When was the last time you did something so bold it made you laugh out loud? In this episode, I sit down with TEDx speaker and coach Gregory Russell Benedikt, who tested a wild hypothesis: What if the universe really does reward bold action? From quitting his “dream” finance job to a 100-day rejection challenge, Gregory shares how courage, messy cannonballs, and playful asks transformed his life, work, and relationships — and how you can start taking bold action in your own life, no matter what chapter you’re in.