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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Inside the Playbook: Jared Cotter on How Shaboozey Is Opening Doors in Country Music

Inside the Playbook: Jared Cotter on How Shaboozey Is Opening Doors in Country Music

In this conversation, Jared Cotter and I dig into the journey of breaking into country music and why authenticity always wins.We talk about how Shaboozey carved out his space in Nashville, the importa...

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Inside the Playbook: Jared Cotter on The One Trait Every Great Manager Has

Inside the Playbook: Jared Cotter on The One Trait Every Great Manager Has

In this conversation, Jared Cotter and I dig into the world of music publishing and what it really takes to build a sustainable career.Jared shares his perspective as both a songwriter and a manager —...

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Inside the Playbook: Jared Cotter on Managing After a Hit Record

Inside the Playbook: Jared Cotter on Managing After a Hit Record

In this conversation, Jared Cotter and I break down the making of Shaboozey’s “A Bar Song (Tipsy).”We talk about the creative spark, the key moments that shaped the record, and what it takes to recogn...

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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...

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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 Elo 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...

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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...

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