Investing · Modern investor letters

Jeff Bezos:Bold Rather Than Timid

Jeff Bezos《Amazon 1997 Letter to Shareholders》· It's All About the Long Term · Investing · Decision · Action · Growth · Learning

We will make bold rather than timid investment decisions where we see a sufficient probability of gaining market leadership advantages. Some of these investments will pay off, others will not, and we will have learned another valuable lesson in either case.

Source: https://ir.aboutamazon.com/annual-reports-proxies-and-shareholder-letters/default.aspx
Locator:1997 Letter to Shareholders, It's All About the Long Term · Verified:2026-10-19 · Verification:Short excerpt

Reading

Make bold bets when the odds of market leadership justify them; learn from both wins and losses.

Context

One of the management principles listed in the 1997 letter. Bezos is not urging blind risk-taking: when the odds justify it, timidity is itself a cost.

Today's question

What was your last bold bet, and what would you learn if it failed?

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