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How Frank & Estelle Built a Bear-Market-Proof Retirement Income Plan

by | Nov 4, 2025 | Uncategorized | 0 comments


How Frank & Estelle Built a Bear-Market-Proof Retirement Income Plan

Photo by Antonio Groß on Unsplash

(don’t forget to checkout the video of this case study too)

One of the biggest fears I hear from pre-retirees is simple:

👉 “What if we retire right into a market downturn?”

For Frank and Estelle, both age 60, that fear was front and center.

Despite having nearly $2 million in assets, they worried about sequence-of-returns risk — the danger that poor market performance early in retirement could permanently derail their plan.

Here’s how we solved it.


✅ Their Financial Picture at Age 60

  • Frank: $550,000 in his 401(k), contributing $31,000/year with a $10,000 employer match
  • Estelle: $200,000 in her 401(k), also contributing $31,000/year with a $10,000 match
  • Estelle’s IRA: $750,000 currently in low-yield assets (ripe for reallocation)
  • After-tax brokerage account: $350,000, fully invested for growth

📊 Total Assets: $1.85M+ and still growing


🔑 The Strategy: A Bear-Market-Proof Income Plan

The cornerstone of their plan was reallocating Estelle’s $750,000 IRA.

Instead of leaving it in underperforming holdings, we shifted it into a joint lifetime income annuity with:

  • Guaranteed 8% compound growth
  • Zero market risk
  • The security of lifetime monthly income

This move turned stagnant dollars into a predictable income engine.


📅 What Retirement Income Looks Like at 65

When Frank and Estelle retire at 65, their guaranteed income streams will look like this:

  • $6,347/month from the annuity
  • $2,300/month from Frank’s Social Security
  • $2,500/month from Estelle’s Social Security

💥 Total: $11,147/month of guaranteed, bear-market-proof income

This income not only replaces the yield their assets weren’t producing but also creates peace of mind — no matter what the market does.


🚀 What If They Delay to 67?

Here’s the upside if they choose to work two more years and let everything grow:

  • $7,320/month from the annuity
  • $2,800/month from Frank’s Social Security
  • $3,000/month from Estelle’s Social Security

🤯 Total: $13,120/month of guaranteed lifetime income

By waiting, they significantly increase their monthly paycheck, while their portfolio and brokerage accounts continue compounding for the long haul.


📉 Worst Case vs. 📈 Best Case

  • Worst Case: If the market stumbles when they retire, their annuity + Social Security already cover their lifestyle. No sequence-of-returns worries.
  • Best Case: If markets perform well and they delay income, they supercharge their retirement paychecks while their growth assets keep working.

Even in a poor-return environment, projections show they’ll still have ~$600,000 left at age 95.

 With average returns (8%), their portfolio could exceed $9 million.


💡 The Big Lesson

Frank and Estelle turned fear of a bear market into confidence in a guaranteed plan. By pairing:

…they’ve created a retirement blueprint that’s both resilient and opportunistic.

📲 Want a strategy like this for your retirement?

Let’s Chat.


✅ Join 69,000+ Retirees & Pre-Retirees

Every week I share retirement tips, case studies, and income strategies with a growing community of over 68,000 people who want to retire with clarity and confidence.

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Enjoyed this blog? You’ll probably like this one too:
➡️ Delay Now. Turn On Anytime. Why Social Security is Your Retirement Safety Valve.

P.S. Don’t miss my new one-page Long-Term Care guide — it’s a quick, practical resource you can save for later.

To your success,
Matt

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