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My playbook: Intuition vs data, big swings, and product-led growth lessons from Slack
Read more: My playbook: Intuition vs data, big swings, and product-led growth lessons from SlackDecision-making in product isn’t binary. I outline when to trust intuition versus data, how to manage pace against accuracy, and how to balance big swings with steady iteration. You’ll see the mechanics behind effective product reviews, the underrated traits that make remote teams fast, and a practical handshake between product-led and sales-led growth. I share…
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Hard-Earned Lessons from Loom: Product Strategy, Alignment at Scale, and Hiring That Wins
Read more: Hard-Earned Lessons from Loom: Product Strategy, Alignment at Scale, and Hiring That WinsI break down how Loom’s operating system illustrates best-practice product management, alignment at scale, and cross-functional performance that moves the needle. You’ll learn how to use narrative storytelling to launch products, structure outcomes vs output OKRs, and run alignment rituals that actually stick. I share a one-on-one format that compounds trust and execution speed, plus…
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From Zero to One in B2B Marketing: My Proven SaaS Playbook for Growth, Hiring, and Attribution
Read more: From Zero to One in B2B Marketing: My Proven SaaS Playbook for Growth, Hiring, and AttributionGoing from zero to one in B2B marketing demands focus, founder-led GTM, and rapid learning. I break down how to start early-stage SaaS marketing, allocate resources across bets, and think pragmatically about attribution. You’ll learn how to craft a high-converting first website, when to scale your team, and what makes early hires exceptional. I also…
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Supercharge Your Engineering Org: Alignment, AI, and Productivity from Adobe to Etsy
Read more: Supercharge Your Engineering Org: Alignment, AI, and Productivity from Adobe to EtsyEngineering speed is a function of alignment, not heroics. In this first-person breakdown, I unpack how modern engineering teams can scale productivity with outcomes vs output OKRs, AI-augmented workflows, and resilient cultural practices. I highlight lessons spanning Adobe, Dropbox, Etsy, and Flickr, with practical tactics for cross-team coordination and decision-making. You’ll find concrete tips for…
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Building Products in a Post-LLM World: Hard-Won Lessons, Skeptic Busters, and Team Playbooks
Read more: Building Products in a Post-LLM World: Hard-Won Lessons, Skeptic Busters, and Team PlaybooksI break down how to build products in a post-LLM world with a pragmatic playbook you can put to work immediately. You’ll learn how Sprig’s journey informs model evaluation, team design, and the human-centered UX that makes AI feel trustworthy. I share how I overcome AI skepticism with transparent workflows and measurable outcomes. You’ll see…
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Inside Rewind AI’s Playbook: PMF Breakthroughs, Bold Twitter Fundraise, and the Future of AI
Read more: Inside Rewind AI’s Playbook: PMF Breakthroughs, Bold Twitter Fundraise, and the Future of AII explore Rewind AI’s path to product-market fit, the cultural habits that enable fast validation, and the bold Twitter-first fundraising strategy that rallied users and capital. You’ll learn how to distinguish thin versus thick AI wrappers, where to build durable moats, and how to operationalize PMF using proven frameworks. I share practical insights on scope…
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How I Repeatedly Find Product-Market Fit: Shippo-Inspired Playbook for Bold Product Leaders
Read more: How I Repeatedly Find Product-Market Fit: Shippo-Inspired Playbook for Bold Product LeadersOutsiders can win in complex markets by translating industry complexity into simple, high-leverage software and then re-earning product-market fit with each new segment. Drawing on Shippo’s trajectory, I share a repeatable playbook: rigorous user discovery, founder-led GTM, and disciplined resource allocation using the 3 Horizons Framework and the 70/20/10 rule. Learn how to land first…
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Building Zapier by First Principles: Hard‑Won Growth, Distribution, and Hiring Lessons
Read more: Building Zapier by First Principles: Hard‑Won Growth, Distribution, and Hiring LessonsZapier’s journey is a masterclass in first-principles product management: disciplined product-market fit, integration-led distribution, and founder-led GTM focused on SMBs. I break down the unorthodox decisions that mattered, from staying out of enterprise too early to raising only what was necessary. You’ll learn why “don’t hire ‘til it hurts” is a powerful operating rule, how…
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Intuition, White-Glove Support, and Relentless Execution: Lessons from Looker to Omni
Read more: Intuition, White-Glove Support, and Relentless Execution: Lessons from Looker to OmniI break down how high-touch, white-glove customer support can become a competitive moat and a product strategy accelerant—especially in category-defining phases. Drawing on Colin Zima’s journey across Looker and Omni, I explore how to balance intuition with data, translate customer pain into scalable product, and build feedback loops that harden the core experience. You’ll see…
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Open Source to Revenue: How GitLab Scales Transparency, Community, and Enterprise Growth
Read more: Open Source to Revenue: How GitLab Scales Transparency, Community, and Enterprise GrowthOpen source momentum can power real enterprise growth—if you design the commercial model with care. In this first-person analysis, I unpack how GitLab marries community trust with enterprise-grade value through open core, transparent operations, and tight product–marketing alignment. I highlight lessons on segmentation, pricing, and developer evangelism, plus how to structure metrics, planning, and cadence…
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How Radical Simplification Drove Vercel’s Product-Market Fit: Lessons for PMs and Founders
Read more: How Radical Simplification Drove Vercel’s Product-Market Fit: Lessons for PMs and FoundersRadical simplification is the throughline behind Vercel’s extreme product-market fit—and it’s a pattern any product team can apply. I break down how a zero-config developer experience, open source adoption paired with managed cloud, and founder-led GTM combine into a durable growth engine. You’ll see why the front-end now commands outsized attention, and how to position…
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Goal-Setting for AI Products: How I Plan, Prioritize, and Confidently Ship in a Nonlinear GenAI World
Read more: Goal-Setting for AI Products: How I Plan, Prioritize, and Confidently Ship in a Nonlinear GenAI WorldPlanning AI roadmaps is fundamentally different from traditional software. I share how I set outcomes-first OKRs, balance research and product development, and scale safely without over-planning. You’ll learn why community-driven early access, rigorous evaluation harnesses, and founder-led GTM compress the path to product-market fit. I also unpack the limits of being strictly “customer-driven” in AI…
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