What if misery wasn’t something that happened to you—but something you unknowingly created?
We all have habits that screw us over—whether it’s blaming others, scrolling mindlessly on Instagram, or convincing ourselves that “next week” is when we’ll finally start living.
In this episode, I’m calling out the seven most toxic habits that keep people stuck in ... Show More
Mar 13
Why Having a Backup Plan Is Making You Fail - Burn the boats with Matt Higgins
In 1519, Hernán Cortés landed in Mexico and promptly set fire to his own fleet. By any conventional measure of military logistics, this seems profoundly counterproductive. It wasn't. Matt Higgins — Shark Tank investor, Harvard Business School lecturer, and accidental dropout — ha ... Show More
44m 53s
Nov 2025
A 5-Step Approach to Ending Your Phone Addiction
Our phones make life easier in countless ways. They connect us, inform us, and keep our lives running. But they also creep into every quiet moment, stealing our focus and dulling the satisfaction we find in real experiences.In this episode of Office Hours, I talk about how our ph ... Show More
44m 20s
Sep 2025
How to Let Go of Your Shame, Solved
Chances are, there’s something in your life you feel deeply ashamed about—something you’ve never told anyone, something you can’t even admit to yourself. In this episode, we go deep into the emotion we all experience but almost no one wants to talk about: shame. Where it comes fr ... Show More
3h 49m
Sep 2025
8 Things I Wish I Knew Before I Turned 30
What’s the biggest shift you wish you’d made sooner? What advice would you give your younger self before 30? In this special reflection, Jay opens up about the lessons he wishes he’d known before turning 30, insights that could have spared him time, energy, and unnecessary stress ... Show More
32m 31s