
Outliers with Daniel Scrivner: Explore the Greatest Innovators, Founders, and Investors
Learn from history's greatest innovators, founders, and investors with a mix of interviews and summaries of the best books, essays, and lectures. Each week, Daniel Scrivner decodes the ideas, strategies, and frameworks used by the best innovators, founders, and investors. Past guests include Scott Belsky (Adobe), Gokul Rajaram (DoorDash), Kevin Kelly (WIRED), Sir Ronald Cohen (IMPACT), Erling Kagge (Everest Explorer), along with the founders of Wealthfront, Public.com, Primal Kitchen, 1-800-GOT-JUNK, Levels, and Eight Sleep. Visit OutlierAcademy.com for episode notes, searchable transcripts, videos, and more.
Outliers with Daniel Scrivner is a mix of Founders Podcast, How I Built This, Business Breakdowns, Invest Like The Best, Founder's Field Guide, 20VC (20 Minute VC), The Knowledge Project, What It Takes, and The Tim Ferriss Show.
Latest episodes

Sep 8, 2022 • 8min
Trailer – #132 Ben Blumenrose of Designer Fund | 20 Minute Playbook
Listen to one of our favorite moments from tomorrow’s 20 Minute Playbook episode featuring Ben Blumenrose. In it, Ben shares his favorite books, tools, habits, and more.
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Sep 7, 2022 • 56min
#131 Designer Fund: Building the World’s First Design Centric Venture Capital Firm | Ben Blumenrose, Co-Founder & Managing Partner
In Episode #131, we explore building the world’s first design centric venture capital firm. We’re joined by Ben Blumenrose, Designer Fund’s Co-Founder and Managing Partner. We cover the Designer Fund algorithm, the core qualities of great startups, and how designers can add value as investors.
“What are you spending your nights and weekends on and is there a way for you to make that your job? Because that's the stuff that you're really into.” – Ben Blumenrose
EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)
https://www.danielscrivner.com/notes/designer-fund-ben-blumenrose
FULL TEXT TRANSCRIPT
https://www.danielscrivner.com/notes/designer-fund-ben-blumenrose-transcript
CHAPTERS
This episode is our definitive guide to building the world’s first design centric venture capital firm. In it we cover:
(00:00:00) – Introduction
(00:02:39) – The genesis of Designer Fund
(00:22:31) – Demystifying design
(00:28:28) – Traits of designer founders
(00:35:02) – Sweat the details that matter
(00:39:23) – The Designer Fund algorithm
(00:44:23 – Balancing skepticism and optimism in investing
(00:48:47) – Core qualities of great startups
(00:50:32) – How designers can add value as investors
ABOUT DESIGNER FUND
Ben Blumenrose is Co-director and Managing Partner of Designer Fund, which is an early stage venture capital firm that backs founders that both recognize the power of design and are committed to getting design right from day one. Designer Fund was founded by Ben Blumenrose and Enrique Allen in 2012 after the two met at a program put on by Stanford's D school, where students use design to develop their own creative potential. When Ben and Enrique founded Designer Fund, there were few companies in Silicon Valley outside of Apple that understood the power of design to build incredible products, create a category defining brand, and ultimately forge an enduring company.
There were also no other venture capitalists with a pure design background. And yet, over the last decade Designer Fund has built an incredible venture firm. They've produced top quartile returns for their investors, beating out almost all of their peers in the market, and we're early investors in a wave of design-centric companies that have defined the last 10 years, including Stripe and Gusto.
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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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Sep 6, 2022 • 6min
Trailer – #131 Designer Fund: Building the World’s First Design Centric Venture Capital Firm | Ben Blumenrose, Co-Founder & Managing Partner
Listen to one of our favorite moments from tomorrow’s Spotlight episode featuring Designer Fund with Ben Blumenrose.
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Sep 2, 2022 • 21min
#130 Robert Cantwell of Compound Kings: My Favorite Books, Tools, Habits and More | 20 Minute Playbook
In Episode #130, we deconstruct Robert Cantwell's peak performance playbook—from their favorite book to the tiny habit that's had the biggest impact on their life. Robert is the Portfolio Manager at Compound Kings. We cover longevity in investing, source documents, and learning from fintwit.
“I wish someone told me that who you work with peer-wise is the number one driver of whether or not you enjoy working or not.” – Robert Cantwell
EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)
https://www.danielscrivner.com/notes/robert-cantwell-playbook
FULL TEXT TRANSCRIPT
https://www.danielscrivner.com/notes/robert-cantwell-playbook-transcript
CHAPTERS
In this episode, we deconstruct Robert Cantwell’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
(00:02:13) – Longevity in investing
(00:03:37) – Investment philosophy at Compound Kings
(00:09:05) – Source documents can level up investment knowledge
(00:11:23) – Consuming info vs. processing info
(00:14:02) – Key tools and learnings from fintwit
(00:16:30) – Who you spend your time with is paramount
ABOUT ROBERT CANTWELL
Robert Cantwell is Founder of Upholdings and Portfolio Manager of Compound Kings, which is an exchange traded fund focused on investing in compounders. I had Robert Cantwell on last year in episode 23, where he joined me shortly after launching Compound Kings in late 2020. Before founding Upholdings and launching Compound Kings, Robert had an incredible career, both as an operator and an investor. Robert started his career as an analyst at Elevation Partners, which was co-founded by U2's lead singer Bono. He then worked at the long short hedge fund Meru Capital before serving as Everlane CFO for five years. Robert founded Upholdings in 2019 and officially launched Compound Kings in late 2020.
In this episode, we cover why Robert is obsessed with how we think, process information and make decisions. The single biggest lessons that Robert has taken away from launching and scaling Compound Kings over the last two years, how being a compounding focused investor is different than being solely growth or value focused, why he skips to the back of investment books and goes straight to the source material to form his own opinions about the contents of the book, the investing tools that he and his team use daily at Compound Kings to beat the S&P 500, and his three-step process for consuming thinking through and ultimately coming to conclusions about everything that he reads.
💌 FREE NEWSLETTER
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🎙 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
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Sep 1, 2022 • 3min
Trailer – #130 Robert Cantwell of Compound Kings | 20 Minute Playbook
Listen to one of our favorite moments from tomorrow’s 20 Minute Playbook episode featuring Robert Cantwell. In it, Robert shares his favorite books, tools, habits, and more.
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Aug 31, 2022 • 1h 21min
#129 Compound Kings: Lessons Learned as an Investor and Emerging Manager | Robert Cantwell, Portfolio Manager
In Episode #129, Robert Cantwell, Founder & Portfolio Manager of Compound Kings joins us as part of our Outlier Investors series. We discuss the biggest lessons that Robert has learned as an investor and portfolio manager, the top positions in the fund today, and the future of active management.
“The investment management business actually looks a lot more like every other business, where there's products, there's marketing, and there's distribution, and you have to be outstanding at all three of those things in order to succeed in this business.” – Robert Cantwell
EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)
https://www.danielscrivner.com/notes/compound-kings-robert-cantwell
FULL TEXT TRANSCRIPT
https://www.danielscrivner.com/notes/compound-kings-robert-cantwell-transcript
CHAPTERS
This episode is our definitive guide to building an ETF business. In it we cover:
(00:02:23) – Introduction
(00:04:53) – Defining a compounder (growth, profitability, high ROIC)
(00:06:22) – Investing in challenging markets
(00:14:26) – Robert’s thoughts on the rise of active management
(00:17:28) – Why so much money is still in mutual funds
(00:19:33) – Thematic ETFs and where they can go wrong
(00:39:05) – Why investing in public markets is so challenging
(00:46:09) – Top three positions in Compound Kings today: Meta, ServiceNow, and Adyen
(01:05:35) – What it’s like to build an ETF business
ABOUT COMPOUND KINGS
Robert Cantwell is the Founder of Upholdings and Portfolio Manager of Compound Kings, which is an exchange-traded fund focused on investing in companies often called compounders. Compounders are typically profitable, growing, and generate very high returns on invest capital (ROIC).
This is an incredible interview with a true pioneer in the actively managed ETF space. In it, we look back at the top three positions in Compound Kings when Robert and I sat down in early 2021, which feels like a world away, to review the performance of Alibaba, Meta, then Facebook and Berkshire Hathaway.
Robert shares the three biggest learnings from the last 18 months including: why you always have to be learning new industries; why you should add a quant to your investment team; and why knowing the people running public companies matters a lot.
Robert also walks through his team's thesis on the three largest positions in the fund today, which include Meta, ServiceNow and Adyen. This section of the interview is fantastic so skip ahead and don't miss it if you're short on time.
And finally, Robert shares what it's like to build an ETF business scale assets under management and why running an investment business is very similar to an enterprise software business.
💌 FREE NEWSLETTER
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🎙 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
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Aug 30, 2022 • 3min
Trailer – #129 Compound Kings: Lessons Learned as an Investor and Emerging Manager
Listen to one of our favorite moments from tomorrow’s Spotlight episode featuring Compound Kings with Robert Cantwell.
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Aug 26, 2022 • 28min
#128 Fount’s Andrew Herr: How the Brain Works Under Stress, The Commonalities of Peak Performance, Working with Navy SEALs, and More
Andrew Herr, Founder and CEO of Fount, discusses how the brain acts under stress, commonalities of peak performance, simple health experiments, and the power of frameworks in decision-making. He emphasizes dedication, listening to circadian rhythms, and the impact of influential books on his life.

Aug 25, 2022 • 5min
Trailer: Fount’s Andrew Herr: How the Brain Works Under Stress, The Commonalities of Peak Performance, Working with Navy SEALs, and More
Listen to one of our favorite moments from tomorrow’s 20 Minute Playbook episode featuring Andrew Herr of Fount. In it, Andrew shares his favorite books, tools, habits, and more.
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Aug 24, 2022 • 51min
#127 Fount: Bringing the Performance Secrets of the U.S. Navy SEALs to Everyone | Andrew Herr, Founder & CEO
In Episode #127, we explore bringing performance secrets from Navy SEALs to the public. We’re joined by Andrew Herr, Fount’s Founder and CEO. We cover human performance and biotech strategy, the limitations of military power for political goals, and using experiments to improve performance.
“The human body is one of the most complex adaptive symptoms out there in the universe.” – Andrew Herr
EPISODE GUIDE (LINKS, QUOTES, NOTES, AND BOOKS MENTIONED)
https://www.danielscrivner.com/notes/fount-andrew-herr
FULL TEXT TRANSCRIPT
https://www.danielscrivner.com/notes/fount-andrew-herr-transcript
CHAPTERS
This episode is our definitive guide to bringing performance secrets from Navy SEALs to the public. In it we cover:
(00:00:00) – Introduction
(00:03:42) – Human performance and biotech strategy in the military
(00:08:37) – The limits of military power for achieving political goals
(00:15:22) – Navy SEALs and performance modalities
(00:19:29) – Novelty and social judgment are the two great human stressors
(00:21:55) – The premise of Fount and its future goals
(00:31:07) – The 10 top goals for users of Fount, and the experiments they run
(00:37:58) – The Fount user journey
(00:42:28) – Coaching, both human and AI
(00:46:36) – Using experimental methodology as a founder
ABOUT FOUNT
Andrew Herr is the founder and CEO of Fount, which is on a mission to help everyone look, feel, and perform at their very best. Fount offers a highly customized three month program that's born out of Andrew's work enhancing the performance of special forces warriors in the US Military, including the Navy Seals. To start, Fount gathers more than 100 data points about their customers using in-depth blood and urine analysis to explore their metabolism, immune and inflammatory activity, nutrient levels, liver and kidney function, and even cardiovascular markers. Customers are then paired with an ex-special forces coach who gets to know their goals, day-to-day schedule, and even their family history all before kicking off a series of experiments that run for the remaining 15 weeks of the program.
Experimentation is a huge component of how Fount approaches their work. And it's part of their goal of helping each customer find what works for them. As part of the program, customers receive their own custom supplement packs with exactly what they need to take each morning, afternoon, and evening all sent from Fount's own custom supplement manufacturing facility. At the end of the program, Fount then offers a support program to make it easy to keep the gains you've made and continue building on them. This includes less frequent blood and urine tests, as well as a continuous supply of your daily supplements.
💌 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
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