Wall Street RegretsThe regret calculator.

What if you'd held OEF?

A $1,000 investment in iShares S&P 100 Fund (OEF) at the month-end close of 2000-10 would be worth $8,039 at the close of 2026-08 — +703.9% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $5,392.

$1,000 since 2000$8,039Total return+703.9%Multiple8.0×CAGR+8.4%

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$8,039Gain+$7,039 (+703.9%)Multiple8.0×CAGR+8.4%

    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$8,0392001$8,6872002$10,0732003$13,1272004$10,4092005$9,7832006$9,7302007$8,2192008$7,7632009$12,0342010$9,8542011$8,7612012$8,5242013$7,3532014$5,6542015$5,0222016$4,9052017$4,4072018$3,6182019$3,7752020$2,8632021$2,3622022$1,8282023$2,3152024$1,7442025$1,3342026$1,114

    Every year, $1,000 from 2000

    YearValue of $1,000Year return
    2000$1,000
    2001$862-13.8%
    2002$662-23.3%
    2003$835+26.1%
    2004$888+6.4%
    2005$893+0.5%
    2006$1,057+18.4%
    2007$1,119+5.9%
    2008$722-35.5%
    2009$882+22.1%
    2010$992+12.5%
    2011$1,019+2.8%
    2012$1,181+15.9%
    2013$1,537+30.1%
    2014$1,730+12.6%
    2015$1,771+2.4%
    2016$1,971+11.3%
    2017$2,401+21.8%
    2018$2,301-4.2%
    2019$3,035+31.9%
    2020$3,678+21.2%
    2021$4,751+29.2%
    2022$3,753-21.0%
    2023$4,980+32.7%
    2024$6,511+30.7%
    2025$7,800+19.8%
    2026$8,687+11.4%

    Best and worst month-end to buy

    The best single month-end close to have bought OEF was 2009-02 ($25.63): $1,000 then is $14,832 today. The worst was 2026-08 ($380): $1,000 then is $1,000.

    FAQ

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

    A $1,000 investment in iShares S&P 100 Fund (OEF) at the start of 2000 would be worth about $8,039 today, a total return of +703.9%. Dividends are reinvested in these figures.

    What were the best and worst years for OEF?

    iShares S&P 100 Fund (OEF)'s strongest calendar year since 2000 was 2023, a +32.7% return — $1,000 held through that year became about $1,327 by year-end. Its weakest year was 2008, at -35.5%.

    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 OEF have grown?

    Investing $100 at the end of every month since 2000-10 would have grown to about $197,742 on $31,100 invested.

    Did OEF beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $5,392. OEF beat the S&P 500 by +49.1% 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

    iShares S&P 100 Fund (OEF) historical total-return data from 2000-10 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.