Why Great Managers Keep Failing with Jen Silva Boucher | #17

Most professionals are promoted into leadership because they're top performers, not because they've been taught how to lead. In this episode, Jon sits down with leadership coach Jen Silva Boucher to unpack the "promotion gap" and why so many new managers struggle with communication, delegation, and building trust, even when they have the best intentions.Together, they explore how the strongest leaders stop trying to have all the answers, shift from managing to coaching, and create teams that thrive through trust instead of control.In this episode, you'll learn:Why being a great individual contributor does not automatically make you a great leaderHow micromanagement quietly erodes trust, innovation, and team performanceWhy coaching, clear communication, and humility are the leadership skills that matter mostWhether you're stepping into your first leadership role or looking to become the kind of manager people never want to leave, this conversation will challenge how you think about leading others.