How I AI

Andrew Mason (founder of Groupon, now CEO of Descript) and Nabeel Hyatt (General Partner at Spark Capital) teamed up to open a physical board-game social club in Berkeley, with AI as their business partner. In this episode, they break down how they used Claude to generate a full business plan, model financials, plan the space layout, navigate Berkeley permitting, categorize hundreds of games using...

VP of engineering Jackie Brosamer and principal engineer Brad Axen join me to demo Goose, Block’s open-source AI agent that runs locally, plugs into your existing tools through model context protocol (MCP) servers, and peels away the rote parts of work so people can focus on insight and impact. This episode is packed with in-depth demos: starting with a messy farm-stand sales CSV, Goose analyzes t...

Zach Davis is a product-minded engineering leader and builder at heart, with over 12 years of experience building high‑performing teams and crafting developer tools at companies like Atlassian and LaunchDarkly. In this episode, he shares how he’s helping his 100-plus-person engineering team successfully adopt AI tools by creating centralized documentation, using agents to tackle technical debt, an...

Prerna Kaul is a product and platform leader who has spent over 14 years turning machine-learning research into consumer and B2B products at Amazon Alexa, AGI, Moderna, and now Panasonic Well. In today’s episode, she explains how she’s using AI to slash some of the most time-consuming, expensive tasks in life sciences—from generating 60,000-page FDA submissions to crafting communication frameworks...

Hiten Shah is a serial founder who has started several analytics and security companies, including Crazy Egg and KISSmetrics. The latest one, Nira, was acquired by Dropbox in 2024. In this episode, he shares how he turns ChatGPT from a simple chatbot into a personal workplace coach, sales strategist, and productivity multiplier. What you’ll learn: How to create AI versions of your boss by loading...

Colin Matthews is a product manager, founder, and hobbyist engineer. After spending the past eight years in healthtech, he recently left his role as a PM at Datavant to go full-time on building his own products. He is currently a top Maven instructor, helping PMs build their first AI prototype. In this episode, he shares a step-by-step workflow for creating component libraries from screenshots tha...

John Blackman , a 91-year-old retired electrical engineer, shares how he used Claude and Replit to build a complex application for his church’s community service events—with no prior software development experience and for less than $350. His app allows event organizers to create events, recruit volunteers, and manage sign-ups, with a standout feature for organizing free oil changes for participan...

Elizabeth Lin is an independent design educator who has crafted learning experiences for Khan Academy, Primer, and Lambda School. She currently runs design is a party , an alternative online design school where she teaches courses like The Art of Visual Design and Prototyping with Cursor . In this episode, she shares how designers can leverage Cursor to create interactive prototypes with sound, ex...

Zach Leach , head of design at Gamma, reveals how his small team uses AI to analyze global feedback, create on-brand imagery, and maintain design quality while serving users in more than 60 countries. What you’ll learn: How Gamma analyzes feedback from their 60% international user base using ChatGPT’s deep research capabilities How to transform hundreds of multilingual feedback items into actionab...

Luke Harries , Head of Growth at ElevenLabs, the leading AI voice technology company, shares how he’s automating marketing workflows with AI—from case studies to translations to WhatsApp integrations—saving his company over $140,000 while making everything a launch. What you’ll learn: 1. How to create polished case studies in minutes using AI transcription and a custom GPT 2. How ElevenLabs built...

Ryan Carson is a five-time founder who has spent the past 20 years building, scaling, and selling startups. In this episode, he shares his playbook for using AI to build products, turning “vibe coding” into a structured and scalable approach that can replace full engineering teams. What you’ll learn: 1. A simple three-file system that transforms chaotic AI coding into a structured, reliable proces...

Hilary Gridley , Head of Core Product at Whoop, shares how she uses dozens of custom GPTs for her team that think and give feedback like her, allowing her to scale herself up and create time for higher-value work. What you’ll learn: 1. A step-by-step process for creating GPTs that “think like you” by reverse engineering your own decision criteria 2. How to turn your management expertise into clear...

Joel Unger , design director at Atlassian, shares how AI is transforming the way he designs Trello and other products. He walks through real-world workflows using tools like Midjourney and Cursor to prototype complex interactions, re-create brand assets, and explore creative directions faster than ever. You’ll hear how AI is helping designers focus on higher-level thinking, communicate better with...

Cody De Arkland is the senior director of developer experience at Sentry, leading a team that empowers developers to build and ship software with greater safety and efficiency. Watch him speed-run the creation of a 3D multiplayer flight simulator—from scratch—in just 15 minutes, demonstrating the power (and creativity) that vibe coding enables. What you’ll learn: • How to approach building complex...

Farhad Manjoo , a former New York Times and Wall Street Journal columnist, reveals his AI-enhanced writing workflow, from research to finding the perfect metaphor, and how these tools have transformed his creative process without replacing his unique voice. What you’ll learn: • How AI evolved from a simple tool to an essential writing companion • Using ChatGPT as a research assistant with web sear...

Sahil Lavingia is the founder and CEO of Gumroad, where AI agents are already writing 41% of all code commits, and he’s targeting 80% by year’s end. Sahil demonstrates how this approach allows him to transform what would typically be two-week projects into two-hour implementations—a 40x productivity increase. What you’ll learn: The exact AI workflow Sahil uses to build features 40x faster—from pro...

How I AI, hosted by Claire Vo, is for anyone struggling to keep up with the latest AI advancements, and wondering how to actually use these magical new tools to improve the quality and efficiency of their work. In each episode, guests will demonstrate a specific, practical, and impactful way they’ve learned to use AI in their life. Forget theoretical debates—this podcast is about real, concrete su...