Wall Street RegretsThe regret calculator.

What if you'd held TSI?

A $1,000 investment in TCW Strategic Income Fund, Inc. (TSI) at the month-end close of 1987-02 would be worth $16,566 at the close of 2026-08 — +1556.6% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $27,122.

$1,000 since 1987$16,566Total return+1556.6%Multiple16.6×CAGR+7.4%

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$16,566Gain+$15,566 (+1556.6%)Multiple16.6×CAGR+7.4%

    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$4,5542001$3,3642002$3,7172003$6,7642004$5,3932005$4,7822006$5,0402007$4,2872008$5,3932009$5,7542010$3,5692011$2,6512012$2,3872013$1,9522014$1,8252015$1,7272016$1,6962017$1,5912018$1,3672019$1,4212020$1,2132021$1,1692022$1,0812023$1,2402024$1,1572025$1,0202026$930

    Every year, $1,000 from 1987

    YearValue of $1,000Year return
    1987$1,000
    1988$1,249+24.9%
    1989$1,508+20.8%
    1990$1,443-4.3%
    1991$2,038+41.2%
    1992$2,330+14.3%
    1993$2,665+14.4%
    1994$2,400-9.9%
    1995$3,195+33.1%
    1996$3,578+12.0%
    1997$4,038+12.8%
    1998$4,481+11.0%
    1999$5,211+16.3%
    2000$7,054+35.4%
    2001$6,384-9.5%
    2002$3,508-45.0%
    2003$4,400+25.4%
    2004$4,962+12.8%
    2005$4,708-5.1%
    2006$5,535+17.6%
    2007$4,400-20.5%
    2008$4,124-6.3%
    2009$6,649+61.2%
    2010$8,951+34.6%
    2011$9,941+11.1%
    2012$12,157+22.3%
    2013$13,000+6.9%
    2014$13,741+5.7%
    2015$13,989+1.8%
    2016$14,914+6.6%
    2017$17,362+16.4%
    2018$16,697-3.8%
    2019$19,562+17.2%
    2020$20,303+3.8%
    2021$21,946+8.1%
    2022$19,141-12.8%
    2023$20,503+7.1%
    2024$23,265+13.5%
    2025$25,524+9.7%
    2026$23,730-7.0%

    Best and worst month-end to buy

    The best single month-end close to have bought TSI was 1987-11 ($0.18): $1,000 then is $24,802 today. The worst was 2025-12 ($4.72): $1,000 then is $930.

    FAQ

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

    A $1,000 investment in TCW Strategic Income Fund, Inc. (TSI) at the start of 1987 would be worth about $16,566 today, a total return of +1556.6%. Dividends are reinvested in these figures.

    What were the best and worst years for TSI?

    TCW Strategic Income Fund, Inc. (TSI)'s strongest calendar year since 1987 was 2009, a +61.2% return — $1,000 held through that year became about $1,612 by year-end. Its weakest year was 2002, at -45.0%.

    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 TSI have grown?

    Investing $100 at the end of every month since 1987-02 would have grown to about $264,996 on $47,500 invested.

    Did TSI beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $27,122. TSI trailed the S&P 500 by +38.9% 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

    TCW Strategic Income Fund, Inc. (TSI) historical total-return data from 1987-02 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.