Wall Street RegretsThe regret calculator.

What if you'd held SH?

A $1,000 investment in ProShares Short S&P500 (SH) at the month-end close of 2006-06 would be worth $89.75 at the close of 2026-08 — -91.0% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $6,068.

$1,000 since 2006$89.75Total return-91.0%Multiple0.09×CAGR-11.3%

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$89.75Gain+$-910 (-91.0%)Multiple0.1×CAGR-11.3%

    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.

    2006$89.752007$96.652008$95.362009$68.702010$94.142011$1132012$1222013$1452014$1962015$2272016$2372017$2712018$3282019$3122020$4012021$5352022$7062023$5942024$6972025$8062026$909

    Every year, $1,000 from 2006

    YearValue of $1,000Year return
    2006$1,000
    2007$1,013+1.3%
    2008$1,407+38.8%
    2009$1,027-27.0%
    2010$856-16.6%
    2011$789-7.8%
    2012$665-15.8%
    2013$493-25.9%
    2014$425-13.7%
    2015$408-4.2%
    2016$357-12.5%
    2017$295-17.4%
    2018$309+4.9%
    2019$241-22.1%
    2020$181-25.1%
    2021$137-24.2%
    2022$163+19.0%
    2023$139-14.8%
    2024$120-13.5%
    2025$106-11.4%
    2026$96.65-9.1%

    Best and worst month-end to buy

    The best single month-end close to have bought SH was 2026-08 ($32.28): $1,000 then is $1,000 today. The worst was 2009-02 ($561): $1,000 then is $57.56.

    FAQ

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

    A $1,000 investment in ProShares Short S&P500 (SH) at the start of 2006 would be worth about $89.75 today, a total return of -91.0%. Dividends are reinvested in these figures.

    What were the best and worst years for SH?

    ProShares Short S&P500 (SH)'s strongest calendar year since 2006 was 2008, a +38.8% return — $1,000 held through that year became about $1,388 by year-end. Its weakest year was 2009, at -27.0%.

    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 SH have grown?

    Investing $100 at the end of every month since 2006-06 would have grown to about $8,545 on $24,300 invested.

    Did SH beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $6,068. SH trailed the S&P 500 by +98.5% 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

    ProShares Short S&P500 (SH) historical total-return data from 2006-06 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.