Wall Street RegretsThe regret calculator.

What if you'd held SDS?

A $1,000 investment in ProShares UltraShort S&P500 (SDS) at the month-end close of 2006-07 would be worth $3.11 at the close of 2026-09 — -99.7% total return, dividends reinvested. The same $1,000 in the S&P 500, dividends reinvested, would be worth $8,866.

$1,000 since 2006$3.11Total return-99.7%Multiple0.00×CAGR-24.9%

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$3.11Gain+$-997 (-99.7%)Multiple0.0×CAGR-24.9%

    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 2026-09, dividends included.

    2006$3.112007$3.682008$3.822009$2.382010$4.822011$7.122012$8.762013$12.502014$22.802015$30.672016$33.932017$44.752018$65.832019$62.092020$1062021$2112022$3712023$2842024$4152025$5882026$803

    Every year, $1,000 from 2006

    YearValue of $1,000Year return
    2006$1,000
    2007$963-3.7%
    2008$1,546+60.5%
    2009$764-50.6%
    2010$518-32.2%
    2011$420-18.8%
    2012$295-29.9%
    2013$162-45.2%
    2014$120-25.7%
    2015$109-9.6%
    2016$82.30-24.2%
    2017$55.95-32.0%
    2018$59.32+6.0%
    2019$34.90-41.2%
    2020$17.42-50.1%
    2021$9.93-43.0%
    2022$12.97+30.7%
    2023$8.88-31.5%
    2024$6.27-29.5%
    2025$4.59-26.8%
    2026$3.68-19.7%

    Best and worst month-end to buy

    The best single month-end close to have bought SDS was 2026-09 ($54.12): $1,000 then is $1,000 today. The worst was 2009-02 ($31,604): $1,000 then is $1.71.

    FAQ

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

    A $1,000 investment in ProShares UltraShort S&P500 (SDS) at the start of 2006 would be worth about $3.11 today, a total return of -99.7%. Dividends are reinvested in these figures.

    What were the best and worst years for SDS?

    ProShares UltraShort S&P500 (SDS)'s strongest calendar year since 2006 was 2008, a +60.5% return — $1,000 held through that year became about $1,605 by year-end. Its weakest year was 2009, at -50.6%.

    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 SDS have grown?

    Investing $100 at the end of every month since 2006-07 would have grown to about $3,998 on $24,300 invested.

    Did SDS beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 with dividends reinvested (the S&P 500 Total Return index) would be worth $8,866. SDS trailed the S&P 500 by +100.0% 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

    ProShares UltraShort S&P500 (SDS) historical total-return data from 2006-07 to 2026-09, reduced to month-end closes for the tables above.

    Returns use adjusted close prices — adjusted for stock splits and reinvested dividends, the same convention used by major brokerages. End-of-day and live prices come from EODHD; parts of the deep historical series are carried over from Yahoo Finance data. 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 (EODHD): 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 EODHD and Yahoo Finance. As of 2026-09-04. Not financial advice.