Inside the Playbook: Rich Castillo on How Failure Builds Resilience in the Music Industry

Inside the Playbook: Rich Castillo on How Failure Builds Resilience in the Music Industry

In this clip from The Manager’s Playbook, Rich Castillo dives into the rise of UK rap culture and its global impact. He explains how London’s melting pot of influences creates a distinct sound, why regional identity is crucial for artists, and how UK rap compares to the U.S. scene.

Rich also shares his personal journey, from early career setbacks and getting fired to thriving as an executive, working with emerging artists like Liverpool rapper Cast, and building successful teams. Along the way, he highlights lessons in resilience, financial realities, and the challenges of scaling in the music business.

This conversation is about more than music. It’s about culture, survival, and building a career with real substance.

A conversation like this doesn't come cheap.


Listen to the full episode here -

Spotify:

https://open.spotify.com/episode/2XcP1p1vnPO2a5DHDnJzVO?si=XnodX5FcQIWW59yzWRaWfg


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

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The Manager's Playbook 026: RUSS - $100M Independent Empire, Master Ownership, Mental Resilience, Fan Engagement & Financial Strategy

The Manager's Playbook 026: RUSS - $100M Independent Empire, Master Ownership, Mental Resilience, Fan Engagement & Financial Strategy

In this episode of The Manager’s Playbook, Russ gets real about what it takes to build a $100M career as a fully independent artist.From owning 100% of his masters to mastering the mental game, Russ s...

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Inside the Playbook: Jessie Reyez on The Best Advice to Capitalize on Momentum

Inside the Playbook: Jessie Reyez on The Best Advice to Capitalize on Momentum

Jessie Reyez joins Byron Wilson and myself to trace the rise of a movement, how the Remix Project in Toronto became a launchpad for global talent and real career growth.From a last-minute application ...

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Inside the Playbook: Jessie Reyez on Why Systems Can Make You Unstoppable

Inside the Playbook: Jessie Reyez on Why Systems Can Make You Unstoppable

In this clip, Jessie Reyez joins Mauricio Ruiz and Byron Wilson to break down the power of leverage, the value of numbers, and why no artist wins alone.They explore how building community and owning y...

14 Juni 202514min

Inside the Playbook: Zach Katz on Why He Left a Top Music Exec Job to Start Over

Inside the Playbook: Zach Katz on Why He Left a Top Music Exec Job to Start Over

Zach Katz shares the story behind one of the boldest moves in his career: leaving his role as President of BMG North America to co-found Raised in Space with Scooter Braun.Why walk away from the top? ...

13 Juni 202512min

Inside the Playbook: Zach Katz on The 5 Seats Every Artist Must Fill To Build a Legendary Career

Inside the Playbook: Zach Katz on The 5 Seats Every Artist Must Fill To Build a Legendary Career

Music and entertainment exec, Zach Katz, lays out the 5 essential roles every artist must fill: manager, lawyer, label, publisher, and agent. But the real lesson?It’s not just about having a team. It’...

12 Juni 202515min

Inside the Playbook: Zach Katz on The Strategy That Is Changing Music Promotion Forever

Inside the Playbook: Zach Katz on The Strategy That Is Changing Music Promotion Forever

Zach Katz, music exec and co-founder of Fixated, breaks down a game-changing approach to creator marketing.It’s called the clipper strategy: a network of young, incentivized content creators driving v...

11 Juni 20256min

Inside the Playbook: Zach Katz on How Content Creators Can Make Big Money with Their Videos

Inside the Playbook: Zach Katz on How Content Creators Can Make Big Money with Their Videos

Former BMG US President and Fixated co-founder Zach Katz shares why creators like The Sketch Real aren’t just chasing virality. They’re building businesses.We unpack:How to support creators with real ...

10 Juni 202513min

The Manager's Playbook 025: Zach Katz - Jason Derulo, The Sketch Real, Sean Kingston, Creator Economy, Studio Models, Digital Power, Trust-Driven Strategy & Music’s Next Move

The Manager's Playbook 025: Zach Katz - Jason Derulo, The Sketch Real, Sean Kingston, Creator Economy, Studio Models, Digital Power, Trust-Driven Strategy & Music’s Next Move

In this episode of The Manager’s Playbook, Zach Katz, former President of BMG US and co-founder of Beluga Heights, joins the show to unpack the evolution of creators, the future of music-business infr...

9 Juni 20251h 49min

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