Product managers tend to approach AI features the same way we approach everything else: detailed specs, clear acceptance criteria, predictable outputs. But AI behaves differently. After shipping Dexter AI, the conversational assistant inside Focus on Five, I've experienced firsthand how AI product management requires rethinking how you work with stakeholders, collaborate with engineering, and define what "done" means when the feature you're shipping thinks for itself.

When I moved to Sonoma wine country, I discovered that people need gentle nudging to interrupt unwanted behaviors during triggering situations. This insight led us to the development of the "No, Don't Do It" app, a behavioral interruption app using discreet haptic vibrations on iPhone and Apple Watch. Through rigorous research, strategic development, and systematic growth, we help people break free from unwanted behaviors. This is a case study in disciplined product managemen

Large language models (LLMs) are revolutionizing digital products by eliminating structured data constraints. Instead of forcing users to navigate rigid forms and workflows, LLMs enable natural language interactions that adapt to human needs. This shift doesn't just improve convenience, it fundamentally transforms how we design digital experiences, making powerful capabilities accessible to everyone.

For Boomers and Gen X, early technology experiences weren't just challenging, but they were traumatic. AI now offers a revolutionary opportunity to heal this technological trauma by creating interfaces that adapt to humans rather than forcing humans to adapt to technology, transforming computing from a source of anxiety to a tool of empowerment.

Small omnichannel businesses face unique digital challenges. Our framework will transform your digital presence.

Digital Product Management and Product Leadership are two distinct roles within the realm of product development, and they involve...