Wall Street RegretsThe regret calculator.

What if you'd held SDD?

A $1,000 investment in ProShares UltraShort SmallCap600 (SDD) at the month-end close of 2007-01 would be worth $1.62 at the close of 2026-08 — -99.8% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $5,359.

$1,000 since 2007$1.62Total return-99.8%Multiple0.00×CAGR-28.0%

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$1.62Gain+$-998 (-99.8%)Multiple0.0×CAGR-28.0%

    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.

    2007$1.622008$1.522009$1.212010$2.822011$5.462012$7.702013$11.502014$24.842015$30.572016$31.922017$56.662018$76.012019$66.602020$1052021$2332022$4362023$3622024$4892025$5662026$664

    Every year, $1,000 from 2007

    YearValue of $1,000Year return
    2007$1,000
    2008$1,254+25.4%
    2009$538-57.1%
    2010$278-48.4%
    2011$197-29.2%
    2012$132-33.0%
    2013$61.00-53.7%
    2014$49.57-18.7%
    2015$47.48-4.2%
    2016$26.75-43.7%
    2017$19.94-25.5%
    2018$22.76+14.1%
    2019$14.49-36.3%
    2020$6.51-55.1%
    2021$3.47-46.6%
    2022$4.19+20.5%
    2023$3.10-26.0%
    2024$2.68-13.6%
    2025$2.28-14.8%
    2026$1.52-33.6%

    Best and worst month-end to buy

    The best single month-end close to have bought SDD was 2026-06 ($8.00): $1,000 then is $1,016 today. The worst was 2009-02 ($10,443): $1,000 then is $0.78.

    FAQ

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

    A $1,000 investment in ProShares UltraShort SmallCap600 (SDD) at the start of 2007 would be worth about $1.62 today, a total return of -99.8%. Dividends are reinvested in these figures.

    What were the best and worst years for SDD?

    ProShares UltraShort SmallCap600 (SDD)'s strongest calendar year since 2007 was 2008, a +25.4% return — $1,000 held through that year became about $1,254 by year-end. Its weakest year was 2009, at -57.1%.

    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 SDD have grown?

    Investing $100 at the end of every month since 2007-01 would have grown to about $3,988 on $23,600 invested.

    Did SDD beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $5,359. SDD 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 SmallCap600 (SDD) historical total-return data from 2007-01 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.