invest.fail

The Bureau of Historic Losses · Counterfactual Division

What if you'd bought Microsoft in 2009?

Microsoft entered 2009 around $20 and still firmly inside its 'dead money' decade, the share price going almost nowhere since the dot-com peak nine years earlier. Steve Ballmer's Windows-and-Office machine was the stock everyone owned and nobody loved — right before the cloud quietly changed the maths.

$100 on 2009-01-02, worth today

US$2,644

As of 2026-06-12, $100 of Microsoft bought at 2009's open (US$14.78) is worth US$2,64426.4×.

total return · dividends reinvested · USD

How much would $100 of Microsoft bought in 2009 be worth today?

You'd have put inYou'd have nowMultiple
US$100US$2,64426.4×
US$1,000US$26,43826.4×
US$10,000US$264,38226.4×

Lump sum on the year's first trading day, total return (dividends reinvested, splits adjusted), valued at the latest close. Past performance isn't a promise — it's a taunt.

What did Microsoft do in 2009?

Opened

US$14.78

2009-01-02

Peaked

US$23.35

2009-12-29

Bottomed

US$11.09

2009-03-09

Closed

US$22.68

2009-12-31

Levels are dividend-adjusted, so historical figures look lower than the headline price of the day — that's the total-return lens, and it's the honest one.

Would steady buying have beaten going all in?

US$91,100 deployed as $100 a week from 2009-01-02, under four temperaments — same money, different nerves.

All in on day oneUS$2.4M
Steady weekly buysUS$760,412
Sold dips, rebought ralliesUS$431,490
Traded it perfectlyUS$1M

“Traded it perfectly” requires knowing the future. Nobody knew the future.

The same $1,000, elsewhere

$1,000 at 2009's open, each valued at the latest close. Hindsight remains undefeated.

These were the round numbers. Run your real ones.

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Calculate my failure

or every Microsoft year on file →

Adjacent timelines

Microsoft in 2014

every name on file