This is a conversation about the part of building a business that nobody talks about: the messy middle. 3x entrepreneur Corinne Cavanaugh joins Michael to discuss founder loneliness, why authenticity is the new currency, and how to hold the vision when the results haven't caught up.Key themes include:- Navigating the 'messy middle' of entrepreneurship.- The post-COVID loneliness paradox.- The shift from corporate to fractional work.- Why authenticity is your greatest differentiator.- Building with scale in mind.- Holding your 'why' as an anchor through hard times.This episode is for founders, entrepreneurs, and leaders who are currently in the thick of building their company and carrying the weight of the vision.If you feel like you're grinding it out alone, this conversation will feel like a long exhale. It's a raw, honest reminder that the struggle is part of the process and that your presence and authenticity are more powerful than any strategy.

Life After the Game

33 Conversations Podcast helps mission-driven founders, creators, and leaders in transition turn honest conversation into visible authority.Each episode goes beneath the polished bio, pitch, or success story to reveal the real person behind the work: the tensions they are navigating, the identity shifts shaping their leadership, and the deeper signal behind what they are building.This is not performance-driven thought leadership. It is authority built through clarity, presence, and truth.For listeners, it is a window into the messy middle of meaningful work. For guests, it is a conversation that helps people understand who they are, what they stand for, and why their work matters now.