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Lenny's

EPISODES 33LATEST SEP 8, 2026HOST LENNY RACHITSKY, ROMAN UGARTE
01
SEP 8, 2026
How we built Grok Bot in a month | Roman Ugarte (SpaceXAI)
LENNY RACHITSKY, ROMAN UGARTE
02
SEP 6, 2026
Why companies are becoming a series of loops | Anish Acharya (a16z)
ANISH ACHARYA, LENNY RACHITSKY
03
AUG 30, 2026
AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)
LENNY RACHITSKY, TARA SESHAN
04
AUG 23, 2026
How to close $100K+ enterprise deals, step by step | Jen Abel
JEN ABEL, LENNY RACHITSKY
05
AUG 16, 2026
OpenAI’s Head of Design: This is the best time in history to be a designer | Ian Silber
IAN SILBER, LENNY RACHITSKY
06
AUG 9, 2026
The playbook for building high talent density teams | Adam Ward, Head of Talent at Cursor
ADAM WARD, LENNY RACHITSKY
07
AUG 2, 2026
This CPO regrets that product management exists | Tom Verrilli (CPO of Whatnot)
LENNY RACHITSKY, TOM VERRILLI
08
JUL 26, 2026
Anthropic’s first technical PM on token maxing, the jagged edge, and living in the future | Dianne Penn
DIANE PENN, LENNY RACHITSKY
09
JUL 19, 2026
Netflix CPTO on AI and the future of product and tech roles | Elizabeth Stone
ELIZABETH STONE, LENNY RACHITSKY
10
JUL 12, 2026
How tech workers actually feel about AI in 2026 | Annual AI sentiment survey (Noam Segal)
LENNY RACHITSKY, NOAM SIEGEL
11
JUL 9, 2026
Adam Mosseri: AI is a tailwind for authenticity
ADAM MOSSERI, LENNY RACHITSKY
12
JUN 28, 2026
OpenAI Codex lead on the new shape of product work | Andrew Ambrosino
ANDREW AMBROSINO, LENNY RACHITSKY
13
JUN 21, 2026
Building the most AI-pilled engineering team in the world | Fiona Fung (Manager of the Claude Code and Cowork Teams)
FIONA FUNG, LENNY RACHITSKY
14
JUN 14, 2026
The hidden pattern behind successful products | Mark Pincus (Founder of Zynga)
LENNY RACHITSKY, MARK PINCUS
15
JUN 7, 2026
Father of the iPod and iPhone on building taste, judgment, and creativity in the AI era | Tony Fadell
LENNY RACHITSKY, TONY FADELL
16
MAY 31, 2026
A rational conversation on where AI is actually going | Benedict Evans
BENEDICT EVANS, LENNY RACHITSKY
17
MAY 24, 2026
The AI paradox: More automation, more humans, more work | Dan Shipper
DAN SHIPPER, LENNY RACHITSKY
18
MAY 17, 2026
Why we’re at the beginning of the AI hardware boom | Caitlin Kalinowski (ex–OpenAI, Meta, Apple)
CAITLIN KALINOWSKI, LENNY RACHITSKY, MARIANA SENKO
19
APR 26, 2026
Snapchat CEO: Why distribution has become the most important moat | Evan Spiegel
EVAN SPIEGEL, LENNY RACHITSKY
20
APR 19, 2026
Why half of product managers are in trouble | Nikhyl Singhal (Meta, Google)
LENNY RACHITSKY, NIKHYL SINGHAL
21
APR 12, 2026
Hard truths about building in the AI era | Keith Rabois (Khosla Ventures)
KEITH RABOIS, LENNY RACHITSKY
22
APR 5, 2026
Anthropic’s $1B to $19B growth run: how Claude became the fastest-growing AI product in history | Amol Avasare
AMOL AVASARE, LENNY RACHITSKY
23
APR 2, 2026
An AI state of the union: We’ve passed the inflection point, dark factories are coming, and automation timelines | Simon Willison
LENNY RACHITSKY, SIMON WILLISON
24
MAR 29, 2026
From skeptic to true believer: How OpenClaw changed my life | Claire Vo
CLAIRE VO, LENNY RACHITSKY, UNIDENTIFIED SPEAKER
25
MAR 22, 2026
The art of influence: The single most important skill that AI can’t replace | Jessica Fain (Webflow, ex-Slack)
JESSICA FAIN, LENNY RACHITSKY
26
DEC 14, 2025
Why humans are AGI's biggest bottleneck (and what's coming in 2026) | Alexander Embiricos
LENNY RACHITSKY, ALEXANDER EMBIRICOS
27
DEC 7, 2025
How this secret data company is powering the AI revolution | Edwin Chen
LENNY RACHITSKY, EDWIN CHEN
28
DEC 4, 2025
Why AI is eliminating traditional product management | Tomer Cohen (LinkedIn CPO)
LENNY RACHITSKY, TOMER COHEN
29
NOV 30, 2025
Why AI won’t replace salespeople (but will change everything) | Vercel’s COO
LENNY RACHITSKY, GENE GROCER
30
NOV 21, 2025
Mental models for building products people love ft. Stewart Butterfield
LENNY (PODCAST HOST), STEWART BUTTERFIELD
31
NOV 16, 2025
The Godmother of AI on jobs, robots & why world models are next | Dr. Fei-Fei Li
LENNY (HOST), DR. FEI-FEI LI
32
NOV 13, 2025
“Dumbest idea I’ve heard” to $100M ARR: Inside the rise of Gamma | Grant Lee (co-founder)
GRANT LEE, LENNY RACHITSKY
33
NOV 9, 2025
$1M to $10M: The enterprise sales playbook with Jen Abel
LENNY (HOST), JEN ABEL