Wall Street RegretsThe regret calculator.

What if you'd held IHRT?

A $1,000 investment in iHeartMedia, Inc. (IHRT) at the month-end close of 2019-07 would be worth $208 at the close of 2026-08 — -79.2% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $2,586.

$1,000 since 2019$208Total return-79.2%Multiple0.21×CAGR-19.9%

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$208Gain+$-792 (-79.2%)Multiple0.2×CAGR-19.9%

    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.

    2019$2082020$1842021$2402022$1482023$5072024$1,1652025$1,5712026$748

    Every year, $1,000 from 2019

    YearValue of $1,000Year return
    2019$1,000
    2020$768-23.2%
    2021$1,245+62.1%
    2022$363-70.9%
    2023$158-56.4%
    2024$117-25.8%
    2025$246+110.1%
    2026$184-25.2%

    Best and worst month-end to buy

    The best single month-end close to have bought IHRT was 2024-05 ($0.93): $1,000 then is $3,359 today. The worst was 2021-06 ($26.93): $1,000 then is $115.

    FAQ

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

    A $1,000 investment in iHeartMedia, Inc. (IHRT) at the start of 2019 would be worth about $208 today, a total return of -79.2%. Dividends are reinvested in these figures.

    What were the best and worst years for IHRT?

    iHeartMedia, Inc. (IHRT)'s strongest calendar year since 2019 was 2025, a +110.1% return — $1,000 held through that year became about $2,101 by year-end. Its weakest year was 2022, at -70.9%.

    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 IHRT have grown?

    Investing $100 at the end of every month since 2019-07 would have grown to about $6,889 on $8,600 invested.

    Did IHRT beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $2,586. IHRT trailed the S&P 500 by +92.0% 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

    iHeartMedia, Inc. (IHRT) historical total-return data from 2019-07 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.