The Software Product Management Blog

Grab a front-row seat to the world of software product management, where I share everything from industry insights to personal anecdotes, aiming to enlighten, educate, and empower those passionate about crafting cutting-edge software products.

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Talking to Your Documents: A Hands-On Guide to Retrieval-Augmented Generation (RAG)

Learn how to turn your internal documents into a searchable memory using Retrieval-Augmented Generation (RAG), with a real-world example using WWDC transcripts and local language models.

How Insurance Red Tape Turned My Migraine Relief Into a Nightmare

A real-world story of broken healthcare customer experience, insurance friction, and the human cost of policy changes.

Behavioral Psychology in Product Management: Lessons from Predictably Irrational

Discover how behavioral economics principles from Dan Ariely's 'Predictably Irrational' can transform your product strategy, design, and user engagement.

How to Set Up GTD in OneNote (With Template & Automations)

Implement the Getting Things Done in OneNote with this comprehensive guide. Improve your productivity and streamline your GTD workflow.

Plan Your Conference Schedule with ChatGPT in Minutes

Use ChatGPT to build a custom conference schedule that fits your goals and helps you skip the noise.

AI Should Be Useful, Not Just Clever

In the rush to implement AI into everything, are we forgetting the core principles of good product management? Here's a cautionary tale from Microsoft Word and Copilot.

Why Anti-Patterns in Product Design Cost You Users

Discover how deceptive design patterns destroy trust, illustrated by how a popular tax app lost a user forever by hiding key info until the last step.

What Shopify’s AI Memo Misses—and What to Do About It

A response to Shopify’s AI memo that explores what it gets right, what it misses, and how leaders can turn AI into a real competitive advantage.

How I Used LLMs to Help a Team Understand a Legacy Database in Hours

See how a fractional VP of Engineering used LLMs to decode a legacy database fast.