Wall Street RegretsThe regret calculator.

What if you'd held OPY?

A $1,000 investment in Oppenheimer Holdings, Inc. Class A Common Stock (DE) (OPY) at the month-end close of 1982-10 would be worth $59,571 at the close of 2026-08 — +5857.1% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $57,643.

$1,000 since 1982$59,571Total return+5857.1%Multiple59.6×CAGR+9.8%

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$59,571Gain+$58,571 (+5857.1%)Multiple59.6×CAGR+9.8%

    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.

    2000$13,0102001$7,9262002$6,6522003$7,3402004$5,3982005$7,0672006$8,8742007$5,2322008$4,0852009$13,1942010$4,9902011$6,2202012$9,9282013$9,0012014$6,1262015$6,4092016$8,3942017$7,6112018$5,1532019$5,3262020$4,8682021$4,0432022$2,6482023$2,8542024$2,8792025$1,8312026$1,584

    Every year, $1,000 from 1982

    YearValue of $1,000Year return
    1982$1,000
    1983$1,579+57.9%
    1984$842-46.7%
    1985$921+9.4%
    1986$1,527+65.7%
    1987$631-58.6%
    1988$553-12.5%
    1989$605+9.5%
    1990$500-17.3%
    1991$2,895+478.6%
    1992$2,737-5.5%
    1993$3,579+30.8%
    1994$2,665-25.5%
    1995$3,944+48.0%
    1996$6,245+58.4%
    1997$7,614+21.9%
    1998$7,763+2.0%
    1999$6,746-13.1%
    2000$11,073+64.1%
    2001$13,194+19.2%
    2002$11,958-9.4%
    2003$16,261+36.0%
    2004$12,420-23.6%
    2005$9,891-20.4%
    2006$16,776+69.6%
    2007$21,488+28.1%
    2008$6,652-69.0%
    2009$17,591+164.4%
    2010$14,111-19.8%
    2011$8,841-37.3%
    2012$9,752+10.3%
    2013$14,327+46.9%
    2014$13,695-4.4%
    2015$10,456-23.6%
    2016$11,532+10.3%
    2017$17,033+47.7%
    2018$16,481-3.2%
    2019$18,029+9.4%
    2020$21,709+20.4%
    2021$33,147+52.7%
    2022$30,756-7.2%
    2023$30,483-0.9%
    2024$47,949+57.3%
    2025$55,407+15.6%
    2026$87,772+58.4%

    Best and worst month-end to buy

    The best single month-end close to have bought OPY was 1990-11 ($0.61): $1,000 then is $185,407 today. The worst was 2026-04 ($114): $1,000 then is $998.

    FAQ

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

    A $1,000 investment in Oppenheimer Holdings, Inc. Class A Common Stock (DE) (OPY) at the start of 1982 would be worth about $59,571 today, a total return of +5857.1%. Dividends are reinvested in these figures.

    What were the best and worst years for OPY?

    Oppenheimer Holdings, Inc. Class A Common Stock (DE) (OPY)'s strongest calendar year since 1982 was 1991, a +478.6% return — $1,000 held through that year became about $5,786 by year-end. Its weakest year was 2008, at -69.0%.

    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 OPY have grown?

    Investing $100 at the end of every month since 1982-10 would have grown to about $1.5M on $52,700 invested.

    Did OPY beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $57,643. OPY beat the S&P 500 by +3.3% 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

    Oppenheimer Holdings, Inc. Class A Common Stock (DE) (OPY) historical total-return data from 1982-10 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.