24hrs With The Happiest Billionaire, Jesse Itzler

TL;DR

Jesse Itzler's annual planning system has three pillars: "getting light" (decluttering physical and digital spaces), "closing out the year" (reviewing highlights, writing handwritten thank-you letters), and defining a single "misogi" (a year‑defining hard challenge).

Key insights

• Most people plan their life around work; Jesse advocates planning work around your life and becoming the CEO/architect of your life, not just your company.
• The calendar is described as "your most honest autobiography" and a tool to give yourself permission to say no – if something is on your calendar it gets your energy; everything else can be deprioriti
• "Getting light" (decluttering apps, subscriptions, closet, desk, car, email, texts) is a prerequisite for planning because it generates momentum – clearing 815 unread texts and canceling $1,300/month