Good morning, Retirement Starts Today Community. Welcome to "Every Day is Saturday," the newsletter reminding us that in retirement, every day is Saturday (including Thursday mornings).​​​

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For decades, you’ve been focused on saving—watching your retirement accounts grow, sticking to a budget, and making smart financial decisions to ensure a secure future. But now that the time has come to actually enjoy your hard-earned money, spending it feels… unsettling.

You’re not alone. Many retirees struggle with the mental shift from accumulation to decumulation, even when their financial plans show they have more than enough. The fear of running out, coupled with conflicting financial advice, makes it tough to confidently transition into this new phase of life.

Today we explore strategies for overcoming the retirement spending fear, based on an insightful Forbes article by Tim Maurer. We’ll break down his three-step approach: phasing into retirement instead of stopping abruptly, redefining “work” to maintain purpose and fulfillment, and structuring an investment portfolio designed specifically for retirement withdrawals.

Plus, we’ll tackle a listener question about Social Security spousal benefits and the implications of early filing. By the end of the episode, you’ll gain a clearer understanding of how to embrace your retirement, spend with confidence, and fully enjoy the wealth you’ve built. Click here to listen​

Outline of This Episode

• (0:00) The fear of spending in retirement
• (1:19) The “Retirement Cycle of Fear”
• (3:13) Step 1: Phase into retirement gradually
• (5:15) Step 2: Keep working, but redefine it
• (7:20) Step 3: Build a portfolio for spending
• (10:14) Listener Q – Social Security & spouses
• (14:30) Final thoughts (how to thrive in retirement)

The Retirement Cycle of Fear: Why Having Enough Still Feels Like Not Enough

Many retirees enter their golden years with well-funded portfolios, yet an unexpected anxiety takes hold—the fear of spending. After decades of disciplined saving, the idea of withdrawing money instead of accumulating it feels unnatural, even when financial projections show long-term security.

This hesitation is often fueled by conflicting messages from financial experts: some warn of undersaving, while others emphasize strict withdrawal rates. The result? Many retirees live far below their means, depriving themselves of the experiences they worked so hard to afford.

But this fear isn’t just about numbers—it’s about control. The paycheck stops, investments become the primary income source, and market fluctuations suddenly feel like direct threats. The key to overcoming this is understanding that retirement isn’t just about survival. It’s about creating a strategy that provides confidence in spending while maintaining financial stability.

The Three-Step Strategy for Confident Spending in Retirement

Tim Maurer, in his Forbes article, outlines three powerful ways to ease into retirement spending. First, phasing into retirement instead of stopping abruptly can help soften the financial and emotional transition. Whether through part-time work or consulting, earning even a small amount can reduce the pressure to dip into retirement savings too soon. It also provides structure and purpose, making the shift into full retirement feel more natural.

Second, redefining “work” is essential. Retirement doesn’t have to mean the end of productivity—it’s an opportunity to engage in meaningful activities, whether that’s volunteering, mentoring, or even starting a passion project. A structured sense of purpose can ease financial anxiety by keeping retirees mentally engaged and emotionally fulfilled.

Finally, building a retirement portfolio designed for withdrawals is crucial. Traditional investment strategies focus on accumulation, but retirement requires a different approach—one that balances stability with the flexibility to enjoy life. Understanding safe withdrawal rates, guardrails, and the reality that most retirees underspend can provide the confidence needed to use money as a tool for fulfillment, not just security.

Social Security Spousal Benefits: Understanding Early Filing Consequences

A common retirement question is whether a spouse can start collecting Social Security at 62 and later switch to spousal benefits without a penalty. The reality is that filing early permanently reduces benefits, including the eventual spousal portion. Since spousal benefits are calculated as the difference between one’s own benefit and half of the higher-earning spouse’s benefit, claiming early locks in a lower amount. While some retirees need the income sooner, delaying Social Security can lead to significantly higher lifetime payouts, making it a decision worth careful consideration.

Resources & People Mentioned

• ​The Retirement Podcast Network​
• ​Tim Maurer’s Forbes article – Overcoming the fear of spending in retirement.
• ​Daniel Crosby’s The Soul of Wealth – A deep dive into money and psychology.

Retirement Starts Today (the book) is Available!

My new book, Retirement Starts Today: Your non-financial guide to an even better retirement, is available! To order click here​

That's it for our three hundred and sixty-ninth installment of "Every Day is Saturday." As always, reply to this email with your retirement questions and you might hear them featured on the show! I read and respond to (almost) every email.

Have a great "Saturday",
- Benjamin Brandt (your humble host)

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