What do you do when none of your options feel certain and you cannot predict how things will turn out? Simone Stolzoff, author of How to Not Know, joins Jay to explore why our search for certainty often leads us into three traps: comfort, hubris, and control. They...
You’ll Never Get On Top of Everything (And That’s Okay) with Oliver Burkeman
There is no such thing as the perfect productivity system. No matter how optimized your day is, or how many AI agents you have running 24/7, the harsh reality is that you’ll never truly be caught up. And that’s good news. Oliver Burkeman wrote The Guardian's...
The Science of Excellence: How To Master Your Craft, Passion vs. Obsession, The Myth of Balance, and More w/ Brad Stulberg
You've been sold a version of success that's actually just stress with better branding. Be the perfect employee. The perfect parent. The perfect spouse. Read 50 books a year, stay fit, keep the house clean - and call it "balance." Brad Stulberg has spent...
A Deep Dive on Our Most Impactful Coaching Tool
Get The Someday Letter Worksheet: https://linkly.link/2ld7z Most of us are comfortable setting annual goals. But what happens when you look 10 years into the future and let yourself dream without boundaries? In this episode, Jay Papasan shares one of the most...
Change Your Relationship with The Gap (In Business and in Life)
High achievers know the gap well: the space between where you are and where you want to be. It can drive growth, but it can also become a source of fear, avoidance, and self-judgment. In this episode, Jay talks with five-time entrepreneur and executive coach...
Getting Unstuck: How to Fix the 3 Most Common Behaviors Holding High Achievers Back
You already know what to do. So why is it so hard to do it consistently? In this episode, Jay Papasan breaks down three patterns that keep entrepreneurs and high achievers trapped in the gap between knowing and doing. First, we often think we’re clear when...
Social Accountability 101: How Peer Pressure Can Help You Achieve Your Goals
You know what to do. You start strong. You have the system, the motivation, and the goal. Then, a few months later, you’re right back where you started. What happened? In this episode, Jay Papasan breaks down one of the biggest reasons high achievers struggle...
High-Stakes Communication: How to Negotiate Confidently, Ask Smarter Questions, and Build Influence with Phil Jones
Have you ever walked away from a conversation wishing you could go back and say it differently? According to Phil Jones, that doesn’t mean you have a communication problem. You may have a moment problem. Phil, author of the bestselling book Exactly What to Say,...
Brand Building 101 for Entrepreneurs: Content Strategy, Storytelling, Positioning and More with Donald Miller
Entrepreneurs know they need to create content, build trust, and stay visible. The hard part is knowing what to say, how often to say it, and how to make sure your message actually leads people toward your business. In this episode, Jay Papasan sits down with...









