Conversations With Tyler

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,