Episodes

On The Deep End today, we welcome Sasha Orloff, the Founder and CEO of [Puzzle](http://puzzle.io), a modern accounting software package for startups that recently raised $15 million in series A. Sasha joins us to discuss the use of accounting as …

Joining me us the Deep End today is Minn Kim. Minn spent a few years as an investor at Ridge, Bloomberg Beta and On Deck, backing founders as early as possible and is now building Plymouth to help extraordinary talent …

Last week in The Deep End we spoke with David Booth, CEO of On Deck. Today we're continuing our mini-series on the meta problem of how to help more people start more companies by re-publishing an episode of the Solarpunk …

David Booth is the CEO of On Deck, a curated community designed to increase your odds of building a successful venture-backed company. In this conversation, we discuss why On Deck is doubling down on IRL programming, why he believes venture-backed …

Vivian Chen is the CEO & Founder of Heyo, a bite-sized pitch platform for professional success. Before starting Heyo,Vivian was an operator who built products across categories from high-growth startups to global enterprises. Vivian is on a mission to build …

Ani Pai is an investment partner at Dragonfly, where he focuses on highly technical Web3 projects in emerging markets. Ani believes that progress happens on the frontier. Whether it be outer space, the mind/body, and the oceans. He’s focused on …

Lauren Self is the founder of Roots Homes, a platform that helps put the dream of homeownership within reach by allowing prospective buyers to effectively pay rent while building equity in their home with fractional ownership. In this conversation, we …

Madison Campbell is Co-Founder and CEO of Leda Health, which provides aftercare for sexual assault survivors. Leda Health approaches its space through a survivor-focused lens, developing self-administered DNA collection and testing, while also connecting survivors with professionals and resources. In …

Joseph Connor is the CEO & founder of Odyssey, a platform that helps families access state microgrants for K-12 education. Prior to starting Odyssey, Joseph was a former teacher, school founder, and attorney. Joseph and his team at Odyssey are …

Andrew Rea is an angel investor and operator, who recently started and organized New York Tech Week. He leads go-to-market at Capital (formerly Party Round) and has invested in over 20 startups, including Motion and Cococart. Before he was at …

Erik Torenberg (@eriktorenberg), co-founder and Executive Chairman of On Deck join Lucas Bagno and Ian Cinnamon on this episode of Solarpunk. Village Global’s Solarpunk is a podcast series about technology, space, and defense. Takeaways: - Startups are the most effective …

Lawson Baker is the Founder of RARA, a social curation protocol for NFTs that revolutionizes how creators benefit from sharing their art, and how curators interact with and gain value from interacting with artists’ work. Our discussion centers around how …

Rehan is the Founder and CEO of Chptr, a startup fixing the way the world remembers people who have passed away. Prior to creating Chptr, he had a long career in music, founding the “Life is Beautiful” festival, and led …

Julian Weisser is the co-founder of On Deck, partner at our Founders and Angels programs, and investor at Other Ventures. He is a prolific startup investor and has backed over 100 companies ranging from asteroid mining to dog longevity and …

Emmanuel Straschnov is the Co-CEO and Founder of Bubble, an online tool to build web applications without code. Our discussion is about the state of No Code: what it is, where it came from, and where it's going. The pandemic …

JD Ross (@justindross) and Justin Blau (@3LAU), co-founders of Royal, join Erik Torenberg and co-host Ian Cinnamon for this episode of Venture Stories web3 series. Takeaways: - Royal stems from their vision to invest in talent early on. - Streaming …

Eugenia Kuyda is the founder and CEO of Replika, an AI companion company. Our conversation today centers around the different use-cases of AI, from task-oriented chatbots to emotionally-supportive AI companionship. We delve into the current state of conversational tech, including …

Today, we’re syndicating an episode from the Village Global podcast hosted by On Deck co-CEO Erik Torenberg. The guest on the show is Mike Shebat - CEO & Co-founder of Traba and a member of Forbes 30 Under 30. Mike …

A year ago, we launched The Deep End with Balaji Srinivasan as one of our first three guests. In the episode, he discussed the impending arrival of The Network State. Flash forward to this Monday on the fourth of July …

Mark Switaj is co-founder & CEO of Roundtrip Health. Roundtrip is driving better health by providing a full suite of non emergent transportation options to patients in different care settings across the country. After exploring the India and health tech …

Joel Alexander is the founder and CEO of Crowdpad, a tokenized community-building platform for creators whose goal is to help creators monetize on day one. Our conversation today centers around web3 and the future of the creator economy. We discuss …

Ben Kuhn is the CTO at Wave, a mobile payment company whose mission is to make Africa the first cashless continent by building ways for unbanked people to send and save money. Our discussion today covers a wide variety of …

Alex Kantrowitz is a reporter who contributes to CNBC, hosts the "Big Technology" Podcast and writes the "Big Technology" newsletter, which includes reports & analysis of big tech firms like Amazon, Google, Microsoft Apple, and more. Alex is an independent …