Wall Street RegretsThe regret calculator.

What if you'd held OBT?

A $1,000 investment in Orange County Bancorp, Inc. (OBT) at the month-end close of 2003-10 would be worth $5,842 at the close of 2026-08 — +484.2% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $7,336.

$1,000 since 2003$5,842Total return+484.2%Multiple5.8×CAGR+8.0%

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$5,842Gain+$4,842 (+484.2%)Multiple5.8×CAGR+8.0%

    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.

    2003$5,8422004$5,6502005$5,1982006$4,7652007$5,2492008$5,1982009$5,8692010$6,3752011$6,1972012$5,9722013$5,4462014$5,3462015$4,6312016$4,0672017$4,1072018$3,2962019$3,3402020$2,9762021$3,1142022$2,0602023$1,7422024$1,3182025$1,4032026$1,336

    Every year, $1,000 from 2003

    YearValue of $1,000Year return
    2003$1,000
    2004$1,087+8.7%
    2005$1,186+9.1%
    2006$1,076-9.2%
    2007$1,087+1.0%
    2008$963-11.4%
    2009$886-7.9%
    2010$912+2.9%
    2011$946+3.8%
    2012$1,037+9.7%
    2013$1,057+1.9%
    2014$1,220+15.4%
    2015$1,389+13.9%
    2016$1,376-1.0%
    2017$1,714+24.6%
    2018$1,692-1.3%
    2019$1,898+12.2%
    2020$1,814-4.4%
    2021$2,743+51.2%
    2022$3,244+18.3%
    2023$4,286+32.1%
    2024$4,025-6.1%
    2025$4,228+5.0%
    2026$5,650+33.6%

    Best and worst month-end to buy

    The best single month-end close to have bought OBT was 2009-11 ($5.59): $1,000 then is $6,751 today. The worst was 2026-07 ($37.77): $1,000 then is $999.

    FAQ

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

    A $1,000 investment in Orange County Bancorp, Inc. (OBT) at the start of 2003 would be worth about $5,842 today, a total return of +484.2%. Dividends are reinvested in these figures.

    What were the best and worst years for OBT?

    Orange County Bancorp, Inc. (OBT)'s strongest calendar year since 2003 was 2021, a +51.2% return — $1,000 held through that year became about $1,512 by year-end. Its weakest year was 2008, at -11.4%.

    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 OBT have grown?

    Investing $100 at the end of every month since 2003-10 would have grown to about $112,682 on $27,500 invested.

    Did OBT beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $7,336. OBT trailed the S&P 500 by +20.4% 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

    Orange County Bancorp, Inc. (OBT) historical total-return data from 2003-10 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.