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WHY WINBACKS ARE ONE OF THE MOST IMPORTANT GROWTH SIGNALS

Winbacks are strongest early and signal real product value. Acting quickly preserves both return rates and revenue.

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YOUR ONBOARDING SHOULD BECOME INVISIBLE

AI is making onboarding invisible by delivering outcomes instantly. Products now guide users through action, not learning, reducing friction and accelerating activation.

USING AI TO LAUNCH A PRODUCT: IT TAKES MORE THAN A DAY

AI speeds up building, but product quality comes from clear thinking. It works best as a tool to refine ideas, not replace product discipline.

CAMPFIRES, TRAILS, AND QUESTS

AI works best when it strengthens team collaboration, not replaces it. Real progress comes from shared context and conversations, not isolated prompting.

AI DOESN'T CREATE ROI. ORGANIZATIONS DO

AI boosts productivity, but organizations fail to capture the value. Real ROI comes from changing how companies operate, not just using AI.

MITIGATING METRICS MALAISE: CLAUDE ON GOODHART'S LAW

Great leaders treat metrics as signals, not truth.

THE FUTURE OF PRODUCT MANAGERS

AI is removing the need for PMs as a translation layer.

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THE AI CHASM

AI adoption looks fast but remains shallow, with most companies far from real impact. The real opportunity is internal use and adapting how teams work.

YOUR AI AGENT CAN READ YOUR CODEBASE. IT DOESN'T KNOW YOUR PRODUCT

AI understands code, not product taste. To get better outputs, you must explicitly give it your design context.

HOW TO HIRE PEOPLE WHO ARE BETTER THAN YOU

Hire beyond your expertise by judging how candidates think, not what they know. The right person teaches you, offers specific ideas, and elevates the whole company.

START DESIGNING IN CONTENT, NOT IN CODE

Start with content, not code, to avoid bloated, confusing products. Clear thinking about what users need leads to better design than rushing into features.

WHAT'S NEW WITH PRODUCT POSITIONING? (73 MINUTE PODCAST)

Positioning defines why customers pick you now and must reflect real value. It's a hypothesis tested through sales, not just messaging.

AGENTIC COORDINATION, HUMAN DELIVERY

AI should automate coordination, not ownership or execution. Removing middle-layer friction helps teams move faster and understand their work better.

THE SHAPE OF LEADERSHIP

Leadership in the AI era is about setting vision, maintaining quality, and managing bets, not directing work. Great leaders use the tools, filter noise, and make bold decisions under uncertainty.

WHY BIZWARE IS BECOMING THE DOMINANT FORM OF SOFTWARE

Software has been divided into deep engineering and “bizware” that powers business infrastructure. AI thrives in the repetitive, system-building layer, not frontier innovation.

STRONG OPINIONS, LOOSELY HELD — AND WHAT THAT MEANS IN THE AGE OF AI

AI can generate ideas, but you still need to form and test your own opinions.

THE WORK RUNS ON DIFFERENT MAPS

Execution runs on hidden maps like expertise and trust, not just org charts.

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BEYOND THE ROADMAP

Builder PM work fails when it has no path to adoption. It succeeds when it creates pull, fits workflows, and gets others to build on it.

INVESTMENT STEWARDSHIP (AS HABIT)

Engineering ROI isn't a formula, it's a habit. The best teams build confidence in impact over time, not after the fact.

A PLATFORM IS A PLACE MORE THAN A PRODUCT

Platforms are not just products - they are environments that shape how teams grow and operate. Success comes from building a system that makes teams more capable, not just more compliant.

AI'S DESIGN PROBLEM IS ORGANIZATIONAL, NOT TECHNOLOGICAL

AI's core problem is organizational, not technical. The winners will design workflows that make AI usable, trustworthy, and effective in real teams.

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BUILD TO LEARN VS BUILD TO EARN

Product success now depends on building to learn before building to earn. The best teams prototype rapidly to discover what works, rather than just shipping faster.

INSIDE LENNY RACHITSKY'S DEMANDINGLY CHILL LIFE

FOUR MODELS FOR CREDIT GOVERNANCE: HIERARCHICAL SPEND CONTROL

AI credit systems need hierarchy, real-time enforcement, and clear visibility. The best designs unify decisions, track usage, and let enterprises control spend across teams.

THE AI GOLD RUSH: IT STILL TAKES TEAMS

AI boosts individuals, but teams still build real products. Success depends on integrating AI into team workflows, not just using the tools.

COMPANIES ARE MEASURING AI ADOPTION. THEY SHOULD BE MEASURING CAPACITY.

AI adoption fails when it adds work instead of replacing it.

ANTHROPIC CPO LEAVES FIGMA'S BOARD AFTER REPORTS HE WILL OFFER A COMPETING PRODUCT

The move signals rising concern that AI labs may disrupt SaaS.

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VIBE CODING SURFACES THE QUESTIONS. PRODUCT MANAGEMENT ANSWERS THEM

AI makes prototyping easy, but it exposes deeper product questions. Real progress comes from deciding what matters and what to build next.

ORG DESIGN IN THE AGE OF AI

AI removes handoffs between roles, reshaping orgs into small, autonomous teams. The advantage now is how fast companies learn and adapt their structure.

WHEN CODE GETS CHEAP, FOCUS GETS EXPENSIVE

AI makes building easy, so strategy and focus matter most. Winning comes from choosing what to build and protecting deep work.

THE TWENTIETH WATT

AI boosts output, but human judgment declines with cognitive fatigue. The real skill is managing focus and stopping before your decisions degrade.

THE EMERGING AI GROWTH PLAYBOOK

AI-native companies scale faster by deploying products quickly, using technical GTM teams, and focusing on AI-driven metrics. They rely on lean, high-agency teams that use AI to automate growth and accelerate experimentation.

8 TIPS FOR WRITING AGENT SKILLS

Good agent skills need clear triggers, concise instructions, and strong testing. Focus on outcomes, not rigid steps, and refine or retire skills as models improve.

YOUR FRIENDS ARE HIDING THEIR BEST IDEAS FROM YOU

People enjoy sharing ideas for validation, not building them into reality. AI now provides that validation, but execution still matters far more than the idea itself.

I SPENT 2 MONTHS BUILDING CUSTOM SOFTWARE FOR MY AI AGENT. LAST WEEK I REPLACED IT ALL

Building custom AI tools is easy, but maintaining them becomes overwhelming. The real challenge is choosing simple, sustainable solutions instead of building everything yourself.

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AI IS THE CLOSEST THING TO A GENIE LAMP

AI makes building easy, so the hard part is deciding what to build.

FEATURE VOMIT

AI makes it easy to build many features, but hard to keep products focused.

RUN THE PROBLEM, NOT THE UPDATE

Builder PMs run problems, not updates, by engaging leadership around a clear question and decisions. They drive convergence by separating messy exploration from focused executive narratives.