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Lenny’s Podcast109 min

Jeetu Patel

Jeetu Patel · Feb 26, 2026
Key learnings
  • Distinguish a megatrend from a hype cycle: don't fight real megatrends like AI, and avoid vanity work chasing hype.
  • Before investing, ask whether you have 'permission to play' and a route to mass distribution; otherwise dollars spent on product…
  • Make bold bets clear and go all in once an experiment works, rather than hedging, while aligning individual success with the…
Lenny’s Newsletter♥ 739

How to use AI for your next job interview

Feb 24, 2026 · 22 min
Subscriber post — summary only

Lenny Rachitsky and researcher Noam Segal interviewed over 30 tech professionals about using AI in job hunts and found the strongest candidates built personal feedback loops with AI. The post packages those techniques…

Lenny’s Podcast131 min

Boris Cherny

Boris Cherny · Feb 19, 2026
Key learnings
  • Ship with minimal scaffolding and let the model choose tools and order of operations, rather than boxing it into rigid workflows…
  • Watch how people hack your product for purposes it wasn't designed for; that latent demand, like data scientists using a terminal…
  • Bet on the more general model over time instead of fine-tuning or tiny models, since scaffolding gains of 10-20% often vanish…
Lenny’s Podcast98 min

Sequoia CEO coach: Why it’s never been easier to start a company, and never been harder to scale one

Brian Halligan · Feb 15, 2026
Key learnings
  • Overrate less your gut feeling in interviews; rely on blind references and ask pointed questions like how likely you would be to…
  • Prefer spiky candidates with visible weaknesses who will challenge you over polished candidates with the fewest weaknesses, and…
  • Be cautious hiring executives straight from big companies; they often have mismatched expectations and high attrition in scaling…
Lenny’s Podcast105 min

Sherwin Wu V2

Sherwin Wu V2 · Feb 12, 2026
Key learnings
  • Build for where models are going rather than where they are today, since products that are almost-working now can become…
  • Treat fast-changing AI scaffolding skeptically: models often absorb tooling like vector stores and agent frameworks, so avoid…
  • Don't blindly follow customer feature requests in AI; customers may anchor on local maxima while the underlying models are…
Lenny’s Newsletter♥ 252

Building AI product sense, part 2

Feb 10, 2026 · 18 min
Subscriber post — summary only

Marily Nika, a former AI PM at Google and Meta, presents a weekly ritual for building AI product sense: probing a model with messy, ambiguous, and difficult inputs to map failure modes before users do. She argues PMs…

Lenny’s Podcast123 min

The rise of the professional vibe coder (a new AI-era job)

Lazar Jovanovic · Feb 8, 2026
Key learnings
  • Start a project with several parallel attempts (brain dump, typed prompt, design reference, code template) to find the strongest…
  • Spend most of your time planning and chatting with the AI rather than executing, since clarity matters more than raw build speed.
  • Write a set of source-of-truth docs (master plan, implementation plan, design guidelines, user journeys, tasks.md) so the agent…
SVPG · Marty CaganFeb 4, 2026

Product Coaching and AI

Feb 4, 2026 · 9 min

Marty Cagan argues that the scarcest resource for product people is effective coaching, since most managers lack the time or skill to provide it, and that foundation AI models configured with good instructions and…

Substack · Shreyas Doshi♥ 86

The Humility Trap

Feb 4, 2026

The essay challenges the common assumption that publicly expressed vulnerability signals humility. The excerpt, which is cut off early, suggests the author will argue that vulnerability performed with a veneer of…

Lenny’s Newsletter♥ 578

How to build AI product sense

Feb 3, 2026 · 34 min
Subscriber post — summary only

Tal and Aman argue that the fastest way to build intuition for AI products is to use coding agents like Cursor for non-technical product work rather than consumer chat tools. The post walks readers through setup, model…

Product Talk · Teresa TorresFeb 2, 2026

Ch. 3: Focusing on Outcoes Over Outputs

Feb 2, 2026 · 6 min

This post is a monthly reading guide for a book club celebrating the fifth anniversary of Continuous Discovery Habits, focused on Chapter 3 about outcomes versus outputs. It frames the chapter's core idea: product teams…

Lenny’s Podcast131 min

A child psychologist’s guide to working with difficult adults

Dr. Becky Kennedy · Feb 1, 2026
Key learnings
  • Repair after a mistake, by owning your part and naming what you'll do differently, rebuilds trust; perfection is not the goal…
  • Connect before correcting: join the other person's world first without an agenda, since connection builds the bridge that makes…
  • Separate behavior from identity by assuming someone is good inside, which keeps conversations productive and makes defensiveness…
Lenny’s Podcast153 min

Marc Andreessen: The real AI boom hasn’t even started yet

Marc Andreessen · Jan 29, 2026
Key learnings
  • Expect AI to make already-skilled people far more capable; the gains are largest for those who pair deep expertise with AI tools.
  • Rather than fearing job loss, focus on task loss: jobs persist while the individual tasks composing them shift, which is how…
  • Combine at least two or three domains deeply (e.g., coding, product, design); the combination of skills creates far more value…
Substack · Shreyas Doshi♥ 43

Route Around Big Egos

Jan 28, 2026

Shreyas Doshi argues that when two highly competitive, ego-driven product managers must negotiate with each other, the outcome tends to be poor for everyone involved. The piece frames this as a recurring pattern in some…

Lenny’s Podcast145 min

5 questions to ask when your product stops growing

Jason Cohen · Jan 25, 2026
Key learnings
  • Compute your growth ceiling: new customers added per month divided by monthly cancellation rate gives the maximum customer count…
  • Ask 'what made you cancel?' rather than 'why did you cancel?' and use open-ended responses, since multiple-choice lists skew…
  • Be skeptical of 'too expensive' as a cancellation reason; customers who already bought didn't find the price too high, so dig…