Michael Ovitz: The Business of Relationships
Tue Feb 03 2026
Michael Ovitz co-founded CAA and helped reshape Hollywood, then took the same playbook into tech investing and advising founders.
In this conversation, he breaks down the operating rules that kept CAA from losing clients, and the personal disciplines that kept him grounded when the stakes got massive.
You’ll learn how to build momentum, tell the truth without hesitation, read for context instead of noise, hire people who raise the standard, and package ideas into outcomes.
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Upgrade: Get a hand-edited transcript and an ad-free experience, along with my thoughts and reflections at the end of every conversation. Learn more @ fs.blog/membership
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Approximate Timestamps:
(00:00) Introduction
(00:58) Learning Machine
(03:41) You Don't Know Everything
(08:17) How People Go Wrong
(16:42) Don’t Fight Your Job
(18:28) Managing Relationships
(20:46) Hiring Top Performers
(26:47) Never Get High on Your Own Supply
(30:27) Identifying Greatness
(33:28) Meeting Marc Andreessen
(43:42) On Failure
(47:48) The Smartest Person I Ever Met
(52:49) The Genius of Patrick Collison
(57:51) A Good Idea Taken Too Far
(01:01:30) Information Consumption
(01:14:13) Business Education Curriculum
(01:16:28) Momentum
(01:18:16) Packaging
(01:24:43) What Would You Tell Your Younger Self?
(01:26:30) The Importance of Trust
(01:29:15) What is Success For You?
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Newsletter: The Brain Food newsletter delivers actionable insights and thoughtful ideas every Sunday. It takes 5 minutes to read, and it’s completely free. Learn more and sign up at fs.blog/newsletter
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Follow Shane Parrish:
X: https://x.com/shaneparrish
Insta: https://www.instagram.com/farnamstreet/
LinkedIn: https://www.linkedin.com/in/shane-parrish-050a2183/
Follow Michael Ovitz:
LinkedIn: https://www.linkedin.com/in/mikeovitz/
Book: https://amzn.to/4kn9jb9
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Thank you to the sponsors for this episode:
Granola AI, The AI notepad for people in back-to-back meetings: https://www.granola.ai/shane
Check out the Granola Notes
Download The League App today and find your perfect match!
Learn more about your ad choices. Visit megaphone.fm/adchoices
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Michael Ovitz co-founded CAA and helped reshape Hollywood, then took the same playbook into tech investing and advising founders. In this conversation, he breaks down the operating rules that kept CAA from losing clients, and the personal disciplines that kept him grounded when the stakes got massive. You’ll learn how to build momentum, tell the truth without hesitation, read for context instead of noise, hire people who raise the standard, and package ideas into outcomes. ----- Upgrade: Get a hand-edited transcript and an ad-free experience, along with my thoughts and reflections at the end of every conversation. Learn more @ fs.blog/membership ------ Approximate Timestamps: (00:00) Introduction (00:58) Learning Machine (03:41) You Don't Know Everything (08:17) How People Go Wrong (16:42) Don’t Fight Your Job (18:28) Managing Relationships (20:46) Hiring Top Performers (26:47) Never Get High on Your Own Supply (30:27) Identifying Greatness (33:28) Meeting Marc Andreessen (43:42) On Failure (47:48) The Smartest Person I Ever Met (52:49) The Genius of Patrick Collison (57:51) A Good Idea Taken Too Far (01:01:30) Information Consumption (01:14:13) Business Education Curriculum (01:16:28) Momentum (01:18:16) Packaging (01:24:43) What Would You Tell Your Younger Self? (01:26:30) The Importance of Trust (01:29:15) What is Success For You? ------ Newsletter: The Brain Food newsletter delivers actionable insights and thoughtful ideas every Sunday. It takes 5 minutes to read, and it’s completely free. Learn more and sign up at fs.blog/newsletter ------ Follow Shane Parrish: X: https://x.com/shaneparrish Insta: https://www.instagram.com/farnamstreet/ LinkedIn: https://www.linkedin.com/in/shane-parrish-050a2183/ Follow Michael Ovitz: LinkedIn: https://www.linkedin.com/in/mikeovitz/ Book: https://amzn.to/4kn9jb9 ------ Thank you to the sponsors for this episode: Granola AI, The AI notepad for people in back-to-back meetings: https://www.granola.ai/shane Check out the Granola Notes Download The League App today and find your perfect match! Learn more about your ad choices. Visit megaphone.fm/adchoices