

20 Minute Playbook: Tactics, Routines, and Habits of World-Class Performers
Outlier Academy
Learn the tactics, tools, and strategies used by the Top 1% of iconic founders, renowned investors, and bestselling authors. As well as the books, figures, and ideas that shaped them. All in 20 minutes. Once per week, 20MP Host, Daniel Scrivner is joined by one of the great founders, investors, and thinkers of our time from Scott Belsky (Benchmark & Adobe), Kevin Kelly (WIRED), Gokul Rajaram (Square & Doordash), Brian Scudamore (1-800-GOT-JUNK), Joey Krug (Pantera Capital), and Delian Asparouhov (Founders Fund & Varda). For more of 20 Minute Playbook, head to www.OutlierAcademy.com for show notes, searchable transcripts, and more.
20 Minute Playbook is a mix of The Tim Ferriss Show, The Knowledge Project, Tools of Titans, What it Takes, and Farnam Street.
20 Minute Playbook is a mix of The Tim Ferriss Show, The Knowledge Project, Tools of Titans, What it Takes, and Farnam Street.
Episodes
Mentioned books

Oct 11, 2022 • 30min
Nicolas Cole, Co-Founder of Category Pirates and Ship 30 for 30 | Favorite Books and Writing Tools, Enduring Boring Things, and Why Great Writing Changes the Reader
Nicolas Cole, one of the internet’s most-read writers and co-founder of Ship 30 for 30, shares his insights on writing and creativity. He discusses the power of using templates to write more efficiently and reveals his fascination with analyzing different writing styles. Cole emphasizes the importance of enduring boredom in the creative process and how great writing ultimately transforms the reader. He also reflects on his favorite books that shaped his craft and the life-changing impact of sharing his work publicly.

Oct 10, 2022 • 3min
Trailer – Nicolas Cole, Co-Founder of Category Pirates and Ship 30 for 30 | Favorite Books and Writing Tools, Enduring Boring Things, and Why Great Writing Changes the Reader
Listen to one of our favorite moments from tomorrow’s 20 Minute Playbook episode featuring Nicolas Cole. In it, Nicolas Cole shares their favorite books, tools, habits, and more.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Oct 6, 2022 • 22min
🆕 Introducing: The Cheat Sheet Newsletter (Hours of Research → 5 Minute Email with 3 Big Ideas)
We've decided to try something new: ✨
Starting today, every Thursday we're going to condense down hours of interviews and research to give you the 3 best ideas, questions, and bits of wisdom from our podcast episodes that week in an email you can read in 5 minutes.
We call it Cheat Sheet, and it won’t cost you a dime.
Read the first issue on Abby Levy Miller & Primetime Partners (Episodes #135-136):
https://outlieracademy.substack.com/p/agetech-and-living-to-100
Here are the 3 big ideas and questions that we're covering this week:
What changes when 50% of the U.S. population lives to be at least 100?
What kinds of investment opportunities does this create?
How should this all change the way we think about and approach our lives?
Sign up for the Cheat Sheet newsletter (sent every Thursday):
https://outlieracademy.substack.com
For more make sure to listen, watch, and explore the full episodes:
20 Minute Playbook: #135 Abby Miller Levy, Co-Founder of Primetime Partners and Thrive Global | On Living to 100, Getting to the Key Issue, and Choosing What to Major and Minor In
Listen Now | Watch Now | Episode Guide | Transcript
Outlier Investors: #136 Primetime Partners: AgeTech, The Ripple Effects of Living Longer, and Investing in the Future of How We Age | Abby Miller Levy, Co-Founder & Managing Partner
Listen Now | Watch Now | Episode Guide | Transcript
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Oct 4, 2022 • 25min
Jivko Bojinov, Co-Founder and SVP of Strategic Projects at ShipBob: On Playing Professional Tennis, Putting in the Work, Resilience, and Taking Things from Zero to One
In Episode #137, we deconstruct Jivko Bojinov's peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. Jivko Bojinov is the Co-Founder of ShipBob. We cover falling in love with the problem, inspiration from pro tennis, and maximizing learning early in your career.
“At the start of your career, maximize learning and not your title or your pay, because the dividends that you would make over your lifetime from the greater knowledge and experience that you have early on your career are exponentially higher than getting an extra 5K on your signing from a company out of school.” — Jivko Bojinov
EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)
https://www.danielscrivner.com/notes/jivko-bojinov-playbook/
FULL TEXT TRANSCRIPT
https://www.danielscrivner.com/notes/jivko-bojinov-playbook-transcript/
CHAPTERS
In this episode, we deconstruct Jivko Bojinov’s peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. In it we cover:
(00:00:00) – Introduction
(00:01:21) – A fascination with eCommerce and logistics
(00:02:57) – Making the most of opportunities
(00:04:57) – Inspiration from pro tennis and Rafa Nadal
(00:09:21) – Perseverance under pressure
(00:10:57) – The early morning habit
(00:12:22) – Humility, resilience, and The Count of Monte Cristo
(00:15:30) – Why you must fall in love with the problem
(00:20:07) – Maximize learning early in your career
ABOUT JIVKO BOJINOV
Jivko Bojinov played professional tennis before co-founding ShipBob with Dhruv Saxena and Divey Gulati in 2014.
Jivko is currently the Senior Vice President of Strategic Projects at ShipBob. Over the last eight years, he's led the development and launch of almost every major strategic initiative that ShipBob has shipped, from their transition from owning their own fulfillment centers, to developing an asset-like partner network of fulfillment centers, to the launch of affordable two-day shipping for all of ShipBob's customers.
💌 FREE NEWSLETTER
https://www.outlieracademy.com/newsletter
🎙 LISTEN ON
iTunes: https://podcasts.apple.com/us/podcast/outlier-academy/id1523851182
Spotify: https://open.spotify.com/show/58edVNgqaPNaCSGSxM6pef?si=88f37a5d20434775
Overcast: https://overcast.fm/itunes1523851182
ABOUT OUTLIER ACADEMY
Learn timeless lessons on work and life from iconic founders, world-renown investors, and bestselling authors. Outlier Academy is the forever school for those chasing greatness. Past guests include Gokul Rajaram of DoorDash, Scott Belsky of Benchmark and Adobe, Joey Krug of Pantera Capital, Mark Sisson of Primal Kitchen, Luke Gromen of The Forest for the Trees, and Brian Scudamore of 1-800-GOT-JUNK.
Website: https://www.outlieracademy.com
Twitter: https://www.twitter.com/outlieracademy
ABOUT DANIEL SCRIVNER
Outlier Academy is hosted by Daniel Scrivner. Over the last 15 years, Daniel has led design teams at Square and Apple, turned around a $3M+ ARR SaaS business, and invested in more than 100 companies. He launched Outlier Academy in 2020 to learn from the world’s best founders, investors, authors, and peak performance experts.
Website: https://www.danielscrivner.com
Twitter: https://www.twitter.com/danielscrivner
Learn more about your ad choices. Visit megaphone.fm/adchoices

Oct 3, 2022 • 2min
Trailer – Jivko Bojinov, Co-Founder of ShipBob | 20 Minute Playbook
Listen to one of our favorite moments from tomorrow’s 20 Minute Playbook episode featuring Jivko Bojinov. In it, Jivko Bojinov shares his favorite books, tools, habits, and more.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Sep 27, 2022 • 25min
Abby Miller Levy, Co-Founder of Primetime Partners and Thrive Global | On Living to 100, Getting to the Key Issue, and Choosing What to Major and Minor In
In Episode #135, we deconstruct Abby Miller Levy's peak performance playbook—from their favorite book to the tiny habit that's had the biggest impact on their life. Abby Miller Levy is the Managing Partner and Co-Founder of Primetime Partners. We cover the hundred year life, lessons from Alan Patricof, and the nonlinear career path.
“If you were guaranteed a hundred year life, what would you do differently? How would you think about it? How would you plan for it? How would you live it?” – Abby Miller Levy
EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)
https://www.danielscrivner.com/notes/abby-levy-playbook/
FULL TEXT TRANSCRIPT
https://www.danielscrivner.com/notes/abby-levy-playbook-transcript/
CHAPTERS
In this episode, we deconstruct Abby Miller Levy’s peak performance playbook—from her favorite book to the tiny habit that's had the biggest impact on her life. In it we cover:
(00:00:00) – Introduction
(00:02:29) – The Hundred Year Life
(00:03:57) – Lessons from McKinsey, OXO, and Alan Patricof
(00:07:09) – Zeroing in on the key issues and leaping into VC
(00:15:15) – Investing as an operator, and the nonlinear career path
(00:19:02) – Expertise vs. generalism
ABOUT ABBY LEVY
Abby Miller Levy is Co-Founder and Managing Partner of Primetime Partners, which is a venture capital firm that Abby co-founded with venture legend Alan Patricof of Greycroft and Apex Partners fame. Primetime specializes in what they call AgeTech, or technology around the future of how we age. Before founding Primetime Partners, Abby had an epic career. She worked at McKinsey. She's worked at OXO. She led growth at SoulCycle, and she even co-founded Thrive with Ariana Huffington.
💌 FREE NEWSLETTER
https://www.outlieracademy.com/newsletter
🎙 LISTEN ON
iTunes: https://podcasts.apple.com/us/podcast/outlier-academy/id1523851182
Spotify: https://open.spotify.com/show/58edVNgqaPNaCSGSxM6pef?si=88f37a5d20434775
Overcast: https://overcast.fm/itunes1523851182
ABOUT OUTLIER ACADEMY
Learn timeless lessons on work and life from iconic founders, world-renown investors, and bestselling authors. Outlier Academy is the forever school for those chasing greatness. Past guests include Gokul Rajaram of DoorDash, Scott Belsky of Benchmark and Adobe, Joey Krug of Pantera Capital, Mark Sisson of Primal Kitchen, Luke Gromen of The Forest for the Trees, and Brian Scudamore of 1-800-GOT-JUNK.
Website: https://www.outlieracademy.com
Twitter: https://www.twitter.com/outlieracademy
ABOUT DANIEL SCRIVNER
Outlier Academy is hosted by Daniel Scrivner. Over the last 15 years, Daniel has led design teams at Square and Apple, turned around a $3M+ ARR SaaS business, and invested in more than 100 companies. He launched Outlier Academy in 2020 to learn from the world’s best founders, investors, authors, and peak performance experts.
Website: https://www.danielscrivner.com
Twitter: https://www.twitter.com/danielscrivner
Learn more about your ad choices. Visit megaphone.fm/adchoices

Sep 26, 2022 • 3min
Trailer – Abby Miller Levy, Co-Founder of Primetime Partners and Thrive Global | 20 Minute Playbook
Listen to one of our favorite moments from tomorrow’s 20 Minute Playbook episode featuring Abby Miller Levy. In it, Abby shares her favorite books, tools, habits, and more.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Sep 23, 2022 • 21min
Replay – Gokul Rajaram of Doordash, Square, and Google: My Favorite Books, Tools, Habits, and More | 20 Minute Playbook
In this episode, 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, international investing, and habits and routines.
“I always believe the hierarchy of anyone, any individual should be health, then family, then work. Why not family before health? Because if you're not healthy, you become a burden to your family and you can't help them. So, your health is actually very, very important.” – Gokul Rajaram
EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)
https://www.danielscrivner.com/notes/angel-investor-gokul-rajaram-playbook-show-notes
FULL TEXT TRANSCRIPT
https://www.danielscrivner.com/notes/angel-investor-gokul-rajaram-playbook-transcript
CHAPTERS
In this episode, we deconstruct Gokul Rajaram peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. In it we cover:
(00:01:21) – The evolution of crypto
(00:02:44) – Superpowers and struggles
(00:06:08) – Inspirations and the importance of exercise
(00:08:24) – Recommended books
(00:10:19) – Tools and routines
(00:12:26) – Defining success
(00:14:32) – International investing
ABOUT GOKUL RAJARAM
Gokul Rajaram is a prolific angel investor in over 300 companies and counting, and an executive at DoorDash, which he joined after DoorDash acquired Caviar from Square in 2019. I was fortunate enough to get to work with Gokul at Square, and I am beyond thrilled to have him on the show today.
In this episode, Gokul shares what he thinks his investing superpowers are, why he loved Marc Andreesen's interview on the Good Time Show, why he loves Andre Agassi's book, Open, and the advice he'd give his younger self if he could go back 20 years to the start of his career.
💌 FREE NEWSLETTER
https://www.outlieracademy.com/newsletter
🎙 LISTEN ON
iTunes: https://podcasts.apple.com/us/podcast/outlier-academy/id1523851182
Spotify: https://open.spotify.com/show/58edVNgqaPNaCSGSxM6pef?si=88f37a5d20434775
Overcast: https://overcast.fm/itunes1523851182
ABOUT OUTLIER ACADEMY
Learn timeless lessons on work and life from iconic founders, world-renown investors, and bestselling authors. Outlier Academy is the forever school for those chasing greatness. Past guests include Gokul Rajaram of DoorDash, Scott Belsky of Benchmark and Adobe, Joey Krug of Pantera Capital, Mark Sisson of Primal Kitchen, Luke Gromen of The Forest for the Trees, and Brian Scudamore of 1-800-GOT-JUNK.
Website: https://www.outlieracademy.com
Twitter: https://www.twitter.com/outlieracademy
ABOUT DANIEL SCRIVNER
Outlier Academy is hosted by Daniel Scrivner. Over the last 15 years, Daniel has led design teams at Square and Apple, turned around a $3M+ ARR SaaS business, and invested in more than 100 companies. He launched Outlier Academy in 2020 to learn from the world’s best founders, investors, authors, and peak performance experts.
Website: https://www.danielscrivner.com
Twitter: https://www.twitter.com/danielscrivner
Learn more about your ad choices. Visit megaphone.fm/adchoices

Sep 22, 2022 • 2min
Trailer – Replay – Gokul Rajaram: My Favorite Books, Tools, Habits, and More | 20 Minute Playbook
Listen to one of our favorite moments from tomorrow’s 20 Minute Playbook episode featuring angel investor Gokul Rajaram. In it, Gokul shares his favorite books, tools, habits, and more.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Sep 16, 2022 • 51min
Chris Sparks, Author of Experiment Without Limits: My Favorite Books, Tools, Habits and More | 20 Minute Playbook
In Episode #134, we deconstruct Chris Sparks's peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. Chris Sparks is the author of Experiment Without Limits. We cover applying game theory to life, maintaining systems, and the self-signaling effect.
“I think it really all comes down to trusting the process that accomplishing anything just takes a lot of time and iterative effort.” – Chris Sparks
EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)
https://www.danielscrivner.com/notes/chris-sparks-playbook/
FULL TEXT TRANSCRIPT
https://www.danielscrivner.com/notes/chris-sparks-playbook-transcript/
CHAPTERS
In this episode, we deconstruct Chris Sparks’s peak performance playbook—from his favorite book to the tiny habit that's had the biggest impact on his life. In it we cover:
(00:00:00) – Introduction
(00:03:15) – Applying game theory to life
(00:05:52) – Focusing on your thought process rather than the result
(00:10:12) – Deciding the game you want to play
(00:15:05) – Maintaining systems and avoiding habit debt
(00:19:39) – Optimizing for your top value
(00:31:05) – The self-signaling effect
(00:33:43) – Looking for superpowers in others
(00:45:56) – Trust the process and stay in the game
ABOUT CHRIS SPARKS
Chris began his career as a high stakes poker player and became one of the Top 20 Online Poker Players in the world. To achieve that, he studied elite performers across disciplines and started optimizing every area of his life. Which led Chris to found Forcing Function and begin working with the world’s best founders, investors, executives, poker players, and even artists, to optimize their own performance and move more quickly toward their goals.
If you're ready to become an elite performer, consider applying for Chris Sparks's group coaching program, Team Performance Training. In Team Performance Training, Chris will teach you how to optimize your productivity, increase your personal leverage, and show up as your best self every day. There are fifteen spots available in Cohort 4 with applications open until the 27th of September.
Learn more at teamperformancetraining.com.
💌 FREE NEWSLETTER
https://www.outlieracademy.com/newsletter
🎙 LISTEN ON
iTunes: https://podcasts.apple.com/us/podcast/outlier-academy/id1523851182
Spotify: https://open.spotify.com/show/58edVNgqaPNaCSGSxM6pef?si=88f37a5d20434775
Overcast: https://overcast.fm/itunes1523851182
ABOUT OUTLIER ACADEMY
Learn timeless lessons on work and life from iconic founders, world-renown investors, and bestselling authors. Outlier Academy is the forever school for those chasing greatness. Past guests include Gokul Rajaram of DoorDash, Scott Belsky of Benchmark and Adobe, Joey Krug of Pantera Capital, Mark Sisson of Primal Kitchen, Luke Gromen of The Forest for the Trees, and Brian Scudamore of 1-800-GOT-JUNK.
Website: https://www.outlieracademy.com
Twitter: https://www.twitter.com/outlieracademy
ABOUT DANIEL SCRIVNER
Outlier Academy is hosted by Daniel Scrivner. Over the last 15 years, Daniel has led design teams at Square and Apple, turned around a $3M+ ARR SaaS business, and invested in more than 100 companies. He launched Outlier Academy in 2020 to learn from the world’s best founders, investors, authors, and peak performance experts.
Website: https://www.danielscrivner.com
Twitter: https://www.twitter.com/danielscrivner
Learn more about your ad choices. Visit megaphone.fm/adchoices