Historical backtest

Retiring in 2008: Retiring Into the Financial Crisis

A $1,000,000 60/40 portfolio, retiring in 2008 and spending $40,000/yr (inflation-adjusted), tested against the 16 years of real market history available since then.

By · Updated July 15, 2026
3.5% withdrawal
$35,000/yr
STILL FUNDED
Funded 16 years so far (through 2023), with $1,272,000 remaining (today's real dollars).
4% withdrawal
$40,000/yr
STILL FUNDED
Funded 16 years so far (through 2023), with $1,143,000 remaining (today's real dollars).
5% withdrawal
$50,000/yr
STILL FUNDED
Funded 16 years so far (through 2023), with $885,000 remaining (today's real dollars).

Year by year: the 4% plan

YearAgeStocksBonds60/40WithdrawalEnd balance
1 65 −37% +18% −15% $40,000 $816,000
2 66 +24% −13% +9% $40,000 $847,000
3 67 +13% +6% +10% $40,000 $890,000
4 68 −1% +14% +5% $40,000 $892,000
5 69 +14% +1% +9% $40,000 $927,000
6 70 +30% −11% +14% $40,000 $1,008,000
7 71 +12% +9% +11% $40,000 $1,072,000
8 72 −1% −1% −1% $40,000 $1,022,000
9 73 +10% −1% +6% $40,000 $1,037,000
10 74 +19% 0% +11% $40,000 $1,111,000
11 75 −6% −2% −4% $40,000 $1,024,000
12 76 +29% +7% +20% $40,000 $1,182,000
13 77 +17% +9% +14% $40,000 $1,300,000
14 78 +21% −6% +10% $40,000 $1,389,000
15 79 −24% −20% −22% $40,000 $1,046,000
16 80 +22% +1% +14% $40,000 $1,143,000

What this sequence teaches

Over the first five years of this retirement (2008–2012), a 60/40 portfolio's cumulative real return was +17%. The single worst year in the tested window was 2022, when the 60/40 blend returned −22% in real terms.

Under the 4% withdrawal plan, the real portfolio balance bottomed out at $816,000 in 2008, before recovering in later years.

With a moderate first five years, this plan's outcome hinged more on the middle and later years of the sequence than on the start — a reminder that sequence risk is about the whole path, not just the opening years.

What RetireOdds actually simulates

The table above is the transparent skeleton: one portfolio, one withdrawal rule, one sequence of real historical returns, before taxes. It's meant to be checkable by hand.

Inside RetireOdds, the same year-by-year loop runs against your plan and adds what a real retirement actually has to deal with: federal and state taxes with account buckets (taxable, tax-deferred, Roth) drawn in order, Social Security claiming and its partial taxability, Required Minimum Distributions, healthcare costs (ACA subsidies before 65, Medicare and IRMAA after), Roth conversions, and one-time life events.

It also runs three engines instead of one: Monte Carlo (1,000 lognormal real-return paths calibrated to this same 1928–2023 dataset), a block bootstrap of this history, and the historical replay shown on this page. A plan fails if any year is unfunded — including the last one.

Read the full method on /methodology, walk through the product in the user guide, or try your own numbers in the free calculator.

Returns are approximate, rounded, planning-grade real (inflation-adjusted) totals for US large-cap stocks and 10-year Treasuries — this is educational modeling, not financial advice.

Run this against your own plan

This page tests one fixed portfolio against history. RetireOdds tests your numbers — your accounts, your Social Security, your taxes — across three simulation engines.