EPISODE · Jul 6, 2026 · 36 MIN
How to Lead in the Age of AI | Jack Swift
from Midlife Remix · host Midlife Remix
What happens to humans in the age of AI? Steven Miyao welcomes back Jack Swift — a West Point graduate and former Army Ranger who became an executive at Janus Henderson and then CEO of the AI fintech Tiffin — to discuss his new book, Level 7 Leadership. Jack explains why leaders must shift from knowing to sensing, why "I don't know" and "I made a mistake" are the two most powerful phrases an executive can say, and why AI amplifies whatever a leader brings — clarity or chaos. From breathing resets and meditation to moving beyond servant leadership, this conversation is a practical and spiritual guide to leading (and living) on your terms in the age of AI.Chapters00:00 AI amplifies what the leader brings01:36 Welcome back, Jack Swift02:13 Why Jack wrote Level 7 Leadership06:15 From knowing to sensing: the new leadership operating system09:51 What is sensing? Feelings vs. thoughts12:31 Why feelings are faster (and truer) than thoughts16:33 Daily practices: meditation, nature, and the 30-second reset19:59 Beyond servant leadership22:45 Dispersed leadership: everyone leads at the edges25:29 From practical frameworks to spiritual territory28:50 Ancient practices, Taoism, and aligning with nature31:30 "If I do what I love, I can't make money" — the old framework35:12 Two things to start doing tomorrow36:35 Closing#MidlifeRemix #StevenMiyao #JackSwift #Level7Leadership #AILeadership #FutureOfWork #Leadership #AgeOfAI
What this episode covers
What happens to humans in the age of AI? Steven Miyao welcomes back Jack Swift — a West Point graduate and former Army Ranger who became an executive at Janus Henderson and then CEO of the AI fintech Tiffin — to discuss his new book, Level 7 Leadership. Jack explains why leaders must shift from knowing to sensing, why "I don't know" and "I made a mistake" are the two most powerful phrases an executive can say, and why AI amplifies whatever a leader brings — clarity or chaos. From breathing resets and meditation to moving beyond servant leadership, this conversation is a practical and spiritual guide to leading (and living) on your terms in the age of AI.Chapters00:00 AI amplifies what the leader brings01:36 Welcome back, Jack Swift02:13 Why Jack wrote Level 7 Leadership06:15 From knowing to sensing: the new leadership operating system09:51 What is sensing? Feelings vs. thoughts12:31 Why feelings are faster (and truer) than thoughts16:33 Daily practices: meditation, nature, and the 30-second reset19:59 Beyond servant leadership22:45 Dispersed leadership: everyone leads at the edges25:29 From practical frameworks to spiritual territory28:50 Ancient practices, Taoism, and aligning with nature31:30 "If I do what I love, I can't make money" — the old framework35:12 Two things to start doing tomorrow36:35 Closing#MidlifeRemix #StevenMiyao #JackSwift #Level7Leadership #AILeadership #FutureOfWork #Leadership #AgeOfAI
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How to Lead in the Age of AI | Jack Swift
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