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- AI Strategy (315)
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How to Design AI Benchmarks That Drive Product Decisions
A practical framework for building AI benchmarks that predict product behavior, expose risky failures, and support confident release decisions.
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Codex Token Cost Optimization Without Losing Useful Context
A practical model for trimming Codex context, preserving decisions, and proving token savings without creating more retries or review work.
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How to Benchmark AI Humanizers Without Gaming the Test
A practical framework for testing AI humanizers across detector disagreement, content fidelity, writing quality, latency, and workflow fit.
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AI Video Generation Advances: A Product Leader’s Playbook
A practical framework for turning gains in video coherence, control, and open-source access into workflows, evaluations, and sound product bets.
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Gamma’s AI Pivot: Why the Blank Page Mattered More Than AI
Gamma’s pivot shows how to find an AI-native wedge, prove activation, price real value, and absorb enterprise demand without losing focus.
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How Snapbar Turned Crisis Into an AI-Native Photo Experience Revolution
Snapbar’s reinvention shows how a mature company can turn crisis into a durable AI product strategy. The company moved from physical photo booths to a WebRTC-based…
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How I Make AI Agents Speak Like Our Team: A Conversation Design Playbook That Lifts CSAT
Your AI Agent will sound like an LLM unless you intentionally design how it communicates. I share a practical conversation design playbook covering tone, response structure,…
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Why We Made Fin the Most Open Agent: Instant HubSpot & Freshdesk Support With 76% Resolutions
Fin now runs as a Service Agent on top of HubSpot and Freshworks, so you can deploy world-class automation without leaving your helpdesk. Setup takes less…
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From Prototype to Production: How I Built Reliable AI-Generated Opportunity Solution Trees
I set out to make AI-generated opportunity solution trees reliable at scale and discovered why updating a tree is far harder than creating one from scratch.…
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Taste vs. Evidence in the AI Era: What Product Leaders Must Invest In Now
Is “taste” truly a must-have skill in the AI era or just hype? After listening to Teresa Torres and Petra Wille, I share why opinionated product…
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Supercharge Claude and Cursor with Amplitude Plug and Play: Your AI Analytics Expert in One Install
I’m introducing Amplitude Plug and Play, a new AI plugin for the Claude and Cursor marketplaces. With a single-install, it turns your favorite AI client into…
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From Brain Dump to Done: How Todoist’s Ramble Captures Tasks in Real Time with AI
Ramble turns stream-of-consciousness voice notes into structured tasks in real time by skipping transcription and using a Gemini live audio model. The Doist team pairs instant…
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Never Lose Your AI Superpowers: How I Sync Context and Skills Across Every Device
Sharing AI context files and skills across devices—and with teammates—shouldn’t be painful. In this first-person walkthrough, I break down the real-world pitfalls I hit with Dropbox,…
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Inside the Most Politically Dangerous C‑Suite Role: Hard Truths on Culture, Layoffs, and Leadership
Culture isn’t a perk—it’s a product. In this first-person reflection on the most politically charged seat in the C‑suite, I share why HR must think like…
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Beat AI FOMO: A Product Leader’s Playbook to Choose Tools, Stay Focused, and Learn Deeply
New AI tools launch daily, and the pressure to try them all can derail real progress. In this reflection on a timely conversation with Petra Wille…
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Inside Banani: How a Canvas-First AI Designer Elevates UX and Accelerates Product Teams
Banani’s canvas-first AI designer reframes how teams access high-quality UX by generating design—not just code. I break down how the team handles parallel edits, per-screen context…
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Bad Advice from Your AI Clone? Ethics, IP, and How Product Leaders Protect Quality
AI “clones” can sound like you while giving advice you’d never give. In this analysis, I unpack the ethics, IP risks, and product-quality pitfalls of building…
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From Resolutions to Outcomes: How We Price AI Agents Fairly and Amplify Customer Value
AI pricing should align with real, measurable value. Resolutions were a great starting point, but as Fin now handles complex, multi-step, and human-in-the-loop workflows, success is…
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Ship MVPs in Days, Not Months: My Proven Prompt Prototyping Playbook for Product Teams
Most MVPs fail because teams validate too slowly and ship on assumptions. I use a prototyping prompts playbook to turn ideas into briefs, flows, and test…
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Stop Selling Your Roadmap: Win Stakeholder Trust by Showing Your Work, Not Conclusions
Racing to ship AI features is easy; shipping the right ones isn’t. In this playbook, I share how I win stakeholder trust by showing my work—walking…
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