Wall Street RegretsThe regret calculator.

What if you'd held AN?

A $1,000 investment in AutoNation, Inc. (AN) at the month-end close of 1990-05 would be worth $76,828 at the close of 2026-08 — +7582.8% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $21,338.

$1,000 since 1990$76,828Total return+7582.8%Multiple76.8×CAGR+12.7%

Your scenario

Dates resolve to the nearest month-end close.
Leave empty for "held until today".
Invested at each month-end. Starts on the buy date.

Result

Worth$76,828Gain+$75,828 (+7582.8%)Multiple76.8×CAGR+12.7%

    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.

    2000$24,0142001$33,4202002$16,2632003$15,9652004$10,9162005$10,4382006$9,2282007$9,4052008$12,8052009$20,2962010$10,4712011$7,1112012$5,4392013$5,0512014$4,0352015$3,3192016$3,3612017$4,1222018$3,9062019$5,6172020$4,1232021$2,8732022$1,7162023$1,8692024$1,3352025$1,1812026$971

    Every year, $1,000 from 1990

    YearValue of $1,000Year return
    1990$1,000
    1991$1,797+79.7%
    1992$778-56.7%
    1993$502-35.5%
    1994$594+18.3%
    1995$6,249+952.3%
    1996$10,785+72.6%
    1997$8,061-25.3%
    1998$5,146-36.2%
    1999$3,199-37.8%
    2000$2,299-28.1%
    2001$4,724+105.5%
    2002$4,812+1.9%
    2003$7,038+46.3%
    2004$7,360+4.6%
    2005$8,326+13.1%
    2006$8,169-1.9%
    2007$6,000-26.5%
    2008$3,785-36.9%
    2009$7,337+93.8%
    2010$10,805+47.3%
    2011$14,126+30.7%
    2012$15,211+7.7%
    2013$19,038+25.2%
    2014$23,146+21.6%
    2015$22,858-1.2%
    2016$18,640-18.5%
    2017$19,667+5.5%
    2018$13,678-30.5%
    2019$18,632+36.2%
    2020$26,739+43.5%
    2021$44,770+67.4%
    2022$41,111-8.2%
    2023$57,540+40.0%
    2024$65,073+13.1%
    2025$79,111+21.6%
    2026$76,828-2.9%

    Best and worst month-end to buy

    The best single month-end close to have bought AN was 1994-03 ($1.06): $1,000 then is $189,170 today. The worst was 2025-08 ($219): $1,000 then is $915.

    FAQ

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

    A $1,000 investment in AutoNation, Inc. (AN) at the start of 1990 would be worth about $76,828 today, a total return of +7582.8%. Dividends are reinvested in these figures.

    What were the best and worst years for AN?

    AutoNation, Inc. (AN)'s strongest calendar year since 1990 was 1995, a +952.3% return — $1,000 held through that year became about $10,523 by year-end. Its weakest year was 1992, at -56.7%.

    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 AN have grown?

    Investing $100 at the end of every month since 1990-05 would have grown to about $916,302 on $43,600 invested.

    Did AN beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $21,338. AN beat the S&P 500 by +260.0% in total return.

    Is this investment advice?

    No. Wall Street Regrets is an entertainment and education tool. Every number is a historical calculation, not a prediction, and past performance never guarantees future results.

    Methodology

    AutoNation, Inc. (AN) historical total-return data from 1990-05 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. Non-USD amounts are converted at historical month-end exchange rates (Yahoo Finance): to USD on the buy date and back to your currency at the latest rate, so the return reflects the currency move as well as the asset.

    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. Wall Street Regrets 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.