In this episode, Jess and Chris dive into how to unplug from work during the holidays while maintaining productivity and intentionality. Jess announces her career move to BrainTrust and shares insights from negotiating two months off between jobs. Chris walks through his planning day philosophy, including his approach to roles, big rocks, and the critical difference between trips and vacations. They discuss why structured time off can be more restorative than aimless relaxation, how to track what truly matters, and finding the right balance between productivity and rest. Plus, they show off some fun tech: Chris demos a physical printer powered by Resend's inbound email API, Jess shares her ChatGPT document formatting setup, and they explore Focus Friend and chest-mounted cameras for sports.