Wall Street RegretsThe regret calculator.

What if you'd held PST?

A $1,000 investment in ProShares UltraShort Lehman 7-10 Year Treasury (PST) at the month-end close of 2008-05 would be worth $374 at the close of 2026-08 — -62.6% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $5,504.

$1,000 since 2008$374Total return-62.6%Multiple0.37×CAGR-5.2%

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$374Gain+$-626 (-62.6%)Multiple0.4×CAGR-5.2%

    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.

    2008$3742009$5112010$4992011$6362012$8832013$9762014$8892015$1,0872016$1,1592017$1,1932018$1,2502019$1,2292020$1,3812021$1,6982022$1,6322023$1,1782024$1,1422025$1,0172026$1,064

    Every year, $1,000 from 2008

    YearValue of $1,000Year return
    2008$1,000
    2009$1,024+2.4%
    2010$804-21.5%
    2011$579-27.9%
    2012$524-9.5%
    2013$575+9.8%
    2014$470-18.3%
    2015$441-6.2%
    2016$429-2.9%
    2017$409-4.6%
    2018$416+1.7%
    2019$370-11.0%
    2020$301-18.7%
    2021$313+4.0%
    2022$434+38.6%
    2023$448+3.1%
    2024$503+12.3%
    2025$480-4.5%
    2026$511+6.4%

    Best and worst month-end to buy

    The best single month-end close to have bought PST was 2020-07 ($13.31): $1,000 then is $1,751 today. The worst was 2008-05 ($62.35): $1,000 then is $374.

    FAQ

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

    A $1,000 investment in ProShares UltraShort Lehman 7-10 Year Treasury (PST) at the start of 2008 would be worth about $374 today, a total return of -62.6%. Dividends are reinvested in these figures.

    What were the best and worst years for PST?

    ProShares UltraShort Lehman 7-10 Year Treasury (PST)'s strongest calendar year since 2008 was 2022, a +38.6% return — $1,000 held through that year became about $1,386 by year-end. Its weakest year was 2011, at -27.9%.

    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 PST have grown?

    Investing $100 at the end of every month since 2008-05 would have grown to about $23,774 on $22,000 invested.

    Did PST beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $5,504. PST trailed the S&P 500 by +93.2% 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 UltraShort Lehman 7-10 Year Treasury (PST) historical total-return data from 2008-05 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.