Wall Street RegretsThe regret calculator.

What if you'd held IYY?

A $1,000 investment in iShares Dow Jones U.S. ETF (IYY) at the month-end close of 2000-06 would be worth $8,404 at the close of 2026-09 — +740.4% total return, dividends reinvested. The same $1,000 in the S&P 500, dividends reinvested, would be worth $8,534.

$1,000 since 2000$8,404Total return+740.4%Multiple8.4×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$8,404Gain+$7,404 (+740.4%)Multiple8.4×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 2026-09, dividends included.

    2000$8,4042001$9,1512002$10,3972003$13,3952004$10,2432005$9,1562006$8,6382007$7,4922008$7,0822009$11,2582010$8,7762011$7,5342012$7,4472013$6,4142014$4,8362015$4,2842016$4,2682017$3,8102018$3,1402019$3,3122020$2,5322021$2,1082022$1,6682023$2,0752024$1,6402025$1,3212026$1,128

    Every year, $1,000 from 2000

    YearValue of $1,000Year return
    2000$1,000
    2001$880-12.0%
    2002$683-22.4%
    2003$893+30.8%
    2004$1,000+11.9%
    2005$1,059+6.0%
    2006$1,222+15.3%
    2007$1,292+5.8%
    2008$813-37.1%
    2009$1,043+28.3%
    2010$1,215+16.5%
    2011$1,229+1.2%
    2012$1,427+16.1%
    2013$1,892+32.6%
    2014$2,136+12.9%
    2015$2,144+0.4%
    2016$2,402+12.0%
    2017$2,914+21.3%
    2018$2,763-5.2%
    2019$3,614+30.8%
    2020$4,340+20.1%
    2021$5,485+26.4%
    2022$4,411-19.6%
    2023$5,579+26.5%
    2024$6,927+24.2%
    2025$8,110+17.1%
    2026$9,151+12.8%

    Best and worst month-end to buy

    The best single month-end close to have bought IYY was 2002-09 ($12.82): $1,000 then is $14,534 today. The worst was 2026-08 ($187): $1,000 then is $997.

    FAQ

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

    A $1,000 investment in iShares Dow Jones U.S. ETF (IYY) at the start of 2000 would be worth about $8,404 today, a total return of +740.4%. Dividends are reinvested in these figures.

    What were the best and worst years for IYY?

    iShares Dow Jones U.S. ETF (IYY)'s strongest calendar year since 2000 was 2013, a +32.6% return — $1,000 held through that year became about $1,326 by year-end. Its weakest year was 2008, at -37.1%.

    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 IYY have grown?

    Investing $100 at the end of every month since 2000-06 would have grown to about $185,927 on $31,600 invested.

    Did IYY 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 $8,534. IYY trailed the S&P 500 by +1.5% 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 Dow Jones U.S. ETF (IYY) historical total-return data from 2000-06 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 2026-09-02. Not financial advice.