Exploring the world’s greatest startup stories. Get a behind the scenes look into the founding stories of your favorite companies. Learn how the industries they operate in actually work, and learn playbooks and tactics you can use to launch and scale your own business.
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Unlocking AGI With Visual AI Agents | Joseph Nelson, Roboflow
1:57:42
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Joseph Nelson is the Co-founder and CEO of Roboflow, making the world programmable by building computer vision tools for developers and enterprises. We talk about how computer vision creates a new paradigm to program the world, and how visual AI is the missing piece of AGI. Joseph also shares multiple live product examples, how computer vision unlo…
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How Morning Brew Grew to 6 Million Subscribers and $70 Million Revenue in Six Years | Austin Rief, Co-founder & CEO
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Austin Rief is the Co-founder & CEO of Morning Brew, building the Wall Street Journal for the next generation. They started the company in 2017, and grew it to 6 million subscribers and $70 million in revenue in six years. We talk through the journey starting Morning Brew with Co-founder Alex Lieberman while students at the University of Michigan, …
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The Startup Teaching 2-Year Olds to Read | Niels Hoven, Mentava
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Niels Hoven is the founder of Mentava, building software to accelerate kids’ education, starting with teaching two year old’s to read. We talk about how public education isn’t designed for ambitious kids, the power of hater marketing, product design from zero to one, how too much data leads to Frankenstein products, Seed stage fundraising advice, p…
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How Nextdoor Grew to 100M Neighbors + Why Founding CEO Nirav Tolia Returned Six Years Later
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Nirav Tolia is the co-founder and two-time CEO of Nextdoor. He started the company in 2011, stepped down as CEO in 2018, watched the company go public in 2021, and re-joined as CEO the summer of 2024. He also founded Epinions which IPO’d in 2004, and before that was an early employee at Yahoo. We go inside the decision to re-join the company after …
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Recruiting From Zero to One with Nakul Mandan, Co-founder of Audacious Ventures
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Nakul Mandan is the founder of Audacious Ventures. Prior to Audacious, he was a partner at Lightspeed, joining from Battery, which he joined in ‘09 in the middle of the financial crisis while living in India. This conversation explores his journey immigrating to Silicon Valley and building an early stage venture firm from the ground up. We get into…
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Inside Rent the Runway’s Early Days and the Future of Commerce with Co-founder Jenny Fleiss
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Jenny Fleiss is the Co-founder of Rent the Runway, and more recently started Roll Rider with her three kids. We get into the early insights that led to Rent the Runway, building the company with no fashion or tech background, fundraising advice, what she’s thinking about the future of AI and commerce, and the latest company she’s building with her …
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Startup Marketing Masterclass: How OpenPhone Grew to 100k Customers | Daryna Kulya
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Daryna Kulya is the Co-founder of OpenPhone, the world’s best business phone This episode is a masterclass on startup marketing, chronicling the first six years of OpenPhone, how they acquired their first customers, and inside all the different channels they used to scale the business to over 100k customers, including FB Groups, Reddit, SEO, and co…
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Beating the Market 15 Years in a Row, Lessons from Jeff Bezos | Lisa Rapuano
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Lisa Rapuano outperformed the market 15 years in a row in the 90’s and 2000’s. We go deep on how she did it, including early investments in AOL, Dell, and owning 24% of Amazon in 2002. She shares what she learned from Jeff Bezos and Michael Dell, what makes a good investor, plus her experience as a startup CFO and how it influenced how she thinks a…
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Gokul Rajaram | Lessons from Zuck, Jack Dorsey, Sergey Brin + Defining your ICP, Evolution of Seed Investing
46:48
Gokul Rajaram is an early stage technology investor. As a product leader, operator and board member, he’s helped build seven generational technology companies, including Alphabet, Block, Coinbase, DoorDash, Meta, Pinterest, and The Trade Desk. We talk about lessons learned from Zuck, Sergey Brin, and Jack Dorsey, when big acquisitions can go well, …
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How to Build in AI, Lessons From Early Days of Snyk with Founder Guy Podjarny
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Guy Podjarny is the founder of Blaze, Snyk, and now Tessl. He’s spent decades building at the center of developers and security. His newest company Tessl is reimagining software development, helping shape a new paradigm he calls AI Native Development. We talk through his four quadrant framework for building and investing in AI, plus go into the ear…
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The Rise of AI-Powered Services + Ultimate Sales Crash Course for Founders | Chris Hladczuk, Hanover
1:20:54
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Chris Hladczuk is the Co-founder and CEO of Hanover, where he’s building 1-click migration and 1-minute time to value fund administration for the $8 trillion in private market assets. Chris takes us through his story of building an audience online at nights while working at Goldman, breaking into tech and going from an IC to Chief Revenue Officer a…
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Lessons Building Five Unicorns + Building Pathlight Ventures | Charley Ma & Mahdi Raza
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Charley Ma and Mahdi Raza are the Co-founders of Pathlight Ventures, and were early employees at five unicorns, Plaid, Ramp, Alloy, Robinhood, and Stytch. They share tactical advice for early stage startup employees, lessons getting Plaid and Ramp their first customers, and deciding to build Pathlight together. Timestamps (00:00) Intro (02:30) Grow…
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How ClickUp Bootstrapped to $10m ARR and Scaled to 9-figures in Revenue with Zeb Evans
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Building an enterprise-ready SaaS app? WorkOS has got you covered with easy-to-integrate APIs for SAML, SCIM, and more. Start now at https://bit.ly/WorkOS-Turpentine-Network. He’s had six near death experiences, and we talk about how those influenced him throughout life. We also talk about some of his early businesses, including one that had the FB…
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Teen Hacker to Founder, Building an Open Source Security Company | Bobby DeSimone, CEO of Pomerium
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Bobby DeSimone is the Founder and CEO of Pomerium, the best way to authenticate, authorize, monitor, and secure user access to any application without a VPN. Bobby explains why access control is so important, how it led to the biggest corporate hack ever, how its related to the day CrowdStrike took down the global economy, and how AI will change se…
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Inside the beehiiv Playbook with Tyler Denk, Co-founder and CEO
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Tyler Denk is the Co-founder and CEO of beehiiv, the newsletter platform built for growth. We go inside beehiiv’s early days, including joining MorningBrew as the second employee, lessons scaling to 3.5 million subscribers, the $75 million sale to Business Insider, and why I didn’t invest in beehiiv despite being an early customer. Tyler takes us i…
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The Future of Software, AI, and Tax, Lessons Scaling Zero to One | Michelle Valentine, CEO of Anrok
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Michelle Valentine is the Co-founder and CEO of Anrok, the sales tax platform for software companies. We talked trends in software consolidation, lessons working with Anrok’s first customers, advice on fundraising, scaling a sales team, and early tricks for founders to avoid future tax-related headaches. Timestamps (00:00) Intro(02:19) The trend of…
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ShipHero’s Journey to $12B | Aaron Rubin, Founder and CEO
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Building an enterprise-ready SaaS app? WorkOS has got you covered with easy-to-integrate APIs for SAML, SCIM, and more. Start now at https://bit.ly/WorkOS-Turpentine-Network.Aaron Rubin is the Founder and CEO of ShipHero, a warehouse management system for brands and 3PL providers.We talk through Aaron’s journey building ShipHero, starting with what…
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Inside the Logan Bartlett Show, Investing Through Market Cycles + Bubbles, Dissecting VC Frameworks
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Logan Bartlett is a Managing Director at Redpoint. If you like startups and you listen to podcasts, you’re probably familiar with his podcast, the Logan Bartlett Show. We talk about how it first got started, plus all his tricks for growing the podcast, including his canonical episodes in 2022 that helped pop the web3 bubble. We also talk market cyc…
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Lessons From Two Exits + Building Electric to Automate IT Management | Ryan Denehy
1:33:53
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Ryan Denehy is the founder and CEO of Electric, software that helps businesses manage their IT and IT support. We talk through his first two startups from founding to exit, the early days of getting Electric off the ground, and Ryan’s frameworks for fundraising, recruiting, and sales. Timestamps:(00:00) Intro(03:05) Building an ad network for extre…
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Frank Rotman | Building Capital One ($58B) and QED Investors ($4B AUM)
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Get first-party targeting with Brave's private ad platform: cookieless and future proof ad formats for all your business needs. Performance meets privacy. Head to https://brave.com/ads/ and mention “Turpentine” when signing up for a 25% discount on your first campaign.Warp: Don’t let payroll and compliance hold your startup back: visit https://join…
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Car Dealership Guy: From Anonymous VC-Backed CEO to B2B Media with Yossi Levi
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Warp: Don’t let payroll and compliance hold your startup back: visit https://www.joinwarp.com/peel to get started and receive a $1,000 gift card when you first run payroll. Get first-party targeting with Brave's private ad platform: cookieless and future proof ad formats for all your business needs. Performance meets privacy. Head to brave.com/brav…
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The 26-Year Old Exposing $10B Public Companies | Edwin Dorsey, The Bear Cave
1:53:27
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Warp: Don’t let payroll and compliance hold your startup back: visit https://joinwarp.com/peel to get started and receive a $1,000 gift card when you first run payroll. Get first-party targeting with Brave's private ad platform: cookieless and future proof ad formats for all your business needs. Performance meets privacy. Head to https://brave.com/…
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Silicon Valley's Secret 4-Week Visa with Lisa Wehden at Plymouth Street
1:10:53
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Warp: Don’t let payroll and compliance hold your startup back: visit https://joinwarp.com/peel to get started and receive a $1,000 gift card when you first run payroll. Get first-party targeting with Brave's private ad platform: cookieless and future proof ad formats for all your business needs. Performance meets privacy. Head to https://brave.com/…
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Building Non-Addictive Apps for Kids | Melissa Cash, Pok Pok
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Get Attio, the next generation of CRM: https://bit.ly/AttioThePeelWarp: Don’t let payroll and compliance hold your startup back: visit https://joinwarp.com/peel to get started and receive a $1,000 gift card when you first run payroll.Melissa Cash is the Co-founder and CEO of Pok Pok, a montessori-inspired collection of digital toys that spark creat…
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Building boldstart ventures from $1M to $850M with Ed Sim
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Get Attio, the next generation of CRM: https://bit.ly/AttioThePeel Ed Sim is the Founder of boldstart ventures, which partners with bold founders reinventing the enterprise stack at the inception stage. Ed takes us inside the journey building boldstart, from its first $1m fund in 2010 up to $850m in AUM today. Timestamps:(00:00) Intro(03:48) Evolut…
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Scaling Instacart to $10+ Billion with ex-President Nilam Ganenthiran
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Get Attio, the next generation of CRM: https://bit.ly/AttioThePeel Nilam Ganenthiran is the founder and CEO of Beacon Software. Previously, he was the 12th employee and President at Instacart. We talk tactics for customer research, building customer relationships, balancing strategy and execution, how to serve on and manage a board, what happened w…
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How the Smartest Companies Use AI | Ankur Goyal, Braintrust
1:27:03
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Get Attio, the next generation of CRM: https://bit.ly/AttioThePeel Ankur Goyal is the Founder and CEO of Braintrust, the end to end developer platform for building the world's best AI products. Their customers include companies like Instacart, Zapier, Notion, Airtable, Replit, and more. We hit on the importance of LLM evals, advice for building AI …
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Lessons From 21 Years of VC Fund Investing | Alan Feld, Vintage Investment Partners
1:03:44
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Get Attio, the next generation of CRM: https://bit.ly/AttioThePeelAlan Feld is the Founder and Managing Partner of Vintage Investment Partners. Vintage is one of the largest fund of funds in the world, managing over $4 billion across what is mostly investments into other venture funds, plus some secondary and direct startup investments at the growt…
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Get Attio, the next generation of CRM: https://bit.ly/AttioThePeel Anu Sharma is the Co-founder and CEO of Millie, building a better care system from the inside out. Our conversation covers the existing maternal health system, how Millie is reinventing it, and how to succeed building a healthcare company. Timestamps:(00:00) Intro(03:16) Problems in…
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Get Attio, the next generation of CRM: https://bit.ly/AttioThePeel Aaron Levie is a co-founder and the CEO of Box. This conversation covers opportunities in AI, the early days of Box, and lessons Aaron's learned on his founder journey. Timestamps(00:00) Intro(03:11) Why ChatGPT was an iPhone moment(04:37) Advice for large companies incorporating AI…
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Elad Gil on Conviction, AI, Biotech, Ambition, Speed of Execution, and Non-Obvious Startup Advice
1:17:15
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Warp: Don’t let payroll and compliance hold your startup back: visit https://joinwarp.com/peel to get started and receive a $1,000 gift card when you first run payroll.Get Attio, the next generation of CRM: https://bit.ly/AttioThePeelElad Gil is the founder of Color Genomics and Mixer Labs, which he sold to Twitter, and an early investor in iconic …
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How to Build a Biotech with Celine Halioua at Loyal
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This episode is brought to you by Warp. Don’t let payroll and compliance hold your startup back: visit https://joinwarp.com/peel to get started and receive a $1000 gift card when you first run payroll. Celine Halioua is the founder and CEO of Loyal, a biotech company developing medicine to help dogs live longer and healthier lives. And dogs are jus…
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Giving an AI a Computer with Rahul Sonwalkar, Founder and CEO of Julius AI
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Get Attio, the next generation of CRM: https://bit.ly/AttioThePeelRahul Sonwalkar is the founder and CEO of Julius, an AI data scientist.He takes us inside his epic “Ligma Johnson” prank where he pretended to be fired from Twitter the day Elon acquired the company. He then goes inside his journey of building Julius, sharing lessons learned along th…
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Zero to $90M Revenue in Five Years, How Athletic Brewing Created the Non-Alcoholic Beer Category with CEO Bill Shufelt
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Brought to you by Attio, the next generation of CRM: https://bit.ly/AttioThePeelBill Shufelt is the Founder and CEO of Athletic Brewing, the craft brewer that created the non-alcohol beer market in the US.Bill takes us inside the early days of starting the company, including realizing there was an opportunity to make non-alcoholic beer, finding a c…
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SMB Masterclass: Zero to $150M Revenue in Two Years with Dane Atkinson, Founder and CEO of Odeko
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Dane Atkinson is the Founder and CEO of Odeko, the all-in-one operations partner for local businesses.Dane has spent his entire career helping small businesses. This episode is a masterclass on selling to SMBs. He shares all his lessons learned as a founder, and how Odeko survived zero revenue during COVID and hit $150 million in revenue two years …
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Josh Miller on How The Browser Company Started, How to Hire, Arc Search, and Building in Public
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Josh Miller is CEO and co-founder of The Browser Company, which is building a new internet browser. He explains why effective hiring requires caring a lot and trusting your taste and why Arc Search, a default mobile browser, could be The Browser Company’s next act. TIMESTAMPS: (00:00:00) Intro (00:02:35) Working for Obama (00:03:55) Giving up 8-fig…
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Market Update: Peter Walker on 2023 VC Valuation Trends, Dry Powder, New Bubbles, Employee Trends
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Subscribe to my newsletter The Split for new episodes emailed every week: https://www.thespl.it/ Brought to you by Attio, the next generation of CRM: https://bit.ly/AttioThePeelPeter Walker is Head of Insights at Carta and writes a newsletter called “The Data Minute”, a weekly newsletter highlighting data from over 43,000 private tech companies tha…
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Chris Bakke on Selling to Elon, Small Exits, and Using Memes for Marketing
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Subscribe to my newsletter The Split for new episodes emailed every week: https://www.thespl.it/ Chris Bakke has founded and sold three companies for between $25-100 million to Zillow, Indeed, and most recently Twitter / X. He shares how he convinced Elon to buy his company, what it's like working for Elon, exactly how the Twitter algorithm works, …
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Inside Anchor’s Journey to Product Market Fit and 9-Figure Sale to Spotify with Mike Mignano
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Subscribe to my newsletter The Split for new episodes emailed every week: https://www.thespl.it/ Brought to you by Attio, the next generation of CRM: https://bit.ly/AttioThePeelMike is currently a partner at Lightspeed Venture Partners. Before Lightspeed, he spent five years building Anchor, which he sold to Spotify in 2020, and then led Spotify’s …
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Eric Newcomer on Scaling to 80,000 Newsletter Subs, How to Pitch Reporters
1:21:25
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Eric Newcomer is the founder of Newcomer, a publication he launched in October of 2020 to cover the business of startups and venture capital. He had just left Bloomberg after nearly six years, and was previously the first employee at The Information. — — — — Timestamps: (00:00) Intro (02:46) The current state of media (05:59) Anchoring his 4th grad…
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Siqi Chen on How To Go Viral, Secrets to Storytelling, and Forgetting Best Practices
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1:34:17
Siqi Chen is the Co-Founder and CEO of Runway, the modern and intuitive way to model, plan, and align your business for everyone on your team. Or, in Siqi’s words, “revolutionizing the $80 trillion business industry”. A few months ago, Runway’s new website went viral across the internet. Siqi takes us inside how that happened. He’s no stranger to g…
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Automating the $80 Billion SOC 2 Market with Shrav Mehta (Secureframe)
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Shrav Mehta is the Founder and CEO of Secureframe, which empowers businesses to build trust with customers by automating information security and compliance. Shrav started the company in 2019 after being an early employee at Scale, Pilot, Lob, and Hired, and has since raised from investors like Kleiner Perkins, Backend Capital, Soma Capital, and Ba…
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Epic Gardening's $100+ Million YouTube Playbook with Kevin Espiritu, Founder and CEO
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Kevin Espiritu is the founder and CEO of Epic Gardening, which is, by multiple measures, one of the largest brands in gardening on the planet.What started in 2013 as a blog has since evolved into a gardening empire spanning YouTube, TikTok, Instagram, Facebook, 4,500 gardening stores, and three gardening books. Epic raised a $17.5m Series A from Th…
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How Kirsten Green Built Forerunner Ventures
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Kirsten Green is the founder of Forerunner Ventures, a venture capital firm that focuses on understanding the mindset of the modern consumer. Kirsten started Forerunner in 2010, and was an early investor in companies like Faire, Chime, Warby Parker, Dollar Shave Club, Hims, Glossier, Jet, Bonobos, HotelTonight, and The Farmer’s Dog.This episode tak…
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The Great Media Arbitrage: How Craig Fuller Built FreightWaves
1:56:49
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Craig Fuller is the Founder and CEO of FreightWaves, a media company and data provider for the global supply chain. He’s also the CEO of Flying Media Group, which he founded in 2021 to acquire Flying Magazine, the largest US-based print magazine for the aviation industry. This conversation is split into three parts: a crash course on logistics and …
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Building a $510 Million Personal Care Giant with Danielle Cohen-Shohet, Founder & CEO of GlossGenius
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Danielle Cohen-Shohet is the CEO and Founder of GlossGenius, the all-in-one booking, payments and POS solution that helps beauty and wellness professionals drive bookings and grow their business. Danielle started the company in 2016 and has since grown it to a $510 million valuation. This is while taking a disciplined approach to fundraising, raisi…
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Cristina Junqueira is the co-founder of Nubank, the largest neobank in Latin America – and in the world – with more than 80 million customers. She is also the second self-made female billionaire in Brazil. Cristina and her co-founders David Vélez and Edward Wible launched Nubank in 2013, essentially building the fintech category in a market where i…
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Immigrant to $250M CEO: How Circle Powers the Creator Economy with Co-founder and CEO Sid Yadav
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Sid Yadav is the Co-founder and CEO of Circle, the all-in-one community platform trusted by creators like Tiago Forte, David Perell, and Miles Snider. Sid started the tech blog Rev2 when he was a teenager in New Zealand, writing about the launch of YouTube and the iPhone. He was the founding engineer and designer of Teachable, which he helped scale…
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🎮 Growing Medal to 10+ Million Gamers | Pim de Witte (Co-founder and CEO, Medal)
1:10:55
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Pim de Witte is the Co-founder and CEO of Medal, which enables millions of gamers to capture and share their favorite gaming moments with friends. Pim started the company in 2015 and has since raised over $72 million, supported by investors like OMERS Ventures, Makers Fund, Dune Ventures, and Horizon Ventures.Brought to you by Secureframe, the auto…
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How Unit Operates with Precision, with Itai Damti (Co-founder and CEO of Unit)
1:21:39
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Itai Damti is the Co-founder and CEO of Unit, the platform that helps leading tech companies store, move, and lend money.Unit has raised over $170 million from investors like Better Tomorrow Ventures, Accel, Insight, and dozens of angels. — In this episode, we discuss: The first and second wave of fintech innovation How the second wave brings finan…
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