Podcast Episodes

Aaron Levie: Why Startups Win In The AI Era

For nearly two decades, Box co-founder and CEO Aaron Levie has been at the frontlines of how technology reshapes work—guiding the company through the rise of mobile, the cloud, and now the age of AI.…

Published on 11 hours ago

The Future of Software Creation with Replit CEO Amjad Masad

Amjad Masad is the co-founder & CEO of Replit, now valued at $3B after a recent $250M Series C. He's spent nearly a decade making programming accessible to all—and with the rise of AI, that vision is…

Published on 4 days, 11 hours ago

The FDE Playbook for AI Startups with Bob McGrew

Bob McGrew helped build some of the most influential technologies of the past two decades. Bob was an early engineer at PayPal, an early executive at Palantir, and was recently Chief Research Officer…

Published on 1 week, 1 day ago

Michael Truell: Building Cursor at 23, Taking on GitHub Copilot, and Advice to Engineering Students

Michael Truell on June 17th, 2025 at AI Startup School in San Francisco.At 25, Michael Truell has already built Cursor into one of the fastest-growing companies in AI coding, hitting $100M ARR in jus…

Published on 1 week, 6 days ago

GPT-OSS vs. Qwen vs. Deepseek: Comparing Open Source LLM Architectures

OpenAI recently released its first open-weights model since GPT-2, entering a field led by DeepSeek and Alibaba's Qwen.YC's Ankit Gupta breaks down everything you need to know about these top OSS mod…

Published on 2 weeks, 4 days ago

How This 25-Year-Old Built A $675M Legal AI Startup (With No Legal Experience)

In this episode of Founder Firesides, YC General Partner Gustaf Alströmer is joined by Max Junestrand, co-founder and CEO of Legora, one of the fastest-growing legal AI startups in the world. In just…

Published on 3 weeks ago

The Sales Playbook for Founders | Startup School

Navigating B2B sales for the first time can feel slow and overwhelming.Drawing from his experience founding Monzo and GoCardless, YC's Tom Blomfield shares his playbook for running a tight sales proc…

Published on 1 month ago

Figma CEO Dylan Field: How AI Will Transform Design

Dylan Field on June 17th, 2025 at AI Startup School in San Francisco.Dylan Field co-founded Figma to bring the design process online and make it multiplayer. From a meme maker built on WebGL to a des…

Published on 1 month, 1 week ago

The Finance Startup Bringing Agentic AI to Wall Street

Brothers Chaz and Arnie Englander started Model ML after building and selling two YC companies.

What began as a tool to help them analyze deals has grown into a full AI-powered workspace purpose-buil…

Published on 1 month, 2 weeks ago

Scaling and the Road to Human-Level AI | Anthropic Co-founder Jared Kaplan

Jared Kaplan on June 16th, 2025 at AI Startup School in San Francisco.Jared Kaplan started out as a theoretical physicist chasing questions about the universe. Then he helped uncover one of AI’s most…

Published on 1 month, 2 weeks ago