What If I'd HeldThe regret calculator.

What if you'd held MSFT?

A $1,000 investment in Microsoft Corporation (MSFT) at the month-end close of 1986-03 would be worth $8.34M at the close of 2026-08 — +833480.0% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $32,264.

$1,000 since 1986$8.34MTotal return+833480.0%Multiple8335.8×CAGR+25.0%

Your scenario

Daily precision available for this ticker.
Leave empty for "held until today".
Invested at each month-end. Starts on the buy date.

Result

Worth$8.34MGain+$8.33M (+833480.0%)Multiple8335.8×CAGR+25.0%

    If you'd bought $1,000 at the start of each year

    Value of $1,000 invested on January 1 of each year, held to 2026-08, dividends included. Click any year for the full story.

    Every year, $1,000 from 1986

    YearValue of $1,000Year return
    1986$1,000
    1987$2,248+124.8%
    1988$2,207-1.8%
    1989$3,605+63.4%
    1990$6,237+73.0%
    1991$13,832+121.8%
    1992$15,922+15.1%
    1993$15,036-5.6%
    1994$22,800+51.6%
    1995$32,731+43.6%
    1996$61,639+88.3%
    1997$96,422+56.4%
    1998$206,924+114.6%
    1999$348,387+68.4%
    2000$129,433-62.8%
    2001$197,693+52.7%
    2002$154,275-22.0%
    2003$164,791+6.8%
    2004$179,833+9.1%
    2005$178,146-0.9%
    2006$206,363+15.8%
    2007$249,376+20.8%
    2008$138,689-44.4%
    2009$222,550+60.5%
    2010$208,029-6.5%
    2011$198,635-4.5%
    2012$210,154+5.8%
    2013$303,248+44.3%
    2014$386,837+27.6%
    2015$474,617+22.7%
    2016$546,179+15.1%
    2017$768,641+40.7%
    2018$928,482+20.8%
    2019$1.46M+57.6%
    2020$2.09M+42.5%
    2021$3.18M+52.5%
    2022$2.29M-28.0%
    2023$3.62M+58.2%
    2024$4.09M+12.9%
    2025$4.72M+15.6%
    2026$4.75M+0.6%

    Best and worst month-end to buy

    The best single month-end close to have bought MSFT was 1986-03 ($0.06): $1,000 then is $8.34M today. The worst was 2025-07 ($529): $1,000 then is $915.

    FAQ

    What would $1,000 in MSFT be worth today?

    A $1,000 investment in Microsoft Corporation (MSFT) at the start of 1986 would be worth about $8.34M today, a total return of +833480.0%. Dividends are reinvested in these figures.

    What were the best and worst years for MSFT?

    Microsoft Corporation (MSFT)'s strongest calendar year since 1986 was 1987, a +124.8% return — $1,000 held through that year became about $2,248 by year-end. Its weakest year was 2000, at -62.8%.

    Does the calculator include dividends and splits?

    Yes where available. Prices are adjusted for both stock splits and reinvested dividends (total return), the same measure brokerages use.

    How much would $100 per month in MSFT have grown?

    Investing $100 at the end of every month since 1986-03 would have grown to about $18.11M on $48,600 invested.

    Did MSFT beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $32,264. MSFT beat the S&P 500 by +25735.9% in total return.

    Is this investment advice?

    No. What If I'd Held is an entertainment and education tool. Every number is a historical calculation, not a prediction, and past performance never guarantees future results.

    Methodology

    Microsoft Corporation (MSFT) historical total-return data from 1986-03 to 2026-08, reduced to month-end closes for the tables above.

    Returns use adjusted close prices from Yahoo Finance historical data — adjusted for stock splits and reinvested dividends — the same convention used by major brokerages. A "year" scenario invests $1,000 at the prior December's month-end close and values it at the latest available month-end close.

    Month-end resolution means intra-month extremes are not captured in tables; the calculator uses exact trading-day closes where daily data is available. Figures ignore taxes, fees, and the currency effects of non-USD listings. History is not a forecast. What If I'd Held is entertainment, not investment advice.

    Full methodology →

    What if you'd held…

    Data: adjusted close prices via Yahoo Finance. As of 2026-08. Not financial advice.