What if you invested in MicroStrategy in 1998?

MSTR · Technology · Data through 2026-06-01

$

If you invested $1,000 in MicroStrategy in 1998

$6,157today
+515.7% total return|+6.6% annualized

The same $1,000 in the S&P 500 would be worth $12,380(+1138%)

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The S&P 500 returned $12,380 on the same $1,000. S&P 500 outperformed by $6,225.

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What if MicroStrategy keeps this up?

Project forward at MicroStrategy's 6.6% historical growth rate. See 5-30 year scenarios.

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Growth of $1,000

MicroStrategy vs. S&P 500 vs. US Dollar, 1998 to present

MicroStrategy
S&P 500
US Dollar

Year-by-Year Returns

$1,000 invested in MicroStrategy starting January 1998

YearPriceValueAnnual
1998$14.12$1,000-
1999$14.50$1,027+2.7%
2000$138.88$9,832+857.8%
2001$16.81$1,190-87.9%
2002$4.09$290-75.7%
2003$2.08$147-49.2%
2004$6.24$442+200.3%
2005$7.27$515+16.5%
2006$9.61$680+32.2%
2007$12.14$860+26.3%
2008$7.29$516-39.9%
2009$3.87$274-46.9%
2010$9.37$664+142.2%
2011$10.64$753+13.5%
2012$11.51$815+8.2%
2013$10.03$710-12.9%
2014$12.57$890+25.4%
2015$16.16$1,144+28.6%
2016$17.25$1,221+6.8%
2017$20.13$1,425+16.7%
2018$13.77$975-31.6%
2019$12.69$898-7.9%
2020$15.20$1,076+19.8%
2021$61.73$4,370+306%
2022$36.80$2,605-40.4%
2023$25.17$1,782-31.6%
2024$50.12$3,548+99.1%
2025$334.79$23,702+568%
2026$149.71$10,599-55.3%

What this return means

A $1,000 stake in MicroStrategy (MSTR) from 1998 has grown to $6,154. That is a +515.4% gain, a little over 6.2x your money, measured to 2026-06-01.

That is only about 6.6% a year once you compound it across 28.6 years. The same $1,000 in an S&P 500 index fund would be about $12,380 over the identical span, so the index came out ahead by roughly $6,225. The index compounded at about 9.2% a year, a reminder that a single stock can lag a basket of them.

The year-by-year record shows how bumpy the ride was. The best single year was 2000 at +857.8%, and the worst was 2001 at -87.9%. At its lowest point the position was down about 99% from an earlier high. These figures use split-adjusted closing prices and exclude dividends, taxes, trading fees, and inflation, so a real after-tax result would differ.

None of this is a recommendation. It is a record of what already happened, and past performance does not guarantee future results.

What if you invested $100 a month instead?

Most people do not drop a lump sum in on day one. They add a fixed amount every month. Putting $100 into MicroStrategy at the close of every month from June 1998 through June 2026 means 337 buys and $33,700 contributed over about 28.1 years.

$100/month, dollar-cost averaged

$361,385

+972.4% on $33,700 in

Same $33,700, all in at the start

$207,475

+515.7% on $33,700 in

Spreading the buys out beat going all in at the start by $153,910. That happens when the price spent time below where it began, so averaging in caught the cheaper months. Averaging in also meant an average buy price of $8.11 per share across the whole stretch, so the monthly buyer never had to time a single low. Neither number counts dividends, taxes, or trading costs.

Illustrative fixed $100/month example, not a recommendation. Figures are computed from MSTR split-adjusted monthly closes through June 2026. Past performance does not guarantee future results.

Numbers worth sharing

Occasional data drops when something interesting surfaces. No schedule, just signal.

For informational and educational purposes only. Not financial advice. Past performance does not guarantee future results. All calculations are based on split-adjusted closing prices from Yahoo Finance and do not account for dividends, taxes, or trading fees. See our methodology and full disclaimer.