Annuities Uncovered: The Good, the Bad, and the Misunderstood

Episode 056
Aired on September 06, 2025

An annuity isn’t good or bad. It’s a tool, and its value depends on how it fits your plan.

Retirement is one of life’s biggest transitions, and with it comes big decisions about income, Social Security, and how to protect your savings. In this episode of The Own Your Retirement Show, hosts Josh Bretl and Mark Elliott tackle two topics that trip up even the savviest retirees: when to claim Social Security and whether annuities belong in your plan.

The Social Security Puzzle

For many retirees, the biggest question is not whether they will receive Social Security, but when they should start. Take it early and you get more years of income. Wait until age 70 and the monthly check is larger, sometimes by more than a thousand dollars. But waiting also means missing years of payments. So how do you decide?

Josh explains that Social Security is part science, part art. While calculators can estimate break-even points, they ignore factors like your health, your spouse’s benefits, legacy goals, and even how continued work might affect taxes. Optimization, not maximization, is the key. The best answer depends on your unique circumstances, not a one-size-fits-all formula.

Why Annuities Spark Debate

Annuities are one of the most polarizing tools in retirement planning. Some people insist they’re always bad. Others believe they’re the perfect solution. The truth, as Josh points out, is somewhere in between. Annuities are simply tools—and like golf clubs, their value depends on how you use them.

At their core, annuities are designed to provide guarantees. Some offer guaranteed income for life, others protect your money from market downturns, and still others work much like CDs, providing a fixed rate of return. The right annuity, in the right situation, can provide peace of mind. The wrong one, or one with unnecessary fees, can be costly and limiting.

Breaking Down the Types of Annuities

To cut through the confusion, Josh and Mark walk through the main categories of annuities, highlighting how each works.

  • Immediate annuities: You give an insurance company a lump sum, and they start sending you a guaranteed payment right away. Useful for fast income, but once the money is committed, flexibility is limited.
  • Variable annuities: Investments tied directly to the market, often with high fees. These are where much of annuities’ bad reputation comes from, and not a product Josh recommends for most people.
  • Fixed annuities: Think of these like CDs from an insurance company. They pay a set rate for a fixed period, with tax deferral advantages.
  • Fixed indexed annuities: A hybrid tool that ties growth to an index like the S&P 500. You don’t capture all the upside, but you also avoid losing money in down markets. Some versions offer guaranteed lifetime income.

Each type of annuity has strengths and weaknesses. What matters most is whether it fits your broader retirement plan.

The Role of Guarantees in Retirement Happiness

Studies show retirees with reliable, guaranteed income streams, like pensions, Social Security, or properly chosen annuities, tend to report higher satisfaction and less stress. That’s because they don’t have to worry about market swings or outliving their savings. Having some level of guaranteed income can free up the rest of your portfolio to pursue growth without fear.

Why Timing and Taxes Matter

Josh also highlights how decisions about Social Security and annuities interact with taxes. Claiming benefits early might push you into a higher bracket, shrinking your take-home pay. On the other hand, delaying Social Security could reduce the pressure on your other assets, leaving more for your heirs. Annuities, too, carry unique tax treatment that needs to be considered in your overall plan.

Making Retirement the Best Part of Your Life

The heart of this episode is simple: retirement should be the best part of your life, not a time weighed down by uncertainty. Social Security and annuities are not just numbers on a spreadsheet. They’re levers that affect how confident you feel about spending, traveling, and living the retirement you’ve envisioned.

Josh and Mark bring clarity, humor, and decades of experience to these complicated subjects, showing you how to view them not as hurdles but as tools. Whether you’re close to retirement or already there, this episode will help you rethink how Social Security and annuities fit into your picture.

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