Episodes

June 8, 2023

Navigating the Idea Maze to Reinvent Children Education with Ryan Delk

Joining us on The Deep End today is Ryan Delk. Ryan is the CEO & Co-Founder of Primer, a startup creating a new education system for children, centered around microschools. Last year, Primer announced that they’ve raised $15M in new …

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May 31, 2023

Raising $2.2M to Make Home Ownership Flexible with Lauren Self

Joining us today in the Deep End is Lauren Self. Lauren is the founder of Roots Homes, a fractional home ownership company, that allows you to build equity in your home while paying rent, which recently raised a $2.2M seed …

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May 24, 2023

Housing and Regulation with Kim-Mai Cutler from Initialized

Joining us in The Deep End today for our housing series is Kim-Mai Cutler, a partner at Initialized who invests in proptech, real estate, and climate. Kim's background as a financial markets reporter and early-stage venture startup enthusiast, allowed her …

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May 24, 2023

Intro: How to Increase Access to Housing

Over the past two years, we've interviewed 100+ people for our podcast, The Deep End. Now we're relaunching The Deep End as a multi-media publication, focused on problems worth solving. In the first series, we are tackling an issue that …

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May 10, 2023

From Pivoting to Raising $180M to Build Stripe for Transportation wit…

Joining us in The Deep End today is Vignan Velivela. Vignan is the co-founder and CEO of AtoB, a fintech payments platform modernizing the trucking industry’s financial system, which raised a $155M Series B last year. He was also a …

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May 3, 2023

Curiosity as an Ideation Mechanism with Tory Reiss

Joining us in The Deep End today is Tory Reiss. Tory is the CEO and co-Founder of Equi, an alternative investment hedge fund. Tory previously co-founded Archblock, a decentralized alternatives marketplace, and Harvest Money, an AI-driven debt management platform. We’re …

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April 27, 2023

How Finch Navigated the Idea Maze to a $40 Million Raise with Ansel P…

Joining us in The Deep End is Ansel Parikh. Ansel is the co-founder of Finch, an API for Employment Systems that democratizes access to the infrastructure that underpins the employment sector. Finch recently raised a $40M Series B. Before Finch, …

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April 5, 2023

Starting Companies Outside the US with Gina Gotthilf

Gina Gotthilf is the co-founder and COO at Latitud, a platform helping build the next generation of iconic tech startups in Latin America through products, a dedicated fellowship and fund. Gina met her co-founder, Brian Requart, through On Deck. Before …

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March 29, 2023

Immigration as a Bottleneck to Starting Companies with Sophie Alcorn

Joining us in The Deep End today is Sophie Alcorn. Sophie is the founder of Alcorn, a Silicon Valley immigration law firm that helps tech talent immigrate to the US. She is also the host of the podcast Immigration Law …

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March 22, 2023

Navigating Fundraising and Financial Diligence with Sasha Orloff

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 …

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March 8, 2023

Minn Kim on Small Group Theory and the Gift of Global Talent

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 …

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March 2, 2023

Village Global’s Solarpunk: Erik Torenberg on How Startups Can Help S…

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 …

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Feb. 22, 2023

Why is Now the Time to Start a Company with David Booth

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 …

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Dec. 15, 2022

Telling Your Professional Story with Heyo’s Vivian Chen

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 …

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Nov. 18, 2022

Building Web3 Projects on the Frontiers of Emerging Markets with Ani …

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 …

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Nov. 10, 2022

Building the Dream of Homeownership with Roots Homes’s Lauren Self

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 …

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Nov. 3, 2022

Building Survivor-Centric Tools with Leda Health’s Madison Campbell

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 …

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Oct. 27, 2022

Democratizing Access to Public Education Dollars with Odyssey’s Josep…

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 …

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Oct. 20, 2022

Starting New York Tech Week with Capital’s Andrew Rhea

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 …

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Oct. 13, 2022

Village Global’s Solarpunk: Erik Torenberg on How Startups Can Help S…

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 …

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Oct. 6, 2022

Rewarding Social Curation with Rara’s Lawson Baker

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 …

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Sept. 29, 2022

Deathtech: Loss Memorialization with Chptr’s Rehan Choudhry

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 …

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Sept. 15, 2022

Momentum Capital: Founders and Angels with Julian Weisser

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 …

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Sept. 8, 2022

The No-Code Revolution With Bubble’s Emmanuel Straschnov

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 …

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