Wall Street RegretsThe regret calculator.

What if you'd held DDM?

A $1,000 investment in ProShares Ultra Dow30 (DDM) at the month-end close of 2006-06 would be worth $14,938 at the close of 2026-08 — +1393.8% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $6,068.

$1,000 since 2006$14,938Total return+1393.8%Multiple14.9×CAGR+14.3%

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$14,938Gain+$13,938 (+1393.8%)Multiple14.9×CAGR+14.3%

    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$14,9382007$12,1382008$11,1792009$29,2972010$20,9782011$16,7412012$15,1382013$12,8732014$7,8222015$6,6312016$6,8522017$5,2282018$3,2772019$3,7872020$2,5592021$2,5052022$1,7652023$2,1922024$1,7632025$1,4502026$1,202

    Every year, $1,000 from 2006

    YearValue of $1,000Year return
    2006$1,000
    2007$1,086+8.6%
    2008$414-61.8%
    2009$579+39.7%
    2010$725+25.3%
    2011$802+10.6%
    2012$943+17.6%
    2013$1,552+64.6%
    2014$1,830+18.0%
    2015$1,771-3.2%
    2016$2,321+31.0%
    2017$3,704+59.5%
    2018$3,205-13.5%
    2019$4,743+48.0%
    2020$4,845+2.1%
    2021$6,877+41.9%
    2022$5,538-19.5%
    2023$6,886+24.3%
    2024$8,373+21.6%
    2025$10,096+20.6%
    2026$12,138+20.2%

    Best and worst month-end to buy

    The best single month-end close to have bought DDM was 2009-02 ($1.50): $1,000 then is $45,313 today. The worst was 2026-08 ($67.97): $1,000 then is $1,000.

    FAQ

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

    A $1,000 investment in ProShares Ultra Dow30 (DDM) at the start of 2006 would be worth about $14,938 today, a total return of +1393.8%. Dividends are reinvested in these figures.

    What were the best and worst years for DDM?

    ProShares Ultra Dow30 (DDM)'s strongest calendar year since 2006 was 2013, a +64.6% return — $1,000 held through that year became about $1,646 by year-end. Its weakest year was 2008, at -61.8%.

    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 DDM have grown?

    Investing $100 at the end of every month since 2006-06 would have grown to about $203,950 on $24,300 invested.

    Did DDM beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $6,068. DDM beat the S&P 500 by +146.2% 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 Ultra Dow30 (DDM) 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.