From “Careers” to “Callings”: When Work Becom...

Well, here we are—for the last time, for now. A couple weeks ago, I wrote an end-of-year letter that functioned like a little “status update” on how I’m feeling moving into 2026. In this episode, I invite back five of my favorite guests for their own check-ins. We talk about: Wha ...  Show more

Today’s guest won’t surprise you if you read the introduction to Rich Girl Nation, which recollected the 2018 event that made me think personal finance might not be solely for people with brown bananas and pocket protectors. Lindsey Stanberry, founding editor of Refinery29’s Mone ...  Show more

While the job of a full-time content creator might seem glamorous from the outside looking in, make no mistake—there’s plenty of work involved, and it’s not always easy to get your business off the ground. Our next guest spent years building up her content creation platform while ...  Show more

Episode 48: Alex Lieberman (@businessbarista) is lost. This is something many entrepreneurs will cycle through over the course of their journey. It happens to the best of us. There is a belief that entrepreneurs have unshakable confidence to achieve success but the truth is that ...  Show more

Episode 55: Alex Lieberman (@businessbarista) talks about the mirage of corporate stability. Something he experienced during his time at Morgan Stanley, which he thought was a dream job. It turns out that job security isn’t that secure when your company goes through layoffs. Havi ...  Show more

Are you ready to learn how to build wealth the simple way? In this episode, David Hegarty, the Founder, and CEO of Playbook, a step-by-step app for building wealth, is here to deliver some serious money gems. He’s throwing out traditional wealth-building wisdom and instead sharin ...  Show more