Leaving the Law for Music and the Stage — A Conversation with Joseph Lewczak & Anne DiGiovanni

What drives two successful lawyers to walk away from prestigious careers for a life in the arts? In this episode, I sit down with Joseph Lewczak, once a partner at New York's Davis+Gilbert, and Anne DiGiovanni, who left her role on Hulu’s corporate legal team—all to pursue their creative passions as musicians, producers, and stage performers. We explore what led them to take the leap, the fears and freedoms of reinvention, and what they’ve learned about fulfillment, identity, and starting over—mid-career and beyond. (Hint: It’s not just about the money.) Their stories are candid, funny, and inspiring—a must for anyone wondering what comes after “success.”