Outliers with Daniel Scrivner: Explore the Greatest Innovators, Founders, and Investors

Listen to a trailer for our next Spotlight episode featuring R-Zero with Ben Boyer.

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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, and freedom as success.

“Anyone who thinks they're perfect is actually hiding a very deep sense of insecurity.” – Edward Sullivan

EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)

https://www.danielscrivner.com/notes/edward-sullivan-velocity-coaching-playbook-show-notes 

FULL TEXT TRANSCRIPT

https://www.danielscrivner.com/notes/edward-sullivan-velocity-coaching-playbook-transcript 

CHAPTERS

In this episode, we deconstruct Edward Sullivan’s peak performance playbook—from their favorite book to the tiny habit that's had the biggest impact on their life. In it we cover:

(00:00:00) – Introduction

(00:01:18) – Edward’s latest deep dive into surfing

(00:02:26) – On empathy, summer barbecues, and depression

(00:04:41) – Cappuccinos, pushups, and avoiding the tailor

(00:07:53) – The Courage to Be Disliked and Alan Watts

(00:10:02) – Failing with Richard Branson and freedom as success

ABOUT EDWARD SULLIVAN

Edward Sullivan is the CEO and Managing Partner of Velocity Coaching. Velocity has a team of over 25 coaches located around the world and they work with the world's best hyper growth founders to help them scale their companies and their leadership skills through that crucial 10 to 100 X growth phase.

Velocity has worked with almost all of the biggest names in tech, including DoorDash, Masterclass, Airtable, Google, and even Apple.

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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

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Listen to a trailer for our next Playbook episode featuring Edward Sullivan of Velocity Coaching.

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In Episode #92, we explore how failure can be your key to success. We’re joined byBrian Scudamore, Author & Founder of 1-800-GOT-JUNK. We cover embracing competition, bouncing back from struggles, and turning down a buyout offer.

“A brand is a selection of promises that we make and keep.” – Brian Scudamore

EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)

https://www.danielscrivner.com/notes/800-got-junk-failure-can-be-key-to-success-brian-scudamore-spotlight-show-notes 

FULL TEXT TRANSCRIPT

https://www.danielscrivner.com/notes/800-got-junk-failure-can-be-key-to-success-brian-scudamore-spotlight-transcript 

CHAPTERS

This episode is our definitive guide to using failure as a key to success. In it we cover:

(00:00:00) – Introduction

(00:02:22) – How Brian’s grandparents influenced his path to entrepreneurship

(00:04:41) – The birth and growth of 1-800-GOT-JUNK

(00:09:35) – The power of a brand

(00:16:33) – Creating a franchise

(00:21:45) – Embracing competition

(00:26:00) – Bouncing back from struggles

(00:33:55) – Turning down a buyout offer

(00:39:24) – Growth over time as an entrepreneur

ABOUT WILLING TO FAIL (WTF)

Entrepreneurship is a roller coaster of trial and error, laughter and tears, confusion and triumph. In WTF?! (Willing to Fail), serial entrepreneur Brian Scudamore takes you on an adventure that will convince you once and for all that you have exactly what it takes to succeed.

With engaging stories from his thirty-plus years of failing upward, his book is full of lessons you can apply to your own endeavors—developing a clear vision, creating an awesome culture, finding gratitude in challenging times, and using setbacks to change your business for the better.

Being an entrepreneur means letting go of fear. WTF?! (Willing to Fail) gives you the encouragement and wisdom you need to begin stumbling toward greatness.

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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

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Listen to a trailer for our next Book Club episode featuring Brian Scudamore’s book WTF?!

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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 cover focusing on the message, sleep routines, and the highs and lows of being a founder.

“I think that ultimately the definition [of success] for me is this idea that you know, and you feel, and you set for yourself a bar of what your potential is, and you will feel successful when you feel that you are utilizing your full potential and that you're utilizing it not just for yourself, but for the benefits of others, too.” – Alexandra Zatarain 

EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)

https://www.danielscrivner.com/notes/alexandra-zatarain-eight-sleep-playbook-show-notes 

FULL TEXT TRANSCRIPT

https://www.danielscrivner.com/notes/alexandra-zatarain-eight-sleep-playbook-transcript 

CHAPTERS

In this episode, 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. In it we cover:

(00:00:00) – Introduction

(00:01:07) - Alexandra's sleep routine

(00:05:55) - The highs and lows of working on a product for eight years

(00:08:13) - Advice for founders

(00:08:53) - Focusing on the message and being outside your comfort zone

(00:13:41) - Daily routines of sleep, exercise, and sun exposure

(00:15:38) - How Alexandra's Mexican upbringing affects her life as a founder

(00:17:55) - Shoe Dog and The Score Takes Care of Itself

(00:19:11) - Pursuing the expansion of your potential and the importance of good health

ABOUT GUEST

Alexandra Zatarain is Co-Founder and VP of Brand and Marketing at Eight Sleep. Alexandra grew up in Tijuana, Mexico, before coming to the United States and eventually founding Eight Sleep with co-founders Matteo and Massimo. In this episode, we explore Alexandra's nightly sleep routine as well as her favorite books, daily routine, superpower, and so much more.

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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

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In Episode #90, we explore compassionate leadership and helping hyper-growth founders scale. We’re joined by Edward Sullivan, CEO & managing partner of Velocity Coaching. We cover the current state of executive coaching, and how leadership coaching differs from life coaching, constructive vs. deconstructive conflict, and leading with heart.

“The reason compassion is so important is that we are all human beings—we are all emotional, alive human beings who need psychological safety. We need to feel belonging, we need to feel trust, we need to feel trusted. We need to believe that people think we're competent.” – Edward Sullivan

EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)

https://www.danielscrivner.com/notes/velocity-coaching-helping-hyper-growth-founders-scale-edward-sullivan-spotlight-show-notes 

FULL TEXT TRANSCRIPT

https://www.danielscrivner.com/notes/velocity-coaching-helping-hyper-growth-founders-scale-edward-sullivan-spotlight-transcript 

CHAPTERS

This episode is our definitive guide to compassionate leadership. In it we cover:

(00:00:00) – Introduction

(00:02:37) – Background on Velocity Coaching

(00:06:17) – Velocity’s philosophy when working with clients

(00:19:04) – The current state of executive coaching, and how leadership coaching differs from life coaching

(00:25:02) – The coaching journey

(00:27:43) – Focusing on compassion

(00:30:59) – Constructive vs. deconstructive conflict

(00:39:12) – Common themes in coaching

(00:45:29) – Work self and home self are one

(00:51:31) – Leading with heart

ABOUT VELOCITY COACHING

Velocity has a team of over 25 coaches located around the world and they work with the world's best hyper growth founders to help them scale their companies and their leadership skills. Velocity has worked with most of the biggest names in tech, including DoorDash, MasterClass, Airtable, Google and Apple. Velocity Coaching specializes in helping founders 10 to 100X the size of their business and, as Edward says in this interview, the best founders are going for gold, they all recognize that if they want to get there, they need great coaches to help them. 

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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

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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 of traditional mental health care and how Mood aims to alleviate them.

“In some ways, one of the things that's really frustrating is that mental health has kind of become this luxury, where if you have the money, you can get great psychiatric care. If you can't afford that, then the system kind of breaks down and it becomes much more challenging.” – Mike Clare

EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)

https://www.danielscrivner.com/notes/mood-health-mike-clare-20mp-show-notes 

FULL TEXT TRANSCRIPT

https://www.danielscrivner.com/notes/mood-health-mike-clare-20mp-transcript 

CHAPTERS

In this episode, 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. In it we cover:

(00:00:00) – Introduction

(00:02:04) – Mike’s experience designing at Juxtapose

(00:08:33) – Moving from design to entrepreneurship

(00:19:57) – Being open-minded and learning from osmosis

(00:22:53) – On empathy and depression

(00:27:02) – Daily habits, exercise, and plant care

(00:29:01) – Principles and In Praise of Shadows

(00:32:40) – Psychedelics in mental health care

ABOUT MIKE CLARE

Mike Clare is the Founder of Mood Health. Mood Health is reimagining mental healthcare and opening up access to anyone with an internet connection, solving the mental healthcare wasteland that currently affects over half the people in the United States. In this episode, we explore what Mike learned from his years at Juxtapose, helping launch and scale incredible companies like Care Of, Great Jones, Perch, and Tent. We discuss Mike's transition from industrial designer to CEO and his advice for others looking to make the same design-to-CEO leap. We cover what he learned at Juxtapose that he still uses today, including why he spends so much time interviewing customers, as well as his favorite books, daily routine, superpowers and so much more.

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iTunes: https://podcasts.apple.com/us/podcast/outlier-academy/id1523851182

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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

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In Episode #88, we explore sleep fitness, sleep technology, and category creation. We’re joined by Alexandra Zatarain, co-founder and VP of brand and marketing of Eight Sleep. We cover the importance of consistent data for innovation, brand vs. category, and Eight Sleep's vision of the future of sleep fitness.

“Sleep unlocks life, it unlocks health, it unlocks it longevity. It is the most important pillar of health.” – Alexandra Zatarain

EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)

https://www.danielscrivner.com/notes/eight-sleep-sleep-fitness-category-creation-alexandra-zatarain-spotlight-show-notes 

FULL TEXT TRANSCRIPT

https://www.danielscrivner.com/notes/eight-sleep-sleep-fitness-category-creation-alexandra-zatarain-spotlight-transcript 

CHAPTERS

This episode is our definitive guide to building a sleep fitness brand. In it we cover:

(00:00:00) – Introduction

(00:02:06) - The Eight Sleep origin story

(00:09:32) - The Eight Sleep product

(00:14:02) - Sleep research and development

(00:18:29) - The importance of consistent data for innovation

(00:22:45) - Competition and category creation

(00:28:51) - Brand vs. category

(00:32:45) - Sleep fitness as a brand and movement

(00:43:05) - Benefits and pitfalls of working on a physical product

(00:49:55) - Eight Sleep's vision of the future

ABOUT EIGHT SLEEP

Eight Sleep is famous for their Pod Pro mattress and Pod Pro mattress cover, which are used by everyone from three times NBA champion, Danny Green, to CrossFit games champion Justin Medeiros. Eight Sleep's Pod Pro mattress can heat and cool both sides of the bed separately while capturing incredibly high fidelity sleep data, and even waking you up with a subtle vibrational alarm each morning. 

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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

In Episode #62, we deconstruct Rachel Sanders’ peak performance playbook—from her favorite book to the tiny habit that's had the biggest impact on her life. Rachel is the CEO and Co-Founder of Rootine. We cover data-driven health, no-call days, and learning to let go as a founder.

“Being a founder is hard. There are a lot of high highs and a lot of low lows, and just making sure that you figure out a way to deal with it is super important.” – Rachel Sanders

EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)

https://www.danielscrivner.com/notes/rachel-sanders2-outlier-academy-show-notes 

FULL TEXT TRANSCRIPT

https://www.danielscrivner.com/notes/rachel-sanders-outlier-academy-transcript 

CHAPTERS

In this episode, we deconstruct Rachel Sanders’ 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

(00:01:01) – Data-driven health

(00:01:37) – Efficiency, prioritization, and learning to let go

(00:02:29) – The Great CEO Within

(00:03:21) – No-call days and tracking biomarkers

(00:06:20) – Making an impact and continuing to learn

(00:07:39) – Really trying and putting your all into it

ABOUT RACHEL SANDERS

Rachel Sanders is CEO and Co-Founder of Rootine, a personalized micronutrient subscription service. She started her career in investment banking at Raymond James before transitioning into the healthcare space. founding her first company, Patch Health. She then connected with her co-founder, Dr. Daniel Wallerstorfer, PhD, to create Rootine.

💌 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