Wall Street RegretsThe regret calculator.

What if you'd held CCO?

A $1,000 investment in Clear Channel Outdoor Holdings, Inc. (CCO) at the month-end close of 2005-11 would be worth $439 at the close of 2026-08 — -56.1% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $6,169.

$1,000 since 2005$439Total return-56.1%Multiple0.44×CAGR-3.9%

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$439Gain+$-561 (-56.1%)Multiple0.4×CAGR-3.9%

    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.

    2005$4392006$4442007$3192008$3222009$1,4492010$8582011$6352012$7102013$7322014$4762015$4262016$8072017$5792018$5242019$4572020$8292021$1,4362022$7162023$2,2572024$1,3022025$1,7302026$1,072

    Every year, $1,000 from 2005

    YearValue of $1,000Year return
    2005$1,000
    2006$1,392+39.2%
    2007$1,380-0.9%
    2008$307-77.8%
    2009$518+68.9%
    2010$700+35.1%
    2011$626-10.6%
    2012$607-3.0%
    2013$934+53.8%
    2014$1,043+11.7%
    2015$551-47.2%
    2016$767+39.3%
    2017$848+10.5%
    2018$973+14.8%
    2019$536-44.9%
    2020$309-42.3%
    2021$621+100.6%
    2022$197-68.3%
    2023$341+73.3%
    2024$257-24.7%
    2025$414+61.3%
    2026$444+7.2%

    Best and worst month-end to buy

    The best single month-end close to have bought CCO was 2020-03 ($0.64): $1,000 then is $3,703 today. The worst was 2007-05 ($7.73): $1,000 then is $307.

    FAQ

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

    A $1,000 investment in Clear Channel Outdoor Holdings, Inc. (CCO) at the start of 2005 would be worth about $439 today, a total return of -56.1%. Dividends are reinvested in these figures.

    What were the best and worst years for CCO?

    Clear Channel Outdoor Holdings, Inc. (CCO)'s strongest calendar year since 2005 was 2021, a +100.6% return — $1,000 held through that year became about $2,006 by year-end. Its weakest year was 2008, at -77.8%.

    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 CCO have grown?

    Investing $100 at the end of every month since 2005-11 would have grown to about $23,797 on $25,000 invested.

    Did CCO beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $6,169. CCO trailed the S&P 500 by +92.9% 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

    Clear Channel Outdoor Holdings, Inc. (CCO) historical total-return data from 2005-11 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.