What if you'd held TREE?
A $1,000 investment in LendingTree, Inc. (TREE) at the month-end close of 2008-08 would be worth $3,959 at the close of 2026-09 — +295.9% total return, dividends reinvested. The same $1,000 in the S&P 500, dividends reinvested, would be worth $8,465.
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 2008
| Year | Value of $1,000 | Year return |
|---|---|---|
| 2008 | $1,000 | — |
| 2009 | $3,518 | +251.8% |
| 2010 | $3,637 | +3.4% |
| 2011 | $2,151 | -40.9% |
| 2012 | $7,359 | +242.1% |
| 2013 | $13,404 | +82.1% |
| 2014 | $19,731 | +47.2% |
| 2015 | $36,441 | +84.7% |
| 2016 | $41,367 | +13.5% |
| 2017 | $138,959 | +235.9% |
| 2018 | $89,620 | -35.5% |
| 2019 | $123,853 | +38.2% |
| 2020 | $111,751 | -9.8% |
| 2021 | $50,041 | -55.2% |
| 2022 | $8,706 | -82.6% |
| 2023 | $12,376 | +42.1% |
| 2024 | $15,816 | +27.8% |
| 2025 | $21,669 | +37.0% |
| 2026 | $11,571 | -46.6% |
Best and worst month-end to buy
The best single month-end close to have bought TREE was 2008-11 ($1.72): $1,000 then is $16,483 today. The worst was 2019-06 ($420): $1,000 then is $67.50.
FAQ
What would $1,000 in TREE be worth today?
A $1,000 investment in LendingTree, Inc. (TREE) at the start of 2008 would be worth about $3,959 today, a total return of +295.9%. Dividends are reinvested in these figures.
What were the best and worst years for TREE?
LendingTree, Inc. (TREE)'s strongest calendar year since 2008 was 2009, a +251.8% return — $1,000 held through that year became about $3,518 by year-end. Its weakest year was 2022, at -82.6%.
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 TREE have grown?
Investing $100 at the end of every month since 2008-08 would have grown to about $33,688 on $21,800 invested.
Did TREE 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 $8,465. TREE trailed the S&P 500 by +53.2% 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
LendingTree, Inc. (TREE) historical total-return data from 2008-08 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.