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CAT’s worst drop since 1999 was 73%

Caterpillar Inc. (CAT) fell 73% from Jul 2007 to Mar 2009. It took 3.2 years from that peak to close at a new high, in Sep 2010. Over the same years the S&P 500 fell as much as 55%.

That drop ranks 488th deepest among the 986 stocks PortfolioAutopsy tracks.

−73.4%
Worst drop
Jul 2007 → Mar 2009
3.2 yrs
Back to the old high
new high Sep 2010
−68.4%
Worst 12 months
Feb 2008 → Mar 2009
4.2 yrs
Longest underwater
from Apr 1999
−27.3%
Now vs its high
as of 2026-10-13
+16.2%
Yearly return since 1999
dividends reinvested

Drawdown from the last high, 1999 to now

CATS&P 500 (SPY)
CAT drawdown from its last high since 19990%−20%−40%−60%200020052010201520202025−73% by Mar 2009

How CAT held up in each crash

CrashYearsCATS&P 500
Dot-com bust2000–02−42.6%−47.5%
Financial crisis2007–09−73.4%−55.2%
COVID crash2020−38.6%−33.7%
2022 rate shock2022−30.0%−24.5%

Each number is the deepest fall from a high inside that window, using daily prices with dividends reinvested.

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Questions

What was CAT’s maximum drawdown?

CAT’s deepest fall since 1999 was 73.4%, from its high on July 19, 2007 to its low on March 2, 2009. The figure uses daily prices with dividends reinvested.

How long did CAT take to recover?

3.2 years. CAT first closed above its Jul 2007 high again on September 24, 2010.

Was CAT riskier than the S&P 500?

Over the same years, CAT’s worst drop was 73.4% against 55.2% for the S&P 500 (SPY), and its worst 12 months were −68.4% against −47.4%.

Compare with

DE −73%MCD −74%TSLA −74%SNOW −73%JPM −74%KMI −73%DG −73%INTU −72%All tickers

Daily adjusted closes from Yahoo Finance, January 5, 1999 through October 13, 2026, dividends reinvested. Historical facts, not a forecast and not investment advice.

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