Inside the Playbook: Shawn Desman and Managers on What Almost Ended Shawn Desman’s Music Career

Inside the Playbook: Shawn Desman and Managers on What Almost Ended Shawn Desman’s Music Career

After stepping away from music in 2015, Shawn Desman found himself questioning if he would ever return.

In this conversation, he shares the pivotal moment with Drake that reignited his passion, the role his wife played in guiding crucial career decisions, and the challenges of navigating management changes. Alongside Steve Zsirai and Chad Walsh, Shawn also reveals the strategic and data-driven approach that made his live comeback possible.

This is a story of resilience, reinvention, and what it really takes to build a second chapter in today’s music business.

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


Listen to the full episode here -

Spotify:

https://open.spotify.com/episode/1uwdpt8Z2i0PmUt70hhc76?si=ekjULlriRweFoLFGxe57Eg


Watch the Episodes On Youtube: https://www.youtube.com/@managersplaybook

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The Manager’s Playbook 037: Jared Cotter - Shaboozey, Paul Russell, Jay Sean, Building Superstars Independently, Shaboozey’s Rise, Country Music & Leadership Lessons

The Manager’s Playbook 037: Jared Cotter - Shaboozey, Paul Russell, Jay Sean, Building Superstars Independently, Shaboozey’s Rise, Country Music & Leadership Lessons

Jared Cotter is the manager behind one of the biggest independent success stories of the decade.In this episode, we talk about how Shaboozey’s “A Bar Song (Tipsy)” made history, spending 19 weeks at #...

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Inside the Playbook: Loren Medina on How to Pitch as an Artist

Inside the Playbook: Loren Medina on How to Pitch as an Artist

In this episode of The Manager’s Playbook, publicist Loren Medina unpacks the evolving music industry and what independence really means for artists today. She challenges the myth that signing to a la...

1 Sep 202518min

Inside the Playbook: Loren Medina on The #1 Thing Missing in the Music Industry - Strategy

Inside the Playbook: Loren Medina on The #1 Thing Missing in the Music Industry - Strategy

In this clip of The Manager’s Playbook, publicist Loren Medina talks about what it’s really like to work with record labels from the outside. She explains why so many label teams lack long-term strate...

31 Aug 202519min

Inside the Playbook: Loren Medina on The Brutal Reality of the Music Industry

Inside the Playbook: Loren Medina on The Brutal Reality of the Music Industry

In this clip of The Manager’s Playbook, publicist Loren Medina shares her journey from leaving Sony to launching Digital Girl in 2009, one of the first social media marketing companies in music. She r...

29 Aug 202516min

Inside the Playbook: Loren Medina on The #1 Mistake Artists Make When Hiring a Publicist

Inside the Playbook: Loren Medina on The #1 Mistake Artists Make When Hiring a Publicist

In this clip of The Manager’s Playbook, publicist Loren Medina shares why passion is the foundation of every client relationship she takes on. From choosing artists based on authenticity, to navigatin...

28 Aug 202522min

The Manager’s Playbook 036: Loren Medina - Jessie Reyez, Ca7riel & Paco Amoroso, J Noa, The Business of Music PR, Breaking Artists & The Ugly Truth About the Music Industry

The Manager’s Playbook 036: Loren Medina - Jessie Reyez, Ca7riel & Paco Amoroso, J Noa, The Business of Music PR, Breaking Artists & The Ugly Truth About the Music Industry

In episode 36 of The Manager’s Playbook, Mauricio Ruiz sits down with publicist and strategist Loren Medina, founder of Guerrera PR. From her start at Sony to building her own agency, Loren shares the...

26 Aug 20252h 22min

Inside the Playbook: Dan Gonzalez on Why Music Catalogs Are the Hottest Investment

Inside the Playbook: Dan Gonzalez on Why Music Catalogs Are the Hottest Investment

Music catalogs have become one of the hottest asset classes in the world.In this clip of The Manager’s Playbook, Dan Gonzalez and I unpack how catalogs are valued, why multiples matter, and what makes...

25 Aug 202514min

Inside the Playbook: Dan Gonzalez on Why Most Artists Don’t Understand Their Contracts

Inside the Playbook: Dan Gonzalez on Why Most Artists Don’t Understand Their Contracts

From Canadian grant writing to closing music business deals.In this clip of The Manager’s Playbook, I sit down with Dan Gonzalez who has navigated both worlds, and now helps artists protect their righ...

24 Aug 202516min

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