

POD OF JAKE
JAKE
A podcast for potential-pursuing optimists, for doers who want to make a dent in the universe, for those interested in crypto, longevity, city-building, etc., and for anyone who loves learning the stories of extraordinary entrepreneurs.
Episodes
Mentioned books

Jun 8, 2023 • 55min
#132 - KEVIN KELLY
Kevin is the Founding Executive Editor of Wired magazine, where he still serves as Senior Maverick. He was previously publisher and editor of the Whole Earth Review. Kevin is a co-chair of The Long Now Foundation, creator of Cool Tools, and author of multiple best-selling books, including his most recent, Excellent Advice for Living. Follow Kevin on Twitter @kevin2kelly.
[0:00] - Kevin's story and his lifelong interest in learning and disseminating knowledge
[5:08] - Key inflection points in information-related technologies
[14:49] - How to focus in a world of distraction
[20:58] - Pursuing the unknown and creating uniquely
[29:24] - Inventing your own definition of success
[36:27] - Spending time on things you love
[45:29] - Why innovation often comes from those who focus on their interests more than money
For more episodes, go to podofjake.com.
Previous guests include Mark Cuban, Vitalik Buterin, Brian Armstrong, Balaji Srinivasan, Keith Rabois, Ali Spagnola, Anthony Pompliano, Raoul Pal, Julia Galef, Jack Butcher, Tim Draper, and over 100 others alike. Learn from founders and CEOs of companies like OpenAI, Coinbase, Solana, Polygon, AngelList, Oura, and Replit, and investors from Founders Fund, a16z, Union Square Ventures, and many more. I appreciate your support and hope you enjoy.
Lastly, I love hearing from fans of the pod. Feel free to email me any time at jake@blogofjake.com. Thank you!

May 30, 2023 • 55min
#131 - PACKY MCCORMICK
Packy is the creator of Not Boring, the #1 Business Newsletter on Substack with over 200,000 subscribers. In addition to writing, Packy invests in early-stage startups with his fund, Not Boring Capital. He also serves as an advisor to a16z crypto. Follow Packy on Twitter @packyM.
[0:00] - Packy’s journey to becoming a full-time writer
[4:18] - Packy’s decision to forego business school and work for a startup instead
[7:02] - Starting a newsletter and in-person business at the beginning of COVID
[12:25] - How Packy’s writing has evolved since starting the Not Boring newsletter
[16:00] - Modeling Not Boring after Ben Thompson and Bill Simmons’ writing
[18:25] - Not Boring's innovative monetization model with sponsored posts
[22:31] - Packy’s early experiences investing in startups with Not Boring Capital
[29:24] - Scaling Not Boring with software platforms, AI, and people
[33:10] - Why Packy does not use Twitter as much as he used to
[36:55] - How social media could be made better
[44:48] - What's next for Not Boring
[49:12] - Why Packy believes it is important to be optimistic
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May 25, 2023 • 54min
#130 - ANDREW HERR
Andrew is the Founder and CEO of Fount, a comprehensive health and performance program backed by Founders Fund. Prior to starting Fount, Andrew led human performance and biotech strategy efforts for the U.S. military. He has worked with the Navy Seals, US National Soccer Team, and Miami Heat, among others. Andrew is also an adjunct assistant professor at Georgetown University where he designed and teaches Hands-on Unconventional Weapons Technology. Follow Andrew on Twitter @AndrewHerrBio.
[0:00] - How Andrew’s family history led him to study human performance
[3:29] - Andrew’s evolving perspective on athletic performance in the military
[8:14] - Fount’s approach to improving human performance
[15:53] - The interplay between human coaching and AI-driven coaching at Fount
[18:45] - Breaking down the various components of the Fount Pro program
[22:39] - How Fount is leveraging insights from individual clients to create products for the masses
[26:13] - Understanding how Fount’s FlyKitt product prevents jet lag
[30:21] - Wearables and other human performance products that Andrew recommends
[40:40] - Andrew’s personal health and performance journey and what he does daily
[46:42] - Andrew’s perspective on radically increasing human healthspan and longevity
homeofjake.com

May 10, 2023 • 59min
#129 - SAHIL LAVINGIA
Sahil is the Founder & CEO of Gumroad, a direct-to-consumer e-commerce platform for online creators. He is also the Founder & CEO of Flexile, a company creating the infrastructure for operating businesses online with part-time people working remotely from around the world. Prior to starting Gumroad, Sahil was the second employee at Pinterest. He recently published a book, The Minimalist Entrepreneur, and started his own rolling fund, SHL Capital. Follow Sahil on Twitter @shl.
[0:00] - Sahil’s story, dropping out of college to join Pinterest
[5:31] - Why Sahil was comfortable taking risks early in his career
[11:57] - Breaking down Sahil’s daily routines and habits
[21:57] - Sahil’s approach to operating Gumroad without any full-time employees
[28:00] - How Sahil thinks AI will impact the way companies can operate
[33:54] - The impact of rising interest rates on business strategies
[37:23] - Sahil’s experiences living in San Francisco, Provo, and Portland
[42:50] - Differentiating digital versus physical cultures and social realities
[46:46] - Why physical location is still so critical digital-first world
[49:39] - Sahil’s strategy for growing Flexile
[54:05] - The future of equity issuance for modern businesses
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May 4, 2023 • 54min
#128 - DAVID LEE
David is the Head of Samsung Next, the investment group within Samsung Electronics. Prior to his role at Samsung Next, David was a Managing Partner at both Refactor Capital and SV Angel. Follow David on Twitter @davidlee.
[0:00] - David’s background in law and venture capital
[6:54] - Do VCs and executive coaches need experience as founders to succeed?
[16:11] - How David’s investing strategy has changed over the course of his career
[22:26] - SV Angel’s innovative approach to funding YC startups with Start Fund
[28:04] - Comparing the investing approaches of Samsung Next vs. SV Angel
[32:30] - Benefits of having both a beginner’s mind and a prepared mind in investing
[38:31] - David’s current areas of focus at Samsung Next
[43:06] - How mobile phones changed the world, and what the metaverse really means
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Apr 27, 2023 • 54min
#127 - ARIEL SEIDMAN
Ariel is the CEO & Co-Founder of Hivemapper, a decentralized mapping protocol that uses a crypto-enabled dashcam. Prior to Hivemapper, Ariel spent time working on Yahoo’s mapping product and founded a mobile mapping startup, Gigwalk. Follow Ariel on Twitter @aseidman.
[0:00] - Ariel’s extensive experience in the world of mapping
[9:10] - Learning, iterating, and finding product-market fit
[13:34] - Building a crypto protocol with real-world utility
[18:31] - The functionality, economics, and challenges of a digital mapping protocol
[24:57] - Distinguishing Hivemapper from Waze and Google Maps
[29:16] - Hivemapper’s dashcam technology and use of crypto incentives
[33:32] - Breaking down Hivemapper’s tokenomics and AI training models
[39:37] - Hivemapper the company vs. Hivemapper the protocol
[42:42] - Supply and demand for the HONEY token
[47:19] - How Hivemapper and digital mapping can be useful for augmented reality
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Apr 4, 2023 • 54min
#126 - KEITH RABOIS
Keith is the CEO & Co-Founder of OpenStore and a General Partner at Founders Fund. He is an experienced technology executive and entrepreneur, a prolific investor, and a self-described contrarian. Keith previously served as a General Partner at Khosla Ventures. Before that, he was COO at Square and served in influential roles at LinkedIn. He also co-founded Opendoor. Keith began his career in technology as a senior executive at PayPal. He has since invested early in many great companies including YouTube, Airbnb, Palantir, DoorDash, Stripe, Quora, Yammer, Affirm, Eventbrite, and many others. He also served as a Board Member from inception to IPO at Yelp and Xoom. Follow Keith on Twitter @rabois.
[0:00] - OpenStore's early momentum and fundraising strategy
[5:35] - How an decentralized department store could unlock eCommerce growth
[12:33] - Introducing OpenStore Drive and why it is great for Shopify store owners
[16:49] - OpenStore's horizontal approach and why Keith believes it is best
[18:41] - OpenStore’s business acquisition strategy and thoughtful process design
[24:09] - How learnings from OpenStore’s initial acquisitions have led to improvements
[28:56] - Why OpenStore’s business is resilient in various macroeconomic environments
[35:06] - Acquisition offers and accept rates as metrics and countermetrics at OpenStore
[38:45] - Introducing Gumdrop which matches long-tail influencers to long-tail SKUs
[41:40] - The advantages of aggregation that benefit OpenStore’s business model
[45:19] - Building a great company culture; finding & developing undiscovered talent
[51:11] - The most high-leverage activities Keith allocates time to as OpenStore's CEO
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Mar 28, 2023 • 52min
#125 - NOAH SMITH
Noah is an American economist and writer best known for his Substack, Noahpinion. He has made contributions to Bloomberg, Quartz, and The Atlantic, among other publications. Before starting his Substack, Noah wrote full-time for Bloomberg. Prior to that, he was an assistant professor of finance at Stony Brook University. Follow Noah on Twitter @Noahpinion.
[0:00] - Noah's story and how his Substack got started
[4:59] - The role of Substack and individual opinion writers in today’s media environment
[12:11] - The duality of work for college professors
[20:43] - Declining trust in mainstream media institutions
[29:40] - How opinion writing differs from traditional journalism
[35:17] - Noah’s process in researching and writing about the Silicon Valley Bank collapse
[39:22] - Noah's perspective on the ongoing banking crisis
[44:48] - Why Noah considers himself a techno-optimist
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Mar 7, 2023 • 1h 26min
#124 - DAVID & DANIIL LIBERMAN
David and Daniil are brothers, serial entrepreneurs, and investors. After selling their augmented reality startup Kernal AR to Snap, the brothers created a holding company, LibermansCo, to incubate their current endeavors: Product Science and Humanism. Humanism allows people to invest in people. Follow them on Twitter @DaLiberman.
[0:00] - How the Libermans’ upbringing in the Soviet Union prepared them for their entrepreneurial endeavors
[6:10] - The Libermans’ experience selling a startup to Snapchat and their subsequent role in improving the company’s performance
[11:21] - Creating LibermansCo as a holding company for future Liberman startup endeavors
[22:10] - How the idea for LibermansCo created a framework for investing in individual founders rather than direct businesses (Humanism.is)
[26:52] - Comparing the Humanism model and economics to the traditional venture capital system
[48:02] - Determining what should be included as an eligible asset under the Humanism model
[52:38] - How the Libermans iterated upon previous attempts to invest in individuals
[58:17] - Considerations around setting floors and ceilings for payouts under the Humanism model
[1:10:26] - The drive to take LibermansCo public and show the legitimacy of the Humanism model
[1:14:08] - Radical transparency and why the brothers share one life together
[1:18:51] - The desire to create Humanism as a way to provide future generations with access to wealth
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Feb 23, 2023 • 55min
#123 - MICHAEL GIBSON
Michael is co-founder of the 1517 Fund, a venture capital fund investing in teams led by dropouts, the uncredentialed, and renegade scientists. He recently published his first book, Paper Belt on Fire: How Renegade Investors Sparked a Revolt Against the University. Previously he was vice president for grants at the Thiel Foundation and a principal at Thiel Capital, where he helped launch and run the Thiel Fellowship. Follow Michael on Twitter @William_Blake.
[2:18] - How Michael’s background in philosophy ultimately led him to venture capital
[12:06] - Michael’s brief stint as a screenwriter and how he views founders through the perspective of a storyteller
[22:49] - Analyzing the factors that contribute to individual and societal creativity, greatness, and progress
[39:08] - How Michael approaches talent attraction, identification, and development
[48:07] - The story behind the title of Michael’s book “Paper Belt on Fire”
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