
Stanley McChrystal on the Military, Leadership, and Risk
Get every episode summarized
Each time Conversations with Tyler publishes, we email you a written briefing from the transcript — the topics, who appeared, and any specific claims, with the ad reads skipped.
Email me new episodesFree for 3 shows. No card needed.
About this episode
Stan McChrystal has spent a long career considering questions of risk, leadership, and the role of America's military, having risen through the Army's ranks ultimately to take command of all US and NATO forces in Afghanistan, a force representing 150,000 troops from 45 countries. Retiring as a four-star general in 2010, he has gone on to lecture at Yale and launched the McChrystal Group, where he taps that experience to help organizations build stronger teams and devise winning strategies. His latest book, which he tells Tyler will be his last, is called Risk: A User's Guide.
He joined Tyler to discuss whether we've gotten better or worse at analyzing risk, the dangerous urge among policymakers to oversimplify the past, why being a good military commander is about more than winning battlefield victories, why we're underestimating the risk that China will invade Taiwan, how to maintain a long view of history, what set Henry Kissinger apart, the usefulness of war games, how well we understand China and Russia, why there haven't been any major attacks on US soil since 9/11, the danger of a "soldier class" in America, his take on wokeness and the military, what's needed to have women as truly senior commanders in the armed forces, why officers with bad experiences should still be considered for promotion, how to address extremists in the military, why he supports a draft, the most interesting class he took at West Point, how to care for disabled veterans, his advice to enlisted soldiers on writing a will, the most emotionally difficult part and greatest joys of his military career, the prospect of drone assassinations, what he eats for his only meal of the day, why he's done writing books, and more.
Read a full transcript enhanced with helpful links, or watch the full video.
Recorded October 6th, 2021
Other ways to connect
- Follow us on Twitter and Instagram
- Follow Tyler on Twitter
- Follow Stanley on Twitter
- Email us: [email protected]
- Subscribe at our newsletter page to have the latest Conversations with Tyler news sent straight to your inbox.
Thumbnail photo credit: Leading Authorities, Inc.
Get every episode summarized
Each time Conversations with Tyler publishes, we email you a written briefing from the transcript — the topics, who appeared, and any specific claims, with the ad reads skipped.
Email me new episodesFree for 3 shows. No card needed.
Know when Stan McChrystal turns up
Follow Stan McChrystal and once a week we email you every new episode they appeared on — including guest spots the show notes never mention, because we read the transcript.
Follow Stan McChrystalFree. Pick your own day and time.
Hosts & guests
No transcript yet
This episode has not been transcribed. Request it and it moves to the front of the queue.
More episodes
More from Conversations with Tyler

Luis Garicano on Spain, Europe, and the Future of Work
Conversations with Tyler

Gita Gopinath on Trade, Currencies, and Economic Transformation
Conversations with Tyler

Annie Lowrey on the Time Tax, Fraud, and Rationing by Paperwork
Conversations with Tyler

Jared Diamond on Leaders, Luck, and Irreplaceability
Conversations with Tyler