Retirement Date Roulette

Same savings, same spending, same strategy — the only thing you don't get to choose is the year you retire into. Every start year since 1928, run against what the market actually did. Everything runs in your browser.

Your retirement

A bucket-strategy retiree (spending cash first, growth last). Change anything; all of history re-runs instantly.

Safe buffer

Each bucket earns its growth share of the actual S&P 500 total return and the rest at the actual T-bill rate, year by year: 15% growth in Bucket 1, 50% in Bucket 2, 85% in the reservoir. During real drawdowns (index below its prior peak) nothing is refilled — Bucket 1 drains, then Bucket 2, then the reservoir. Afterwards no more than the year's spending plus one catch-up year is sold from the reservoir each year — the same rules as the bucket simulator.

Spin the wheel: every start year since 1928

Each cell is a complete retirement. Click one to read how it went.

Made it, money left over Made it, barely Ran out of money Selected

That retirement, year by year

Shaded bands are real drawdowns — the market below its prior peak. The dashed line is where you started.

Year-by-year table — show your work

How the math works

What runs under the hood

This is the bucket simulator's engine pointed at real history instead of assumptions: S&P 500 total returns, 3-month T-bill rates, and CPI, 1928–2025 (NYU Stern / Damodaran data). Your spending starts at the amount you set and rises with each year's actual inflation — retirees in 1974 got an 11% cost-of-living raise whether they liked it or not. Each bucket earns its growth share of that year's S&P total return and the rest at that year's T-bill rate — 15% growth in Bucket 1, 50% in Bucket 2, 85% in the reservoir, the bucket simulator's defaults. "In a drawdown" is observable, not assumed: the total-return index sits below its prior peak. While it does, nothing is refilled: Bucket 1 drains, then Bucket 2, then the reservoir. Afterwards no more than the year's spending plus one catch-up year is sold from the reservoir each year until the buffer is back — rules a real retiree could actually follow.

What the colors mean

Red: the money ran out before your plan-to age. Amber: it survived, but finished below your starting balance in nominal dollars — decades of spending consumed most of it. Green: it survived with the starting balance intact or better. All figures are nominal; a 1928 dollar and a 2025 dollar are very different things, which is why the story panel talks about depletion and drawdowns rather than comparing ending balances across eras.

Why the same plan lives or dies

Sequence-of-returns risk, made concrete. Thirty-year returns since 1928 run from 8.0% to 13.6% a year depending on the start year — a wide range, and sequence matters even more than the average: retiring into a decade that opens with a crash plus inflation (1966, 1929, 1973) means selling assets at depressed prices to fund withdrawals that inflation is raising, and the portfolio never recovers its footing. Retiring into 1982 means the opposite. Same behavior, same spending discipline, wildly different endings. The buffer you set above is the knob that buys time through the bad openings; watch how the red years respond to it.

What this tool is not

Not a prediction — 98 years of history is one draw from the universe of possible futures, and includes nothing worse than the Great Depression, nor anything better than the postwar boom. No taxes (the withdrawal-order and marginal-rate tools carry that side of the story), no fees, no Social Security or pensions offsetting withdrawals, annual granularity only, and no behavior changes mid-retirement — this retiree never cuts spending, which real people do. The point is the spread of outcomes, not any single cell.