Wall Street RegretsThe regret calculator.

What if you'd held DSX?

A $1,000 investment in Diana Shipping inc. (DSX) at the month-end close of 2005-03 would be worth $458 at the close of 2026-08 — -54.2% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $6,529.

$1,000 since 2005$458Total return-54.2%Multiple0.46×CAGR-3.6%

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$458Gain+$-542 (-54.2%)Multiple0.5×CAGR-3.6%

    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.

    2005$4582006$5482007$3972008$1832009$3692010$3252011$3922012$6072013$6222014$3422015$6772016$1,0442017$1,5042018$1,1162019$1,4282020$1,4602021$2,3532022$1,0022023$8482024$9982025$1,3892026$1,610

    Every year, $1,000 from 2005

    YearValue of $1,000Year return
    2005$1,000
    2006$1,381+38.1%
    2007$3,000+117.3%
    2008$1,485-50.5%
    2009$1,686+13.5%
    2010$1,399-17.0%
    2011$903-35.5%
    2012$881-2.4%
    2013$1,604+82.0%
    2014$810-49.5%
    2015$525-35.2%
    2016$365-30.6%
    2017$491+34.8%
    2018$384-21.9%
    2019$375-2.2%
    2020$233-38.0%
    2021$547+134.8%
    2022$646+18.2%
    2023$549-15.0%
    2024$395-28.1%
    2025$341-13.7%
    2026$548+61.0%

    Best and worst month-end to buy

    The best single month-end close to have bought DSX was 2020-05 ($0.79): $1,000 then is $3,338 today. The worst was 2007-10 ($19.32): $1,000 then is $137.

    FAQ

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

    A $1,000 investment in Diana Shipping inc. (DSX) at the start of 2005 would be worth about $458 today, a total return of -54.2%. Dividends are reinvested in these figures.

    What were the best and worst years for DSX?

    Diana Shipping inc. (DSX)'s strongest calendar year since 2005 was 2021, a +134.8% return — $1,000 held through that year became about $2,348 by year-end. Its weakest year was 2008, at -50.5%.

    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 DSX have grown?

    Investing $100 at the end of every month since 2005-03 would have grown to about $23,278 on $25,800 invested.

    Did DSX beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $6,529. DSX trailed the S&P 500 by +93.0% 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

    Diana Shipping inc. (DSX) historical total-return data from 2005-03 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.