Right-side Up Leadership Podcast

Most leaders expect failure to be hard — but no one warns us how disorienting success can be. In today’s episode, Alan Briggs takes us inside a live leadership session and unpacks the real, often hidden challenges that come with growth: fulfillment gaps, maturity barriers, identity drift, disorientation, burnout, and the pressure of everyone wanting a piece of your time. But this conversation isn’t about fear. It’s about forming the kind of roots that can sustain real fruit. Alan shares practical insights on: Why success often feels emptier than we expect The surprising truth that what got you here won’t get you there How success multiplies options, noise, and expectations Why leaders lose honest feedback when they gain influence The difference between external fruit and internal roots The identity dreams every healthy leader should define How to build a life that matches the person you’re becoming What it takes to grow without losing yourself, your family, or your soul If you’re leading a t