Founders in Arms

Sumir Meghani is the founder and CEO of Instawork, a staffing marketplace connecting 9 million hourly workers with businesses that need flexible labor. Starting with just line cooks in San Francisco restaurants, Instawork now serves warehouses, stadiums, hotels, and hospitality businesses across the country, creating what Sumir calls "employment at the touch of a button." What you'll learn: Why st...

We're reposting this episode following major news: Pebble officially relaunched its companion app on iOS and Android, bringing exciting and new apps and watch faces to both new Pebble devices and original watches. The Pebble 2 Duo has begun shipping to customers who preordered earlier this year. Eric Migicovsky is the Founder of Core Devices, and the original founder of Pebble, the pioneering smar...

Iqram Magdon-Ismail is the co-founder of Venmo and current founder of Jelly, a video-first social app. After building Venmo from a text-message prototype to a verb used by millions (ultimately acquired by PayPal via Braintree), Iqram is now tackling what he sees as social media's biggest problem: it became all ads, influencers, and flexing instead of genuine connection. What you'll learn: How Venm...

In this one-on-one episode, Immad and Raj catch up on what's happening in tech, and what founders should actually be paying attention to right now. Fresh from DC, Immad shares a surprising disconnect he observed about AI regulation and market sentiment. The conversation moves through whether we're in another bubble, the startup metrics that are being gamed again, and the infrastructure realities t...

Dan Wang is a research fellow at Stanford's Hoover Institute and author of "Breakneck: China's Quest to Engineer the Future." After spending six years living in Hong Kong, Beijing, and Shanghai (2017-2023), Dan witnessed China's technology growth, the US-China trade and tech war, Xi Jinping's increasing authoritarianism, and three years of zero-COVID pandemic controls firsthand. What you'll learn:...

Iñaki Berenguer is a serial entrepreneur with three successful exits: Pixable (sold to Singtel), Clink (sold to Thinking Phones), and CoverWallet (sold to Aon for $300M). He's now a partner at Flive Ventures, a $100M fund investing at the intersection of AI and healthcare, and president and co-founder of Ipronics, an AI infrastructure company for data centers. What you'll learn: How Iñaki built Co...

Andrew D'Souza is the founder and CEO of Boardy AI, an AI "super connector" that helps founders, investors, and operators make high-value introductions through voice conversations. Previously, Andrew co-founded and scaled Clearco (formerly ClearBank) from a YC Fellowship company to over $100M in revenue and 600 employees across 11 countries before stepping down as CEO to pursue AI innovation. What...

How do you build a sustainable AI business when investors are throwing money at anything with "AI" in the pitch deck? We're bringing back one of our best episodes featuring Jesse Zhang (Decagon AI CEO). This is a strategic conversation that centers on the business challenges of building an enterprise AI company that can sustain beyond the current hype cycle. Jesse reveals how AI moves beyond being...

David Gu is the co-founder and CEO of Recall.ai, building conversation recording infrastructure that powers over 1,000 AI companies. Fresh off announcing a $38 million Series B led by Bessemer, David shares the journey from a Winter 2020 Y Combinator call recording tool to becoming the backbone of AI conversation intelligence. What you'll learn: How David pivoted from application to infrastructure...

Bill Clerico is the founder and former CEO of WePay, which he sold to JPMorgan Chase for $400 million, and is now founding managing partner of Convective Capital, investing in wildfire risk management and physical resilience technologies. Starting WePay during the 2008 financial crisis when VCs said "no one makes money in payments except PayPal," Bill built one of the pioneering fintech companies...

Joris Poort is the CEO of Rescale, a digital engineering platform that provides supercomputing capabilities for engineers and scientists designing rockets, drugs, and computer chips. Starting from Y Combinator in 2012, Rescale has grown over 14 years to serve major aerospace and life sciences companies with over 200 employees and a platform that combines high-performance computing with AI physics...

Ian Tien is the co-founder and CEO of Mattermost, an open-source collaboration platform that has evolved from a Slack alternative to essential infrastructure for government and defense organizations worldwide. Starting from a failed HTML5 gaming platform at Y Combinator, Mattermost now serves over 4,000 contributors, employs 120 people, and operates profitably while powering sovereign collaboratio...

Arvind Jain is the founder and CEO of Glean, building enterprise AI that connects to all internal company data, and co-founder of Rubrik, which recently went public. Starting as an enterprise search company in 2019, Glean has evolved into what Arvind calls "a more powerful version of ChatGPT inside your company," now approaching 1,000 employees and serving the world's most iconic companies. What y...

We’re bringing you a rerun of one of our most well-received episodes, featuring the incredible insights from serial entrepreneur Hiten Shah. What happens when the ultimate startup veteran joins a 3,000-person company after 20 years of founding his own? In this candid conversation, Mercury CEO Immad Akhund and serial founder Raj Suri sit down with Hiten Shah (Crazy Egg, KISSmetrics, Nira—acquired b...

This week, we're re-airing our conversation with Reddit CEO Steve Huffman about building one of the internet's most essential platforms over 20 years. Steve Huffman is the co-founder and CEO of Reddit, one of the internet's most essential platforms with 100 million daily active users and a $20 billion public market valuation. Over 20 years, Steve has guided Reddit through multiple existential chal...

Bringing back one of the most loved episodes of Founders in Arms! In this episode, Immad and Raj welcome Silicon Valley legend Paul Buchheit. As the creator of Gmail, an early Google pioneer, and a Y Combinator partner, Paul shares his unique perspectives on the rapidly evolving AI landscape and its implications for startups and society. The conversation covers the current state of large language...

Trip Adler is the founder and CEO of Created by Humans, a new marketplace helping rights holders license their works for AI training, reference, and transformation. Before this, he spent 17 years building Scribd, pioneering book subscriptions and navigating complex copyright challenges. Now, he’s tackling one of the most urgent questions in AI: how to fairly compensate creators when AI models trai...

Ryan Westerdahl is the founder and CEO of Turion Space, designing and building satellites for resilient space infrastructure with a focus on space domain awareness and orbital debris removal. After nine years at SpaceX working on failure analysis across multiple departments, Ryan founded Turion in 2021 with the ultimate goal of asteroid mining. The company now operates 120 people across hardware a...

Adam Nash is the founder and CEO of Daffy, a donor-advised fund platform that's democratizing charitable giving for everyday Americans. Previously, he served as CEO of Wealthfront, where he helped grow the robo-advisor from $80 million to over $80 billion in assets under management. Before that, he held senior product roles at LinkedIn, eBay, and Apple. What you'll learn: How donor-advised funds r...

Alec Stapp is the Co-CEO of the Institute for Progress, a non-partisan innovation policy think tank in Washington D.C. works to accelerate and shape the direction of scientific, technological, and industrial progress. Headquartered in Washington D.C., IFP works with policymakers across the political spectrum to make it easier to build the future in the United States. What you'll learn: Why cutting...

Topher Haddad is the co-founder and CEO of Albedo, building satellites that fly in very low Earth orbit (VLEO) at 275km—twice as close as traditional imaging satellites. This proximity enables commercial imagery at resolutions previously only available from classified government systems or expensive aircraft operations. What you'll learn: How VLEO satellites capture imagery quality that replaces p...

Eric Migicovsky is the Founder of Core Devices, and the original founder of Pebble, the pioneering smartwatch that raised $10 million on Kickstarter before being acquired. Eric has launched Core Devices to continue building the smartwatch platform he believes in, complete with Google's newly open-sourced Pebble operating system. What you'll learn: 1. The Kickstarter phenomenon: How Pebble became o...

Sahil Lavingia is the founder and CEO of Gumroad, a platform that helps creators sell digital products and has facilitated over $1 billion in creator earnings. After raising a $7M Series A from Kleiner Perkins, Sahil took the unconventional path of transitioning from venture-backed growth to a profitable, dividend-paying company—and even spent time as a software engineer with DOGE at the Departmen...

Steve Huffman is the co-founder and CEO of Reddit, one of the internet's most essential platforms with 100 million daily active users and a $20 billion public market valuation. Over 20 years, Steve has guided Reddit through multiple existential challenges, from early acquisition to content moderation crises to competing with AI-generated content. What you'll learn: How Reddit achieved product-mark...

Rahul Sidhu is the co-founder and CEO of Aerodome, which was acquired by Flock Safety for a reported $300M in October 2024—just 17 months after founding. A reserve police officer turned serial entrepreneur, Rahul built his drone-as-first-responder platform by combining deep public safety expertise with cutting-edge technology to revolutionize emergency response. What you'll learn: How COVID-19 sta...