How to Acclimate Your Family to AI
Tue Feb 03 2026
This week's episode steps away from dashboards and delivery stories and into real life. Rob and Justin both spent the same week realizing how naturally AI is already showing up at home. Not as a plan. Not as a lesson. Just as part of how the next generation creates, explores, and even plans a date.
One household includes an about to graduate computer science student navigating a shrinking entry level job market, Discord as the default communication layer, and a Claude Code powered date night that feels entirely normal to everyone involved.
The other involves younger kids, a TV, a terminal window, and a two-hour experiment that turns into a fully illustrated story built with multiple AI tools, false starts included. Even Microsoft Word makes an appearance.
The stories are personal, but the takeaway is practical. AI rarely gets it right the first time. Iteration matters. Context matters. Switching tools matters. And exposure builds confidence faster than instruction.
This episode isn't about business use cases. It's about understanding how people actually acclimate to new technology and why that same pattern shows up inside organizations, whether leaders plan for it or not.
Also in this episode:
GitHub repository
More
This week's episode steps away from dashboards and delivery stories and into real life. Rob and Justin both spent the same week realizing how naturally AI is already showing up at home. Not as a plan. Not as a lesson. Just as part of how the next generation creates, explores, and even plans a date. One household includes an about to graduate computer science student navigating a shrinking entry level job market, Discord as the default communication layer, and a Claude Code powered date night that feels entirely normal to everyone involved. The other involves younger kids, a TV, a terminal window, and a two-hour experiment that turns into a fully illustrated story built with multiple AI tools, false starts included. Even Microsoft Word makes an appearance. The stories are personal, but the takeaway is practical. AI rarely gets it right the first time. Iteration matters. Context matters. Switching tools matters. And exposure builds confidence faster than instruction. This episode isn't about business use cases. It's about understanding how people actually acclimate to new technology and why that same pattern shows up inside organizations, whether leaders plan for it or not. Also in this episode: GitHub repository