Outlier Academy

20 Minute Playbook Episodes

Learn the tactics, tools, and habits of iconic founders, renowned investors, and bestselling authors. As well as the books, figures, and ideas that have shaped them. All in about 20 minutes. Past guests include Scott Belsky (Benchmark & Adobe), Gokul Rajaram (Square & Doordash), Alexandra Zatarain (Eight Sleep), Brian Scudamore (1-800-GOT-JUNK), Adrian Auon (Forward), and James Currier (NfX). New episode every Tuesday.
June 3, 2022

#109 Alex Simon of Elude: My Favorite Books, Tools, Habits, and More …

Alex Simon is CEO and Co-Founder of Elude, a travel app that allows users to discover new destinations based on timing and budget. In this episode, Alex and Daniel discuss mentors, favorite books, and daily meditation.

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May 27, 2022

#107 Howie Schwab of Driehaus: My Favorite Books, Tools, Habits, and …

In Episode #107, we deconstruct Howie Schwab's peak performance playbook—from their favorite book to the tiny habit that's had the biggest impact on their life. Howie is the Lead Portfolio Manager for Emerging Markets Growth of Driehaus Capital. We cover …

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May 13, 2022

#105 Gokul Rajaram of Doordash, Square, and Google: My Favorite Books…

In Episode #105, we deconstruct Gokul Rajaram's peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. Gokul is an angel investor and Product and Business Helper at DoorDash. We cover crypto, …

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May 6, 2022

#103 Andrew Jamison of Extend: My Favorite Books, Tools, Habits, and …

In Episode #103, we deconstruct Andrew Jamison's peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. Andrew Jamison is the CEO and Co-Founder of Extend. We cover building diverse and cohesive …

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April 22, 2022

#101 Alex Rubalcava of Stage Venture Partners: My Favorite Books, Too…

In Episode #101, we deconstruct Alex Rubalcava's peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. Alex Rubalcava is Partner at Stage Venture Partners. We cover the coming energy transition and …

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April 15, 2022

Eric Markowitz, Head of Research at Worm Capital | Worm's Two-Step Re…

Listen as we deconstruct Eric Markowitz's, Director of Research at Worm Capital, peak performance playbook. We cover everything from Worm's two-step investment process, to Eric's journey from journalism to investing, as well as his favorite books and more.

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April 8, 2022

#97 Ben Boyer of R-Zero: My Favorite Books, Tools, Habits, and More |…

In Episode #97, we deconstruct Ben Boyer's peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. Ben Boyer is Co-Founder and Executive Chairman of R-Zero and Managing Director at Tenaya Capital. …

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April 1, 2022

#95 Brian Scudamore of 1-800-GOT-JUNK and O2E Brands: My Favorite Boo…

In Episode #95, we deconstruct Brian Scudamore's peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. Brian Scudamore is the Founder and CEO of O2E Brands. We cover the power of …

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March 25, 2022

#93 Edward Sullivan of Velocity Coaching: My Favorite Books, Tools, H…

In Episode #93, we deconstruct Edward Sullivan's peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. Edward Sullivan is the CEO and Managing Partner of Velocity Coaching. We cover surfing, empathy, …

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March 18, 2022

#91 Alexandra Zatarain of Eight Sleep: My Favorite Books, Tools, Habi…

In Episode #91, we deconstruct Alexandra Zatarain's peak performance playbook—from her favorite book to the tiny habit that's had the biggest impact on her life. Alexandra Zatarain is the Co-Founder and VP of Brand and Marketing at Eight Sleep. We …

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March 11, 2022

#89 Mike Clare of Mood Health: My Favorite Books, Tools, Habits, and …

In Episode #89, we deconstruct Mike Clare’s peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. Mike Clare is the Founder and CEO of Mood Health. We cover the pain points …

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Feb. 18, 2022

#87 Jessica Schaefer of Bevel: My Favorite Books, Tools, Habits, and …

In Episode #87, we deconstruct Jessica Schaefer's peak performance playbook—from her favorite book to the tiny habit that's had the biggest impact on her life. Jessica Schaefer is the CEO and Founder of Bevel. We cover learnings from Alan Patricof, …

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Feb. 11, 2022

#85 Robbie Bent of Othership: My Favorite Books, Tools, Habits, and M…

In Episode #85, we deconstruct Robbie Bent's peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. Robbie Bent is the CEO and Co-Founder of Othership. We cover failed startups, building trust, …

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Feb. 4, 2022

#83 Brett Goldstein of Launch House: My Favorite Books, Tools, Habits…

In Episode #83, we deconstruct Brett Goldstein's peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. Brett Goldstein is the Co-Founder of Launch House. We cover DAOs, NFTs, and failing at …

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Jan. 28, 2022

#81 Luke Gromen, Author of The Forest for the Trees: My Favorite Book…

In Episode #81, we deconstruct Luke Gromen's peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. Luke Gromen is the CEO and Founder of The Forest for the Trees. We cover …

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