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Hirdesh Matai · Feb 13, 2026

Jeff Bezos: How Amazon almost died, and didn't.

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Hirdesh Matai · Hirdesh Matai

At six dollars a share, the world had already written the obituary.

Amazon was down 95%.

Employees were panicking.

Analysts renamed it “Amazon dot bomb.”

But Jeff Bezos didn’t leave the building.

In this episode of Bedtime Profit Tales, Hirdesh Matai and Sir Humphrey Huffington break down the real moves that built the Amazon empire:

• The Regret Minimization decision that started it all

• The parents’ money that created cultural discipline

• The negative working capital “money trick” that saved the company

• AWS, Prime, and Marketplace — three bets Wall Street called insane

• The $200B AI gamble that proves history repeats

This is a strategic dissection of infrastructure, leverage, and long-game thinking.

If you’re building a D2C brand or an empire... this is required listening.

Every second Thursday.

Welcome to Bedtime Profit Tales.

Listen Today On Spotify & Apple watch

Read the original on hirdeshmatai.substack.com

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