The Manager’s Playbook 040: Shawn Desman, Steve Zsirai & Chad Walsh - Drake’s Co-Sign, Fame, Sobriety, Social Media Strategy & Building a Comeback Team

The Manager’s Playbook 040: Shawn Desman, Steve Zsirai & Chad Walsh - Drake’s Co-Sign, Fame, Sobriety, Social Media Strategy & Building a Comeback Team

Shawn Desman’s story is one of highs, lows, and a powerful comeback. From topping the charts to stepping away from music, Shawn opens up about the pressure of fame, battling depression, and finding sobriety. With Drake’s encouragement at an OVO event, he rediscovered his love for music and returned on his own terms.

Alongside managers Steve Zsirai and Chad Walsh, the conversation dives into the strategy behind rebuilding a career in today’s industry; from leveraging social media and data, to understanding touring, to balancing family life with success.

Packed with honesty, lessons, and laughs, this episode is for anyone who believes in resilience, reinvention, and the power of the right team.

Simply put, a conversation like this doesn't come cheap.


Watch the full episode on YouTube: ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.youtube.com/@managersplaybook⁠⁠⁠⁠⁠⁠⁠⁠⁠

New episodes drop Tuesdays @ 10am ET

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Episoder(332)

Inside the Playbook: James Beshara on The Unsexy Truth About Making It in Music

Inside the Playbook: James Beshara on The Unsexy Truth About Making It in Music

In this clip from The Manager’s Playbook, Mauricio Ruiz and James Beshara talk about focus, under-committing, and why artists need to stop trying to master everything at once.James breaks down the ide...

24 Jul 0s

Inside the Playbook: James Beshara on Why Most Music Artists Quit

Inside the Playbook: James Beshara on Why Most Music Artists Quit

In this clip from The Manager’s Playbook, Mauricio Ruiz and James Beshara talk about purpose, burnout, validation, and what it really means to build with intention.James breaks down the idea that “ind...

23 Jul 0s

Inside the Playbook: James Beshara on Why the Solo Genius Myth is Killing Your Music Career

Inside the Playbook: James Beshara on Why the Solo Genius Myth is Killing Your Music Career

In this clip from The Manager’s Playbook, Mauricio Ruiz and James Beshara break down why success in any creative career usually comes down to people, practices, and tools.James challenges the myth of ...

22 Jul 0s

The Manager’s Playbook 075: James Beshara - Silicon Valley, Artist Development, Trust, Wellness & Music Business

The Manager’s Playbook 075: James Beshara - Silicon Valley, Artist Development, Trust, Wellness & Music Business

In this episode of The Manager’s Playbook, Mauricio Ruiz sits down with angel investor, musician, founder, creator, and Magic Mind CEO James Beshara for a different kind of music business conversation...

19 Jul 2h 26min

Inside the Playbook: Amber Grimes on The Mistake Every Music Executive Makes

Inside the Playbook: Amber Grimes on The Mistake Every Music Executive Makes

In this clip from The Manager’s Playbook, Mauricio Ruiz sits down with Amber Grimes, EVP, GM, and partner at Love Renaissance (LVRN), to talk about self-advocacy, asking questions, and learning the bu...

11 Jul 18min

Inside the Playbook: Amber Grimes on The Visual Strategy That Makes Artists Memorable

Inside the Playbook: Amber Grimes on The Visual Strategy That Makes Artists Memorable

In this clip from The Manager’s Playbook, Mauricio Ruiz sits down with Amber Grimes, EVP, GM, and partner at Love Renaissance (LVRN), to talk about what makes artists memorable in today’s music busine...

10 Jul 26min

Inside the Playbook: Amber Grimes on The New Rules of Artist Branding

Inside the Playbook: Amber Grimes on The New Rules of Artist Branding

In this clip from The Manager’s Playbook, Mauricio Ruiz sits down with Amber Grimes, EVP, GM, and partner at Love Renaissance (LVRN), to talk about what artists need beyond the music.Amber breaks down...

9 Jul 22min

Inside the Playbook: Amber Grimes on How LVRN Builds Artist Rollouts

Inside the Playbook: Amber Grimes on How LVRN Builds Artist Rollouts

In this clip from The Manager’s Playbook, Mauricio Ruiz sits down with Amber Grimes, EVP, GM, and partner at Love Renaissance (LVRN), to talk about what goes into building artist rollouts that actuall...

8 Jul 21min

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