
The playbook for leaders making big bets in the AI era. Get actionable frameworks from former Amazon exec John Rossman to pursue market-shaping ambitions and make high-stakes decisions with confidence. Author of "Big Bet Leadership" & "The Amazon Way"
| Platform | Pricing | Freemium | Publishes | Weekly | |
|---|---|---|---|---|---|
| Issues | 187 | Founded | 5 years ago | Last Issue | 3 days ago |
| Active | |||||

The greatest danger in times of turbulence is not the turbulence; it is to act with yesterday’s logic. — Peter Drucker
Every headline and article from Andy Jassy’s conversation with Ben Horowitz on the a16z Podcast is about one number. Ama...
Amateurs talk about strategy. Professionals talk about logistics.
- attributed to General Omar Bradley
I have seen this presentation too many times. Here’s our plan: revenue, key outputs, resources, budgets. A slide with the objective...
Much of what we call management consists of making it difficult for people to get their work done. — Peter Drucker
Jeff Bezos, mid-lecture, to another Amazon exeuctive and myself. I have repeated the line in more status meetings than I can...
The first principle is that you must not fool yourself, and you are the easiest person to fool. — Richard Feynman
Every strategy offsite has the slide. Core Competencies. Six bullets, sometimes seven. World-class supply chain. Deep custo...
There is nothing more difficult to take in hand, more perilous to conduct, or more uncertain in its success, than to take the lead in the introduction of a new order of things. — Niccolò Machiavelli
A friend of mine has spent decades tryin...
Subscribers, engagement, traffic and sponsorship for The Digital Leader: A Big Bets Briefing on Strategy and AI.
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The writers behind this newsletter.
John Rossman is the leading authority on high-stakes decision-making in the AI-driven era. An early Amazon exec who launched the Marketplace, author of Big Bet Leadership & The Amazon Way. He delivers his frameworks as a keynote speaker and advisor.
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