What if you'd held W?
A $1,000 investment in Wayfair Inc. Class A (W) at the month-end close of 2014-10 would be worth $3,961 at the close of 2026-09 — +296.1% total return, dividends reinvested. The same $1,000 in the S&P 500, dividends reinvested, would be worth $4,701.
Your scenario
Result
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 2026-09, dividends included.
Every year, $1,000 from 2014
| Year | Value of $1,000 | Year return |
|---|---|---|
| 2014 | $1,000 | — |
| 2015 | $2,399 | +139.9% |
| 2016 | $1,766 | -26.4% |
| 2017 | $4,044 | +129.0% |
| 2018 | $4,538 | +12.2% |
| 2019 | $4,553 | +0.3% |
| 2020 | $11,376 | +149.9% |
| 2021 | $9,570 | -15.9% |
| 2022 | $1,657 | -82.7% |
| 2023 | $3,108 | +87.6% |
| 2024 | $2,233 | -28.2% |
| 2025 | $5,058 | +126.6% |
| 2026 | $5,009 | -1.0% |
Best and worst month-end to buy
The best single month-end close to have bought W was 2015-01 ($19.56): $1,000 then is $5,083 today. The worst was 2021-06 ($316): $1,000 then is $315.
FAQ
What would $1,000 in W be worth today?
A $1,000 investment in Wayfair Inc. Class A (W) at the start of 2014 would be worth about $3,961 today, a total return of +296.1%. Dividends are reinvested in these figures.
What were the best and worst years for W?
Wayfair Inc. Class A (W)'s strongest calendar year since 2014 was 2020, a +149.9% return — $1,000 held through that year became about $2,499 by year-end. Its weakest year was 2022, at -82.7%.
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 W have grown?
Investing $100 at the end of every month since 2014-10 would have grown to about $23,986 on $14,400 invested.
Did W beat the S&P 500?
Over the same period, $1,000 in the S&P 500 with dividends reinvested (the S&P 500 Total Return index) would be worth $4,701. W trailed the S&P 500 by +15.7% 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
Wayfair Inc. Class A (W) historical total-return data from 2014-10 to 2026-09, reduced to month-end closes for the tables above.
Returns use adjusted close prices — adjusted for stock splits and reinvested dividends, the same convention used by major brokerages. End-of-day and live prices come from EODHD; parts of the deep historical series are carried over from Yahoo Finance data. 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 (EODHD): 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.
What if you'd held…
Data: adjusted close prices via EODHD and Yahoo Finance. As of 2026-09-04. Not financial advice.