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 1998-12 would be worth $0.07 at the close of 2026-09 — -100.0% total return, dividends reinvested. The same $1,000 in the S&P 500, dividends reinvested, would be worth $10,358.

$1,000 since 1998$0.07Total return-100.0%Multiple0.00×CAGR-29.1%

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$0.07Gain+$-1,000 (-100.0%)Multiple0.0×CAGR-29.1%

    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 2026-09, dividends included.

    2000$0.072001$0.072002$0.072003$0.072004$6,2552005$5,7532006$5,2752007$5,8142008$5,7532009$6,5082010$7,0532011$6,8652012$6,6192013$6,0312014$5,9202015$5,1282016$4,3802017$4,2362018$3,3992019$3,4422020$3,0682021$3,2112022$2,1242023$1,7952024$1,3592025$1,4472026$1,377

    Every year, $1,000 from 1998

    YearValue of $1,000Year return
    1998$1,000
    2000$1,0000.0%
    2001$1,0000.0%
    2003$0.01-100.0%
    2004$0.01+8.7%
    2005$0.01+9.1%
    2006$0.01-9.3%
    2007$0.01+1.1%
    2008$0.01-11.6%
    2009$0.01-7.7%
    2010$0.01+2.7%
    2011$0.01+3.7%
    2012$0.01+9.7%
    2013$0.01+1.9%
    2014$0.01+15.4%
    2015$0.02+17.1%
    2016$0.02+3.4%
    2017$0.02+24.6%
    2018$0.02-1.2%
    2019$0.02+12.2%
    2020$0.02-4.4%
    2021$0.03+51.2%
    2022$0.04+18.3%
    2023$0.05+32.1%
    2024$0.05-6.1%
    2025$0.05+5.0%
    2026$0.07+37.7%

    Best and worst month-end to buy

    The best single month-end close to have bought OBT was 2009-11 ($5.17): $1,000 then is $7,489 today. The worst was 1998-12 ($538,392): $1,000 then is $0.07.

    FAQ

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

    A $1,000 investment in Orange County Bancorp, Inc. (OBT) at the start of 1998 would be worth about $0.07 today, a total return of -100.0%. 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 1998 was 2021, a +51.2% return — $1,000 held through that year became about $1,512 by year-end. Its weakest year was 2003, at -100.0%.

    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 OBT have grown?

    Investing $100 at the end of every month since 1998-12 would have grown to about $122,244 on $28,200 invested.

    Did OBT beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 with dividends reinvested (the S&P 500 Total Return index) would be worth $10,358. OBT trailed the S&P 500 by +100.0% 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

    Orange County Bancorp, Inc. (OBT) historical total-return data from 1998-12 to 2026-09, reduced to month-end closes for the tables above.

    Returns use adjusted close prices — adjusted for stock splits and reinvested dividends, the same convention used by major brokerages. End-of-day and live prices come from EODHD; parts of the deep historical series are carried over from Yahoo Finance data. 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 (EODHD): 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 EODHD and Yahoo Finance. As of 2026-09-04. Not financial advice.