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: Troy Carter on The War Between TikTok & Universal Music Group

Inside the Playbook: Troy Carter on The War Between TikTok & Universal Music Group

Troy Carter, Co-Founder and CEO of Venice Music and former artist management of Lady Gaga shares his thoughts on the potential implications, legal disputes, and digital marketing war between Universal...

14 Helmi 202516min

Inside the Playbook: Troy Carter on How to Find Music's Future Superstars

Inside the Playbook: Troy Carter on How to Find Music's Future Superstars

In this clip, Troy Carter, Co-Founder and CEO of Venice Music and former manager of global music sensations, Lady Gaga and John Legend, shares invaluable insights into identifying and nurturing extrao...

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The Manager’s Playbook 017: Gavin Sheppard – The Remix Project, Building Creative Ecosystems, Hip-Hop as a Movement, Passion-Based Leadership, and Elevating Talent

The Manager’s Playbook 017: Gavin Sheppard – The Remix Project, Building Creative Ecosystems, Hip-Hop as a Movement, Passion-Based Leadership, and Elevating Talent

In this episode ofThe Manager’s Playbook, we sit down with Gavin Sheppard, co-founder ofThe Remix Project, a cultural incubator that has helped launch the careers of countless artists and creatives. G...

11 Helmi 20252h 46min

The Manager’s Playbook 016: T-Minus - Artist Development, Creative Vision, Brand Building, Industry Insights, and the Journey to Longevity

The Manager’s Playbook 016: T-Minus - Artist Development, Creative Vision, Brand Building, Industry Insights, and the Journey to Longevity

In this episode, we sit down with Grammy nominated producer T-Minus to dive into his incredible journey through the music industry. From crafting hits for Drake to shaping the sound of some of the big...

27 Tammi 20251h 48min

 The Manager’s Playbook 015: Natalie Prospere – From Social Work to Grammy Awards, Artist Advocacy, Resilience, Building Careers, Music Strategy, and Championing Authentic Voices

The Manager’s Playbook 015: Natalie Prospere – From Social Work to Grammy Awards, Artist Advocacy, Resilience, Building Careers, Music Strategy, and Championing Authentic Voices

Step into the world of Natalie Prosper in this unfiltered, inspiring interview as she reveals her journey from a driven social worker to a trailblazer in the music industry. Natalie shares how her Car...

23 Joulu 20241h 55min

The Manager’s Playbook 014: Jessie Reyez & Byron Wilson – Industry Hustle, Label Bidding Wars, Work Ethic, Trust, and Building a Legacy

The Manager’s Playbook 014: Jessie Reyez & Byron Wilson – Industry Hustle, Label Bidding Wars, Work Ethic, Trust, and Building a Legacy

Jessie Reyez’s voice is unmistakable, but her journey to global recognition is a masterclass in grit, resilience, and relentless ambition. In this electrifying episode of The Manager's Playbook, hoste...

3 Joulu 20242h 23min

The Manager’s Playbook 013: Director X – Shaping Music Video Culture, Drake, Visual Storytelling Mastery, Authentic Expression, Artist Relationships, Digital Evolution, Creative Challenges

The Manager’s Playbook 013: Director X – Shaping Music Video Culture, Drake, Visual Storytelling Mastery, Authentic Expression, Artist Relationships, Digital Evolution, Creative Challenges

Director X is the embodiment of innovation, authenticity, and masterful storytelling. With a legacy built alongside some of the biggest names in music—think Drake, Rihanna, and Usher—Director X has r...

7 Marras 20241h 16min

The Manager’s Playbook 012: Byron Wilson – Jessie Reyez, SonReal, Viral Success, Artist Management, Building a Creative Empire, Independent Music Hustle, Global Music Strategy, Industry Teamwork

The Manager’s Playbook 012: Byron Wilson – Jessie Reyez, SonReal, Viral Success, Artist Management, Building a Creative Empire, Independent Music Hustle, Global Music Strategy, Industry Teamwork

Byron Wilson’s journey from a small-town dreamer to managing global superstars like Jessie Reyez and SonReal is nothing short of inspiring. In this episode of The Manager’s Playbook, Byron opens up ab...

23 Loka 20242h 3min

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