Author, Keynote Speaker, Advisor -- Big Bet Leadership & The Amazon Way/ ex- @Amazon/ https:https://nitter.cf/t.co/C8Lrsl5Snc
Bellevue, WA
Joined November 2010
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Want to lead like Amazon? My new book Big Bet Leadership reveals battle-tested strategies for digital transformation & competitive edge. Grab it now! 📈 Follow@johnrossman
bookjohnrossman.com
#Leadership, #DigitalTransformation #BusinessStrategy
The Best AI Model Won't Matter. Here's What Will, by @johnerossman open.substack.com/pub/thedig…
The Equation Just Broke: What Block’s AI Restructuring Means for Every Company & Industry. Highlights from A16Z Podcast., by @johnerossman open.substack.com/pub/thedig…
Someone Is Building a Platform to Control Your Industry. Should it be You?, by @johnerossman open.substack.com/pub/thedig…
Someone Is Building a Platform to Control Your Industry. Should it be You?, by @johnerossman open.substack.com/pub/thedig…
Nike: Named for Victory, Cut Down by Data-Driven Strategy—When Metrics Replace Judgment, by @johnerossman open.substack.com/pub/thedig…
Make AI Fluency a KPI for every senior leader.
Most AI efforts fail because fluency isn't valued.
This top-down mandate is how you stop treating AI as a hobby and turn it into a competitive weapon.
Your leadership is blocking AI success. 📢
Stop automating symptoms and start with these 4 frameworks:
1) AI Fluency KPI
2) Speed Over Perfection
3) Aim for Predictability
4) Reimagine Everything.
This is how you win.
The key is to build organizational discipline.
Subscribe to The Digital Leader: A Big Bets Briefing on Strategy and AI: thedigitalleader.substack.co…
A bookstore became a $2.4T empire. It mastered the Big Bet Leadership System™.
No luck. Only engineered bets using: → Regret Minimization → Other People's Work (Marketplace) → Customer Obsession (Prime)
Learn the full system.
Get the complete blueprints for de-risking big moves and turning suicidal bets into success.
Subscribe free to The Big Bet Briefing: thedigitalleader.substack.co…
Target needs a bold AI turnaround. Not fixing the past—building the future.
3 Bets:
✅ Associate Copilot
✅ Autonomous Engine
✅ Hyperlocal Moat Smart leaders use tech to execute.
Learn the frameworks for designing your clean, bold turnaround strategy.
Subscribe to The Digital Leader: A Big Bets Briefing on Strategy and AI: thedigitalleader.substack.co…
Target got stuck in No-Man's-Land.
Not cheap, not best.
Value collapsed due to:
- Broken Promise
- Losing the Price War
- Missing the Future (omnichannel retail)
Get caught in the middle, lose every time.
Avoid these terminal strategic mistakes.
Subscribe to The Digital Leader: A Big Bets Briefing on Strategy and AI: thedigitalleader.substack.co…
Chaos should make you stronger. Build an anti-fragile business.
It needs: obsession, precision, innovation, and Big Bets.
I led one at Amazon. The greatest risk now? Making no move at all.
Get the exclusive frameworks I use with C-suite leaders on de-risking AI and making critical bets.
Subscribe to my weekly newsletter: thedigitalleader.substack.co…
Eli Lilly’s $1B quantum deal is a masterclass, not a gamble. The Quantum Gambit has 3 hallmarks:
💡 Asymmetrical Payoff
💡 Strategic Optionality
💡 Solves a Clear Problem (drug discovery)
Learn the design for calculated, high-stakes bets:
Learn to apply these powerful frameworks to your own strategy.
Subscribe to The Digital Leader: A Big Bets Briefing on Strategy and AI: thedigitalleader.substack.co…
A bookstore became a $2.4T empire.
It mastered the Big Bet Leadership System™.
No luck.
Only engineered bets: → Regret Minimization → Other People's Work (Marketplace) → Customer Obsession (Prime)
Learn the full system:
Get the complete blueprints for de-risking big moves and turning suicidal bets into success.
Subscribe free to The Big Bet Briefing: 📩 thedigitalleader.substack.co…