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The Looking Glass · Julie Zhuo♥ 17

Unsent Letter #25

Sep 16, 2025
Subscriber post — summary only

An open, personal letter from a manager to a younger, overconfident college graduate she once worked with. The author reflects on how the young person's arrogance was hard to see past at the time, and frames the piece…

Lenny’s Podcast97 min

The ultimate guide to AEO: How to get ChatGPT to recommend your product

Ethan Smith · Sep 14, 2025
Key learnings
  • Everything that works in traditional SEO also works for AEO, so start with landing pages targeting high-volume keywords before…
  • In LLM answers you win by being mentioned across many citations, not by ranking first, so pursue multiple third-party mentions…
  • Early-stage companies can win in AEO quickly, since a single citation from a Reddit thread, YouTube video, or blog can get you…
SVPG · Marty CaganSep 11, 2025

The Purpose of Prototypes

Sep 11, 2025 · 6 min

Cagan argues that the main purpose of prototyping is to discover a successful solution, not to ship a product. Recent gen-AI prototyping tools have sharply cut the cost of live-data prototypes, changing the economics…

Lenny’s Podcast108 min

$46B of hard truths from Ben Horowitz: Why founders fail and why you need to run toward fear (a16z co-founder)

Ben Horowitz · Sep 11, 2025
Key learnings
  • Hesitation is usually the most destructive leadership mistake; when both options look bad, make an explicit decision rather than…
  • Leaders add real value only when they make decisions most people disagree with; if everyone agrees, the leader added nothing.
  • Success is built from a long chain of small, hard decisions, and each good choice sets up the next, so keep making the next one.
Lenny’s Podcast131 min

How Devin replaces your junior engineers with infinite AI interns that never sleep

Scott Wu · Sep 8, 2025
Key learnings
  • Treat an AI agent like a junior engineer: scope it with well-defined tasks rather than open-ended problems, and start with small…
  • Run several agents asynchronously in parallel and only step in for the portions needing human judgment, such as scoping…
  • Invest up front in setup for the agent: connect repositories, teach it how to run lint and CI, and give it a virtual machine so…
Lenny’s Newsletter♥ 315

How to find the perfect name

Sep 2, 2025 · 9 min
Subscriber post — summary only

David Placek of Lexicon Branding outlines a step-by-step naming playbook drawn from decades of work on brands like Swiffer, Pentium and Vercel. He argues that a strong name builds trust, communicates an original idea…

Lenny’s Podcast121 min

How we restructured Airtable’s entire org for AI

Howie Liu · Aug 31, 2025
Key learnings
  • Leaders should stay close to the product details, since in AI-era products the interaction design and underlying behavior are the…
  • Use AI products constantly, even multiple times an hour, and build small weekend projects to understand what models can do and…
  • Ask whether you would build the same mission from scratch as an AI-native company; if your existing assets don't give a real…
HEY World · Jason FriedAug 28, 2025

Marketing is...

Aug 28, 2025

Jason Fried argues that marketing is less about slogans or campaigns and more about the transfer of whatever a team actually feels about its work. At its best, genuine enthusiasm and care spread outward and become the…

Lenny’s Podcast73 min

How 80,000 companies build with AI: products as organisms, the death of org charts, and why agents will outnumber employees by 2026

Asha Sharma · Aug 28, 2025
Key learnings
  • Treat AI products as living systems: build the loop of collecting usage signals, defining rewards, A/B testing, and fine-tuning…
  • Invest in post-training and fine-tuning on your own data, not just off-the-shelf models; once models are large, adapting them to…
  • Watch for a shift from GUIs toward composable, code-native interfaces, since text streams and composability connect better with…
SVPG · Marty CaganAug 27, 2025

Product Leadership Archetypes

Aug 27, 2025 · 4 min

Marty Cagan responds to a Product Therapy interview with Shreyas Doshi, which described three product leader archetypes: craftsperson, operator, and visionary. Cagan argues that deep product craft is non-negotiable…

Lenny’s Podcast85 min

Inside the expert network training every frontier AI model

Garrett Lord · Aug 24, 2025
Key learnings
  • Post-training, not pre-training, now drives most model gains, so high-quality expert data targeting specific capability gaps is…
  • The labeling market has shifted from cheap generalist labor to domain experts, so the right supply is credentialed specialists…
  • Access to a trusted audience is the real moat in human data; owning an audience removes customer acquisition costs compared with…
HEY World · Jason FriedAug 21, 2025

An obligation to independence

Aug 21, 2025

Jason Fried argues that owning an independent company is a rare privilege, one that frees leaders to experiment in ways that public companies and businesses forced to justify every move cannot. He encourages owners not…

The Looking Glass · Julie Zhuo♥ 66

The Making of a Founder

Aug 21, 2025
Subscriber post — summary only

Julie Zhuo's paid essay reflects on the path into founding a company, framing it as a hero's journey shaped by conviction. Based on the excerpt provided, the piece looks back on the starting point and suggests founders…

Lenny’s Podcast91 min

How Intercom rose from the ashes by betting everything on AI

Eoghan McCabe · Aug 21, 2025
Key learnings
  • When growth stalls in a late-stage SaaS business, cut costs hard and pick one clear strategic lane instead of trying to serve…
  • Simplify and fairly price your product even at short-term revenue cost; McCabe gave away roughly $50M ARR to replace confusing…
  • Price AI products on outcomes that align with customer value, like charging 99 cents per resolved ticket, rather than on the…
SVPG · Marty CaganAug 18, 2025

Build vs Buy in the Age of AI

Aug 18, 2025 · 6 min

Cagan argues that the build-versus-buy question, long familiar in IT and product teams, is being reshaped by generative AI and user-programming tools like Lovable and Bolt. Despite hype that everyone will build and SaaS…

Lenny’s Podcast119 min

The one question that saves product careers

Matt LeMay · Aug 14, 2025
Key learnings
  • Ask whether you would fully fund your own team if you were the CEO; if you can't answer confidently, that signals a risk worth…
  • Set team goals no more than one step away from company goals, so leadership immediately understands how your work contributes to…
  • Keep impact first at every step, from OKRs and strategy to epics and daily backlog, rather than letting goals get cascaded into…
Lenny’s Podcast128 min

Inside ChatGPT: The fastest-growing product in history

Nick Turley · Aug 9, 2025
Key learnings
  • Ship early to learn what people actually want; with AI, the valuable behaviors are emergent, so you won't know what to polish…
  • Treat the model itself as a product: iterate on it using real user use cases, personality/vibe checks, and new capabilities like…
  • Set the team's pace deliberately by asking whether work is 'maximally accelerated', separating fast product iteration from…