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 SullivanEPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)https://www.danielscrivner.com/notes/edward-sullivan-velocity-coaching-playbook-show-notes FULL TEXT TRANSCRIPThttps://www.danielscrivner.com/notes/edward-sullivan-velocity-coaching-playbook-transcript CHAPTERSIn 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 SULLIVANEdward 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.💌 FREE NEWSLETTERhttps://www.outlieracademy.com/newsletter🎙 LISTEN ONiTunes: https://podcasts.apple.com/us/podcast/outlier-academy/id1523851182Spotify: https://open.spotify.com/show/58edVNgqaPNaCSGSxM6pef?si=88f37a5d20434775Overcast: https://overcast.fm/itunes1523851182ABOUT OUTLIER ACADEMYLearn 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.comTwitter: https://www.twitter.com/outlieracademyABOUT DANIEL SCRIVNEROutlier 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.comTwitter: https://www.twitter.com/danielscrivner Learn more about your ad choices. Visit megaphone.fm/adchoices

Listen to a trailer for our next Playbook episode featuring Edward Sullivan of Velocity Coaching. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 ScudamoreEPISODE 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 TRANSCRIPThttps://www.danielscrivner.com/notes/800-got-junk-failure-can-be-key-to-success-brian-scudamore-spotlight-transcript CHAPTERSThis 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.💌 FREE NEWSLETTERhttps://www.outlieracademy.com/newsletter🎙 LISTEN ONiTunes: https://podcasts.apple.com/us/podcast/outlier-academy/id1523851182Spotify: https://open.spotify.com/show/58edVNgqaPNaCSGSxM6pef?si=88f37a5d20434775Overcast: https://overcast.fm/itunes1523851182ABOUT OUTLIER ACADEMYLearn 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.comTwitter: https://www.twitter.com/outlieracademyABOUT DANIEL SCRIVNEROutlier 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.comTwitter: https://www.twitter.com/danielscrivner Learn more about your ad choices. Visit megaphone.fm/adchoices

Listen to a trailer for our next Book Club episode featuring Brian Scudamore’s book WTF?! Learn more about your ad choices. Visit megaphone.fm/adchoices

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 TRANSCRIPThttps://www.danielscrivner.com/notes/alexandra-zatarain-eight-sleep-playbook-transcript CHAPTERSIn 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 GUESTAlexandra 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.💌 FREE NEWSLETTERhttps://www.outlieracademy.com/newsletter🎙 LISTEN ONiTunes: https://podcasts.apple.com/us/podcast/outlier-academy/id1523851182Spotify: https://open.spotify.com/show/58edVNgqaPNaCSGSxM6pef?si=88f37a5d20434775Overcast: https://overcast.fm/itunes1523851182ABOUT OUTLIER ACADEMYLearn 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.comTwitter: https://www.twitter.com/outlieracademyABOUT DANIEL SCRIVNEROutlier 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.comTwitter: https://www.twitter.com/danielscrivner Learn more about your ad choices. Visit megaphone.fm/adchoices

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 SullivanEPISODE 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 TRANSCRIPThttps://www.danielscrivner.com/notes/velocity-coaching-helping-hyper-growth-founders-scale-edward-sullivan-spotlight-transcript CHAPTERSThis 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 COACHINGVelocity 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. 💌 FREE NEWSLETTERhttps://www.outlieracademy.com/newsletter🎙 LISTEN ONiTunes: https://podcasts.apple.com/us/podcast/outlier-academy/id1523851182Spotify: https://open.spotify.com/show/58edVNgqaPNaCSGSxM6pef?si=88f37a5d20434775Overcast: https://overcast.fm/itunes1523851182ABOUT OUTLIER ACADEMYLearn 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.comTwitter: https://www.twitter.com/outlieracademyABOUT DANIEL SCRIVNEROutlier 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.comTwitter: https://www.twitter.com/danielscrivner Learn more about your ad choices. Visit megaphone.fm/adchoices

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 ClareEPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)https://www.danielscrivner.com/notes/mood-health-mike-clare-20mp-show-notes FULL TEXT TRANSCRIPThttps://www.danielscrivner.com/notes/mood-health-mike-clare-20mp-transcript CHAPTERSIn 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 CLAREMike 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.💌 FREE NEWSLETTERhttps://www.outlieracademy.com/newsletter🎙 LISTEN ONiTunes: https://podcasts.apple.com/us/podcast/outlier-academy/id1523851182Spotify: https://open.spotify.com/show/58edVNgqaPNaCSGSxM6pef?si=88f37a5d20434775Overcast: https://overcast.fm/itunes1523851182ABOUT OUTLIER ACADEMYLearn 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.comTwitter: https://www.twitter.com/outlieracademyABOUT DANIEL SCRIVNEROutlier 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.comTwitter: https://www.twitter.com/danielscrivner Learn more about your ad choices. Visit megaphone.fm/adchoices

Alexandra Zatarain, co-founder of Eight Sleep, discusses the importance of consistent data for innovation, the competition and category creation in the sleep industry, and the benefits and challenges of working on a physical product. They also explore Eight Sleep's vision of the future of sleep fitness and the significance of sleep for overall health and longevity.

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 SandersEPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)https://www.danielscrivner.com/notes/rachel-sanders2-outlier-academy-show-notes FULL TEXT TRANSCRIPThttps://www.danielscrivner.com/notes/rachel-sanders-outlier-academy-transcript CHAPTERSIn 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 SANDERSRachel 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 NEWSLETTERhttps://www.outlieracademy.com/newsletter🎙 LISTEN ONiTunes: https://podcasts.apple.com/us/podcast/outlier-academy/id1523851182Spotify: https://open.spotify.com/show/58edVNgqaPNaCSGSxM6pef?si=88f37a5d20434775Overcast: https://overcast.fm/itunes1523851182ABOUT OUTLIER ACADEMYLearn 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.comTwitter: https://www.twitter.com/outlieracademyABOUT DANIEL SCRIVNEROutlier 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.comTwitter: https://www.twitter.com/danielscrivner Learn more about your ad choices. Visit megaphone.fm/adchoices

In this Replay Episode, we explore real-time optimization in metabolic health. We’re joined by Josh Clemente, Co-founder of Levels. We cover the basics of ketones and ketosis, how real-time data can help people choose the foods and activities that are healthiest for them, and surprising insights from Levels customer data.“The most important things that I do every day are to take walks after my meals and make sure that I sleep a full eight hours. Those two simple things, which require a lot of adjusting for your lifestyle, have an outsized impact over the years and decades as they compound.” – Josh ClementeEPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)https://www.danielscrivner.com/notes/josh-clemente-outliers-show-notes FULL TEXT TRANSCRIPThttps://www.danielscrivner.com/notes/josh-clemente-outliers-transcript CHAPTERSThis episode is our definitive guide to real-time optimization in metabolic health. In it we cover: (00:00:00) – Introduction (00:02:23) – How Josh’s engineering background and role at SpaceX led to the creation of Levels (00:07:39) – How a ketogenic diet can affect your life expectancy (00:10:09) – The basics of ketones and ketosis (00:15:47) – How real-time data can help people choose the foods and activities that are healthiest for them (00:30:43) – Surprising insights from Levels customer data (00:33:13) – How Levels converts raw data into easy-to-understand scores (00:45:15) – Whether glucose alone is the best indicator of overall health ABOUT JOSH CLEMENTE AND LEVELSBefore founding Levels, Josh Clemente was the lead Life Support Systems engineer at SpaceX. One day, while doing research, he came across a startling study that would change his life forever. Josh is the founder and president of Levels, which is revolutionizing the world of individualized health. Levels combines an off-the-shelf glucose sensor with an iOS or Android app that you use to log everything that you eat and do.It then provides a simple score that captured how each meal and activity positively or negatively affects your own individual metabolism and glycemic index, all to help you better understand how your own body works and reacts to everything that you do. Josh shares how Levels helped him find out he was nearly pre-diabetic, even though he's a CrossFit trainer and looked and felt incredibly healthy. We go deep on what glucose is and why it matters, how our choices shape our metabolism moment to moment, how a little activity after a big meal can have a big difference in how it affects our bodies, and how to improve everything from your sleep to overall energy level with personal insights from Levels.💌 FREE NEWSLETTERhttps://www.outlieracademy.com/newsletter🎙 LISTEN ONiTunes: https://podcasts.apple.com/us/podcast/outlier-academy/id1523851182Spotify: https://open.spotify.com/show/58edVNgqaPNaCSGSxM6pef?si=88f37a5d20434775Overcast: https://overcast.fm/itunes1523851182ABOUT OUTLIER ACADEMYLearn 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.comTwitter: https://www.twitter.com/outlieracademyABOUT DANIEL SCRIVNEROutlier 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.comTwitter: https://www.twitter.com/danielscrivner Learn more about your ad choices. Visit megaphone.fm/adchoices