How To Transfer A SIMPLE IRA To An Annuity

Shawn Plummer, CRPC

Retirement Planner, Financial Advisor, Annuity Broker, and Insurance Agent

What This Is About

Transferring a SIMPLE IRA (Savings Incentive Match Plan for Employees) to an annuity gives you the opportunity to secure guaranteed income, preserve your tax advantages, and potentially access enhanced death or long-term care benefits. But it must be done correctly to avoid IRS penalties and preserve your retirement goals. This guide explains every method available, including when to use each strategy and what types of annuities work best.

Direct Transfer From SIMPLE IRA To SIMPLE IRA Annuity

How It Works

You transfer the funds from your SIMPLE IRA directly into an annuity contract titled as a SIMPLE IRA. This is a non-taxable trustee-to-trustee transfer that keeps your tax-deferred status intact.

Pros

  • Avoids taxes and penalties
  • Maintains SIMPLE IRA tax deferral
  • Eligible for penalty-free access after age 59½
  • Can include optional GLWB riders for lifetime income

Cons

  • SIMPLE IRA contributions must remain in SIMPLE IRA format for 2 years from first deposit
  • Limited to annuity contracts that accept SIMPLE IRA funds
  • Must ensure the annuity carrier supports SIMPLE IRA plans

Who Needs This

  • Employees or small business owners with a SIMPLE IRA older than two years who want income protection
  • Those seeking guaranteed lifetime withdrawal benefits or long-term care riders within a retirement account

Who Doesn’t

  • Anyone in the first 2 years of their SIMPLE IRA—those must wait or use another strategy
  • Investors wanting full market exposure (use a brokerage instead)

Rollover SIMPLE IRA To Traditional IRA Annuity

How It Works

After the 2-year participation period, you can roll over a SIMPLE IRA to a Traditional IRA annuity, which gives you more flexibility in product choices and providers.

Pros

  • Expands annuity options (not limited to SIMPLE IRA-compatible contracts)
  • Maintains tax deferral
  • No IRS early withdrawal penalty if age 59½+
  • Enables adding joint income riders, inflation protection, and enhanced death benefits

Cons

  • You must track and confirm the 2-year SIMPLE IRA holding period
  • Any misstep may trigger taxes or a 25% early withdrawal penalty

Who Needs This

Who Doesn’t

  • Those still within the 2-year SIMPLE IRA holding requirement
  • Anyone without enough retirement savings to meet annuity minimums (often $5,000–$10,000)

Start A SIMPLE IRA Annuity From Scratch

How It Works

If you’re a small business owner, you can set up a SIMPLE IRA annuity directly for yourself or your employees. Instead of mutual funds, you use an annuity contract as the investment vehicle.

Pros

  • Builds a personal pension for self-employed individuals
  • Contributions reduce your taxable income
  • Retirement savings grow tax-deferred
  • Easier to manage with guaranteed returns or index-linked growth

Cons

  • Annual contribution limits are lower than 401(k)s
  • Limited to employers with 100 or fewer employees
  • Cannot use Roth contributions

Who Needs This

  • Sole proprietors or small business owners who want predictable, protected retirement income
  • Businesses that want a simplified plan with guaranteed growth options

Who Doesn’t

  • High-income employers who want to contribute more than SIMPLE IRA limits allow
  • Employees at large companies who aren’t eligible for SIMPLE IRAs

Types Of Annuities That Work With SIMPLE IRAs

Annuity TypeDescriptionCan Be Funded By SIMPLE IRA
Fixed AnnuityOffers guaranteed interest rate✅ Yes
Fixed Indexed Annuity (FIA)Tied to market index without risk of loss✅ Yes
GLWB Rider AnnuityLifetime income rider adds guaranteed income for life✅ Yes
MYGA (Multi-Year Guaranteed Annuity)Guaranteed fixed rate for 3–10 years✅ Yes
SPIAConverts to income immediately (not preferred unless necessary)✅ Yes

Note: All annuities listed maintain tax deferral when titled as SIMPLE IRA or Traditional IRA.

What Happens At Death

If you die with an annuity in your SIMPLE IRA:

  • Without Income Rider: The account value goes to your named beneficiaries
  • With GLWB: Your spouse may continue the income if structured as joint life
  • Spousal Continuation: Spouse can retitle and continue the IRA
  • Non-Spouse: Must follow inherited IRA distribution rules

Other Insurance Options That Can Help

Why Compare SIMPLE IRA Annuities First

Not all annuities are built the same. A high-fee, low-performance annuity can destroy decades of savings. The wrong product may lack income guarantees or flexibility. Working with an independent broker like The Annuity Expert ensures you’re comparing only the top-rated products that fit your goals.

Let’s Make Your SIMPLE IRA Work For You

Whether you want lifetime income, tax savings, or guaranteed growth, transferring your SIMPLE IRA to an annuity is a smart move if done right. Don’t settle for poor choices, limited providers, or unnecessary risks.

Contact The Annuity Expert for free quotes and let our brokers help transferring your SIMPLE IRA to the right annuity.

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Shawn Plummer, CRPC

Retirement Planner, Financial Advisor, Annuity Broker, and Insurance Agent

I am a licensed Retirement Planner (CRPC), insurance agent, financial advisor, annuity broker, and former financial trainer with more than 18 years of hands-on experience in annuities and insurance. My National Producer Number (NPN) is 15524738. I spent 12 years training financial advisors nationwide on annuity, insurance, and retirement planning strategies, in addition to 18 years of direct field experience selling annuities and insurance products, helping clients protect their savings and secure reliable retirement income.

I have been quoted in Time Magazine, Bloomberg, Entrepreneur, Yahoo! Finance, MSN, SmartAsset, LegalZoom, U.S. News & World Report, Women’s Health Magazine, Forbes, and many other leading publications.

I am also the founder of The Annuity Expert, an independent online insurance agency and annuity broker serving consumers across the United States. Through this platform, my team and I help Americans remove the guesswork from retirement planning and compare insurance solutions to find the strongest value at the most competitive rates. I want to see you get the best products at the lowest prices.

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