Every Day is Saturday: October 30th, 2025


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).


Click here to view a recent video from my YouTube channel: "I'm 59 With $1.5M, I Quit ASAP - Why It Was the Best Decision"


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Episode Breakdown:

00:00 – Welcome and Introduction
04:12 – Retirement Headline
12:40 – Listener Question

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Retirement Headline: Why Advisors Should (Almost) Never Recommend Claiming Social Security at 62

Source: ThinkAdvisor, by Michael Finke

For higher-income, longer-lived retirees, claiming at 62 is usually an expensive mistake. Delaying—especially the larger benefit in a couple—acts like buying more of an inflation-adjusted, longevity-protected “bond” on your balance sheet.

Key takeaways

  • Delay advantages compound for high earners. Because higher-income households tend to live longer, the actuarial math tilts strongly toward waiting—often to 70—for the bigger lifetime (and survivor) payout.
  • Noise vs. numbers. Fears about “fraud” or “bankruptcy” are driving earlier claims, but the data show the program functions efficiently. There is a future funding gap to solve, but that’s different from checks stopping.
  • Think like an allocator. Treat Social Security as a guaranteed, inflation-linked income asset. Bridging to 70 with portfolio withdrawals can still increase total household wealth once you include the rising present value of benefits and the stronger survivor benefit.
  • Freedom to spend. A larger check later can raise your lifetime spending “floor,” reduce sequence-of-returns anxiety, and make retirement more enjoyable—especially for the non-financial spouse who’ll rely on the survivor benefit.


This pairs nicely with the Derek Tharp research we discussed recently: the
human constraints (health, liquidity, patience) matter. But if you’re a super saver/ high earner with decent health, delaying the larger benefit is often the cleanest win: higher guaranteed income, better survivor protection, simpler spending decisions. Personal finance—not everybody finance.


Listener Question: “How do I guesstimate how much to give with ‘warm hands’ without risking my retirement?”

Short answer: Treat giving as a discretionary spending line inside a guardrails plan. Fund it when markets are cooperative, dial it back when they’re not.

A simple, durable framework

  1. Name the goal (who/what/when) and set an annual target (e.g., $12k/yr).
  2. Place it in the budget as discretionary. It’s the first knob you turn down when your portfolio brushes a guardrail.
  3. Use market-aware guardrails (e.g., spend $X/mo unless portfolio drops to Y; then reduce spending by 10–20%). Your “giving bucket” is the flexible part.
  4. Sequence for impact. Smaller gifts earlier (down payments, tuition bridges, skills/certifications) often change life trajectories more than larger inheritances at 85+. That’s the “warm hands” advantage.
  5. Roth-conversion nudge. Each year you model conversions, ask: “If we’d happily pay $80k in tax to move IRA→Roth, would channeling some of that same dollars-at-risk into intentional giving (or experiences) better match our values?” Spending on paper can unlock spending in practice.
  6. Write a simple policy. One page: target amount, when you’ll pause/restart, who decides, documentation for fairness among kids/causes.

Rules of thumb (start here, then customize)

  • If your essential spending is fully covered by guaranteed income (SS, pension, annuity) and your withdrawal rate ≤ 4%, gifting up to 0.5%–1.0% of investable assets per year is commonly sustainable—subject to guardrails.
  • In “down-year” guardrail mode, pause new gifts, continue only pre-committed obligations (e.g., semester already due).
  • Reassess annually; bump gifts after new highs and successful conversion years.

Mindset shift
Most super savers raise super savers. A $25k gift at age 30 can matter more than $250k at age 70. If your heirs will likely retire securely anyway, consider converting some “cold-hands inheritance” into high-impact “warm-hands” experiences and opportunities—while you’re here to enjoy them together.


Resources

  • Click here to view my YouTube channel, Even Better Retirement
  • Click here to order my book, Retirement Starts Today: Your non-financial guide to an even better retirement
  • Click here to read Why Advisors Should Never Recommend Social Security Claiming at 62, at ThinkAdvisor, by Michael Finke

I need your help...

I will be starting a new segment on my podcast: Retire TO something, not FROM something.

The segment will be brief at the end of the show and will share a fun retirement idea, along with links to learn more. Volunteer work and part-time “fun” jobs will be a common theme.

Click here to share your ideas!


That's it for our four hundred and third installment of "Every Day is Saturday." As always, I read (and usually reply to) every listener email. Got a question? Hit reply—you just might hear your name on the show.

Enjoy your “Saturday,”
Benjamin Brandt

Benjamin Brandt

Want to spend more money & pay less taxes on your way to an even better retirement? Then you'll definitely want to check out our newsletter and podcast! Our weekly newsletter helps to remind us that in retirement, every day is Saturday (even Thursday mornings).

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