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Product SideQuest by PM Diego

Documenting the side quests, tools, and experiments that help Product Managers navigate the chaos of the AI era.

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Your Next User is an Agent

Why I stopped signing up for products my Claude Code agent can't reach, and the 3-actor framework that belongs on every product roadmap

Your PM Team needs an AI Operating System

How to turn your team's fragmented AI workflows into a shared operating system where knowledge compounds instead of disappearing.

(SkillTree) How to Build Claude Code Skills That Actually Fit Your Workflow

How three conversations automated my Monday morning, and why downloading skills created by others first made it worse.

Should Product Managers Vibe Code?

What 80+ senior PMs, production data, and one very loud LinkedIn thread taught me.

How to vibe code your PRDs into a working prototype

A step-by-step guide using Google AI Studio to catch the corner cases your document can’t show you

A Practical Guide to Becoming an AI Product Manager

How to figure out which type of AI PM you want to be, and what to actually prioritize to get there.

How to build an AI PRD Engine

Why mega-prompts fail to scale your PRD workflow, and a step-by-step guide to building a persistent AI PRD creator that retains context across conversations.

A practical guide to RAG for product managers

Why information fragmentation kills your strategy time, a simple tutorial for setting up NotebookLM, and how exactly product managers use it to turn messy notes into baseline PRDs.

A framework for filtering AI noise

Why 95% of AI pilots fail, why we feel overwhelmed by AI, and a simple 2-path framework to protect your product roadmap.