Wall Street RegretsThe regret calculator.

What if you'd held WTFC?

A $1,000 investment in Wintrust Financial Corporation (WTFC) at the month-end close of 1998-04 would be worth $15,559 at the close of 2026-08 — +1455.9% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $6,933.

$1,000 since 1998$15,559Total return+1455.9%Multiple15.6×CAGR+10.2%

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$15,559Gain+$14,559 (+1455.9%)Multiple15.6×CAGR+10.2%

    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$19,7692001$18,8232002$9,7592003$6,3182004$4,3662005$3,4432006$3,5562007$4,0432008$5,8182009$9,2422010$6,0802011$5,6362012$6,5982013$5,0172014$3,9732015$3,8842016$3,7102017$2,4562018$2,1482019$2,6372020$2,4382021$2,7642022$1,8292023$1,9362024$1,7292025$1,2632026$1,109

    Every year, $1,000 from 1998

    YearValue of $1,000Year return
    1998$1,000
    1999$777-22.3%
    2000$816+5.0%
    2001$1,574+92.9%
    2002$2,430+54.5%
    2003$3,518+44.7%
    2004$4,460+26.8%
    2005$4,318-3.2%
    2006$3,798-12.1%
    2007$2,640-30.5%
    2008$1,662-37.0%
    2009$2,526+52.0%
    2010$2,725+7.9%
    2011$2,327-14.6%
    2012$3,061+31.5%
    2013$3,865+26.3%
    2014$3,954+2.3%
    2015$4,139+4.7%
    2016$6,252+51.1%
    2017$7,150+14.4%
    2018$5,823-18.6%
    2019$6,298+8.2%
    2020$5,557-11.8%
    2021$8,396+51.1%
    2022$7,931-5.5%
    2023$8,883+12.0%
    2024$12,154+36.8%
    2025$13,848+13.9%
    2026$15,356+10.9%

    Best and worst month-end to buy

    The best single month-end close to have bought WTFC was 2000-03 ($7.27): $1,000 then is $21,102 today. The worst was 2026-06 ($160): $1,000 then is $958.

    FAQ

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

    A $1,000 investment in Wintrust Financial Corporation (WTFC) at the start of 1998 would be worth about $15,559 today, a total return of +1455.9%. Dividends are reinvested in these figures.

    What were the best and worst years for WTFC?

    Wintrust Financial Corporation (WTFC)'s strongest calendar year since 1998 was 2001, a +92.9% return — $1,000 held through that year became about $1,929 by year-end. Its weakest year was 2008, at -37.0%.

    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 WTFC have grown?

    Investing $100 at the end of every month since 1998-04 would have grown to about $191,196 on $34,100 invested.

    Did WTFC beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $6,933. WTFC beat the S&P 500 by +124.4% 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

    Wintrust Financial Corporation (WTFC) historical total-return data from 1998-04 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.