Wall Street RegretsThe regret calculator.

What if you'd held DBX?

A $1,000 investment in Dropbox, Inc. (DBX) at the month-end close of 2018-03 would be worth $1,088 at the close of 2026-08 — +8.8% total return, dividends reinvested. The same $1,000 in the S&P 500 would be worth $2,919.

$1,000 since 2018$1,088Total return+8.8%Multiple1.1×CAGR+1.0%

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$1,088Gain+$87.68 (+8.8%)Multiple1.1×CAGR+1.0%

    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.

    2018$1,0882019$1,6642020$1,8982021$1,5322022$1,3852023$1,5192024$1,1532025$1,1312026$1,223

    Every year, $1,000 from 2018

    YearValue of $1,000Year return
    2018$1,000
    2019$877-12.3%
    2020$1,086+23.9%
    2021$1,201+10.6%
    2022$1,095-8.8%
    2023$1,443+31.7%
    2024$1,470+1.9%
    2025$1,361-7.5%
    2026$1,664+22.3%

    Best and worst month-end to buy

    The best single month-end close to have bought DBX was 2020-01 ($17.02): $1,000 then is $1,997 today. The worst was 2026-08 ($33.99): $1,000 then is $1,000.

    FAQ

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

    A $1,000 investment in Dropbox, Inc. (DBX) at the start of 2018 would be worth about $1,088 today, a total return of +8.8%. Dividends are reinvested in these figures.

    What were the best and worst years for DBX?

    Dropbox, Inc. (DBX)'s strongest calendar year since 2018 was 2023, a +31.7% return — $1,000 held through that year became about $1,317 by year-end. Its weakest year was 2019, at -12.3%.

    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 DBX have grown?

    Investing $100 at the end of every month since 2018-03 would have grown to about $14,276 on $10,200 invested.

    Did DBX beat the S&P 500?

    Over the same period, $1,000 in the S&P 500 index would be worth $2,919. DBX trailed the S&P 500 by +62.7% 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

    Dropbox, Inc. (DBX) historical total-return data from 2018-03 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.