs?

Yes. You can roll over at retirement, job change, or when eligible for in-service distributions if your plan allows it.

What are the benefits of rolling into a guaranteed annuity?

You gain principal protection, predictable income, and continued tax-deferred growth—without the risk of market losses.

Can I include income riders in a rollover annuity?

Yes. Guaranteed Lifetime Withdrawal Benefit (GLWB) riders can turn your rollover funds into guaranteed paychecks for life without annuitization.

Will I lose access to my funds?

Most annuities allow 10% annual penalty-free withdrawals. Some include nursing home or terminal illness waivers for added flexibility.

What if I already started taking 401(k) withdrawals?

You can still roll over the remaining balance, but withdrawals already taken may count as taxable distributions.

How does this affect my Required Minimum Distributions (RMDs)?

RMDs still apply for qualified annuities once you reach age 73. A fiduciary advisor can coordinate the correct annual distribution amounts.

Can educators roll over 403(b) plans into annuities?

Yes. Teachers can roll 403(b) plans directly into annuities, often through simplified custodial transfers with no tax consequences.

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