Episodes

Nathan Baschez joins the Deep End to discuss the passion economy, the realities of building a media business, and gets real with Marshall about the realities of embarking on the founder journey as a creator. The two also chat about Every, which Nathan describes as a writer collective for productiv…

Joining the Deep End is Doug Ludlow, CEO of Mainstreet. Today's conversation is about the unbundling and re-bundling of the smart bank and how the 35 million small businesses in the US can benefit from aggregating their business identity data in one place. We talk about helping small businesses na…

At On Deck, we believe that startups are the building blocks of a better future. Startups drive global economic growth by creating jobs, improving quality of life, and making meaningful progress to solving society's biggest problems. We also believe that the the biggest constraint on startup creati…

Joining Marshall in the Deep End is Sara Du - cofounder & CEO of Alloy Automation, a no-code tool for automating e-commerce stores. The conversation begins by discussing how the line between commerce and e-commerce is blurring as e-commerce penetration continues to accelerate across the consumer …

Karthik Puvvada (known by his friends and online as "KP") is the Program Director for On Deck No-Code and is also a leader of the "build in public" movement that is taking the internet by storm. Today's conversation takes place at the intersection of those two tech trends. When KP thinks about bui…

Josh Kaplan was an early employee at Morning Brew and was a product manager during their meteoric rise as a media company. Now, he’s taken what he has learned as an operator in a creative space and applied it to his role as co-founder and CEO of Smooth Ops to help content creators scale their busin…

Bored Elon Musk (one of Twitter's largest pseudonyms with 1.7 million followers) joins us to discuss the nature of pseudonyms and his investment activity. We also chat about the metaverse, the pseudonymous tech stack, the future of deep fakes, and much more. Pseudonyms are interesting because the…

This week's guest on The Deep End is Dr. Emily Anhalt (@dremilyanhalt on Twitter). Dr. Anhalt is a psychologist, emotional fitness consultant, and the Co-Founder and Chief Clinical Officer of Coa, which describes itself as building a gym for your mental health. Today's conversation is about how to …

Cooper Turley leads a handful of online communities known as DAOs. "DAO" is an acronym that stands for a decentralized autonomous organization. In more colloquial terms, a DAO is an internet community with a shared cap table and bank account. They represent humanity's newest structure for cooperati…

It's a new season of the Deep End and we're moving to two episodes per week (Mondays + Wednesdays)! We lay the groundwork for all of our upcoming episodes by discussing the nature of the open-source web. Our guest, Cal.com Co-CEO Peer Richelsen, views the internet as a democratic, transparent, an…

Dean Hollis Robbins wears many hats: Administrator, teacher, scholar of black sonnets... but she's also an expert on expertise itself. Today's conversation is about frameworks for organizing knowledge. Dr. Robbins argues that our modern society suffers from mismanaged "self-secretarying" - most of …

Patrick Rivera (Product Engineer at Mirror) has a front seat on the edge of the crypto revolution. He details the evolution of the internet from Web 1.0 to 2.0 to 3.0, discusses the crypto-native creator economy, paints a picture of the current crypto landscape (and challenges), and provides some p…

Flo Crivello (CEO of Teamflow) believes that a new way of working calls for an entirely new set of tools. In this conversation, we explore how employers can curate a new kind of space that looks virtual, but feels intimate and collaborative in the same way a traditional office does. Our wide-rangin…

We sit down with Marc Lore, a serial entrepreneur and self-described "moonshot seeker." He has successfully founded and sold three companies, including Jet.com, which sold to Walmart in 2016 for $3.3 billion. Now, he's building a mission-driven city called, "Telosa," which comes from an Aristotle-c…

We sit down with Gaby Goldberg, investor at Bessemer and explorer of the metaverse. Also joining us is Shriya Nevatia, program director of On Deck Catalyst.

We sit down with Delian Asparouhov, co-founder of Varda Space Industries. He explains why Varda’s mission statement is to “expand the economic bounds of humanity” and how its success will do for space what the gold rush did for California.

We sit down with Sam and Andrew who, since meeting during On Deck, have gone on to co-found a startup called Levels. Their goal is nothing short of changing the way the world interacts with food through the creation of a whole new product category centered around metabolic health.

We sit down with Kyla Scanlon, a content creator and program partner at On Deck Investing— a fellowship for investors who want to deepen their knowledge of public markets, understand investor psychology, and accumulate practical tools for long-term wealth creation.

We sit down with Candice Ammori, Program Director of the On Deck Climate Tech fellowship — a 10-week program for startup and climate experts looking to start, join, invest in, and advise climate tech companies.

We sit down with Fadeke Adegbuyi, self-described “tech optimist” and creator of Cybernaut — a newsletter that explores the wide-ranging and sometimes “weird” communities and cultures of the Internet.

We sit down with Packy McCormick, writer of the popular Not Boring newsletter and startup investor via Not Boring Capital. The following conversation was recorded live on the internet in front of an audience of On Deck community members and fans of the podcast.

We sit down with Rebecca Kaden, a Managing Partner at Union Square Ventures to discuss thesis-driven investing. The following conversation was recorded live during the recent On Deck New York City drop.

We talk with Web Smith, an expert on consumer brands and ecommerce and the founder of 2PM, an online resource that analyzes the intersection of media and commerce.

We talk with Jarrod Dicker, investor at the Chernin Group and former Washington Post executive, about how modern creators are driving the development of new applications and ushering us into a new era—the decentralized web, also referred to as web3.