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: Nick Ruffalo on The Real Reason Artists Aren't Going Viral Anymore

Inside the Playbook: Nick Ruffalo on The Real Reason Artists Aren't Going Viral Anymore

What actually builds an artist brand in 2025?In this clip of The Manager’s Playbook, Mauricio Ruiz sits down with Nick Ruffalo to break down the modern-day strategy behind artist branding, content cre...

4 Elo 202519min

Inside the Playbook: Nick Ruffalo on The Real Secret to Engaging Music Content

Inside the Playbook: Nick Ruffalo on The Real Secret to Engaging Music Content

In 2025, music marketing isn’t optional. It’s the engine behind every artist breakout.In this clip of The Manager’s Playbook, Mauricio Ruiz sits down with Nick Ruffalo to break down what branding, con...

3 Elo 202520min

Inside the Playbook: Nick Ruffalo on Why Record Labels Still Matter in 2025

Inside the Playbook: Nick Ruffalo on Why Record Labels Still Matter in 2025

The label question isn’t major vs. indie. It’s alignment vs. confusion.In this clip of The Manager’s Playbook, Mauricio Ruiz sits down with Nick Ruffalo to unpack the evolving role of record labels in...

2 Elo 202521min

Inside the Playbook: Nick Ruffalo on The Real Reason Fans Aren't Connecting With Your Music

Inside the Playbook: Nick Ruffalo on The Real Reason Fans Aren't Connecting With Your Music

What separates artists who get skipped from those who build legacy?In this clip of The Manager’s Playbook, Mauricio Ruiz sits down with Nick Ruffalo, SVP of Digital at Big Loud Rock and founder of Unl...

1 Elo 202520min

The Manager’s Playbook 032: Nick Ruffalo - Artist Archetypes, Brand Strategy, Content Funnels, Paid Marketing, Breakthrough Moments & Building in Public

The Manager’s Playbook 032: Nick Ruffalo - Artist Archetypes, Brand Strategy, Content Funnels, Paid Marketing, Breakthrough Moments & Building in Public

In this episode of The Manager’s Playbook, Mauricio Ruiz sits down with Nick Ruffalo, SVP of Digital Marketing & Audience Engagement at Big Loud Records and founder of Unleashed, for a sharp, unfilter...

29 Heinä 20252h 7min

Inside the Playbook: Tuma Basa on How YouTube Replaced MTV for Artists

Inside the Playbook: Tuma Basa on How YouTube Replaced MTV for Artists

YouTube isn’t just for views. It’s for building worlds.In this episode, we unpack why YouTube remains one of the most powerful tools in an artist’s strategy, especially in an era where the music busin...

28 Heinä 202521min

Inside the Playbook: Tuma Basa on The Difference Between Music Industry and Community

Inside the Playbook: Tuma Basa on The Difference Between Music Industry and Community

Tuma Basa didn’t just build playlists. He built a perspective shaped by continents, cultures, and connection.In this clip, we unpack his global journey through music and media: growing up across count...

27 Heinä 202520min

Inside the Playbook: Tuma Basa on The Culture Clash Around Generative AI

Inside the Playbook: Tuma Basa on The Culture Clash Around Generative AI

Timbaland made headlines by signing the first AI artist but the real story goes deeper.In this clip, Tuma Basa and I dive into the tension between tech and tradition in music. From generative AI tools...

24 Heinä 202514min

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