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How Much Do You Really Need to Stop Working?

How Much Do You Really Need to Stop Working?

Back-of-the-napkin math plus real strategies to reach financial independence in 2025

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Max Donovan
Jun 08, 2025
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How Much Do You Really Need to Stop Working?
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Early-retirement math, a pot big enough to throw off a safe, inflation-adjusted withdrawal, hasn’t changed. Still, every input has been recalculated: contribution limits have climbed again, safe-withdrawal research has nudged the rate lower, market valuations and bond yields have reset, healthcare premiums have crept up, and key tax breaks face a 2025 sunset.

  • IRS limits just jumped again—you can now defer up to $23,500 in a 401(k) and stuff as much as $70,000 into a Solo-401(k) once the employer piece is added. Ages 60-63 even get a $11,250 turbo catch-up. (irs.gov, nrsforu.com)

  • Safe-withdrawal research was revised two quarters ago. Morningstar’s 2024 “State of Retirement Income” trimmed the baseline draw to 3.7 %, and for 40- or 50-year horizons, you should round down to ≈ 3.5 %. (morningstar.com)

  • Markets remain hot: the S&P 500’s 10-year total return clocks in at ≈ 180 % (≈ 11 % CAGR)—great history, but too rosy for your forward plan, which is why the numbers below assume 7 %. (axios.com)

  • Healthcare is inching up: ACA benchmark premiums rose 3 % for 2025. (cms.gov)

  • The tax code you’re using sunsets in 18 months. The 20% QBI (199A) deduction and lower individual brackets will expire after 12-31-2025 unless Congress acts. (taxfoundation.org)

In short, 2025 is the last full year of this “perfect storm” of high contribution ceilings, still-generous deductions, and pre-sunset brackets. Nail the math now, lock in the tax wins, and your money machine can run on autopilot.

Upgrade to Premium for my annotated spreadsheets, comments, and case-study deep dives.


1. Your 2025 Freedom Formula—Numbers First (Deep-Dive)

The Withdrawal Rate:

  • Morningstar’s latest State of Retirement Income (2024) trimmed the classic 4 % rule to 3.7 % for a 30-year horizon. (morningstar.com, morningstar.com)

  • Stretch that horizon to 40–50 years—what most entrepreneurs need if they quit in their 30s or 40s—and the updated Trinity-style simulations converge on ≈ 3.5 % as the prudent ceiling. (thepoorswiss.com, marketwatch.com)

Why the haircut?

  1. Valuations are rich. The Shiller-CAPE sits near 37—more than double its 150-year average of 17. (multpl.com) High starting valuations compress future equity returns, so you can’t safely pull as much out each year.

  2. Bonds still trail inflation. Even with 2-year Treasuries flirting with 4%, real yields on longer-dated TIPS are just around 2%, limiting the ballast typically provided by fixed income.

  3. Longer retirements. A founder who cashes out at 45 may need cash flow for 50+ years—far longer than the 30-year spans that anchored the original 4% research.

The Math:

  • The formula is one line:

Required Portfolio  =  Annual Spend  ÷ 0.035
  • Every $ 10k of annual spending now demands ≈ $ 285k in capital. Keep the mental shortcut handy: “3½ % = 28½×.”

Reality checks (rounded):

  • Want $ 40k/yr? → $1.15 M.

  • Need $ 120k k/yr? → $3.45 M.

Pin those figures where you make spending decisions—they’re the numeric translation of freedom.

Stress-testing the 3.5 % rule:

  • In Monte Carlo sweeps with 50/50 stock-bond mixes, a 3.5 % start rate historically clears ~92 % success over 45 years, even when front-loading the worst market decades on record. (kitces.com)

  • The other 8 % of paths aren’t “game over,” they’re scenarios that require temporary cuts (often <10 %) or part-time income during deep bear cycles.

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