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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Inside the Playbook: Nick Groff The Hidden Cost of Signing a Record Deal

Inside the Playbook: Nick Groff The Hidden Cost of Signing a Record Deal

In this episode of The Manager’s Playbook, Former SVP of Interscope Records, Nick Groff, breaks down what every artist and manager should understand before signing a major label deal.From creative con...

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Inside the Playbook: Nick Groff on How to Break Into A&R (Without Industry Connections)

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In this episode of The Manager’s Playbook, Nick Groff shares his unfiltered journey from unpaid intern to shaping major releases at Interscope Records.He breaks down the real moves that opened doors: ...

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Inside the Playbook: Nick Groff on The Untold A&R Stories Behind Avicii, MGK & Billie Eilish

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On this episode of The Manager’s Playbook, former Interscope SVP Nick Groff pulls back the curtain on the evolving role of A&R at the major-label level.With a career that includes work with Billie Eil...

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Inside the Playbook: Kardinal Offishall on The Journey from Artist to Global A&R

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Kardinal Offishall joins Ruiz on The Manager’s Playbook to share his evolution from chart-topping artist to global music executive.In this episode, Kardinal walks us through his journey from Universal...

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Inside the Playbook: Kardinal Offishall on The Magician VS The Scientist Behind The Music Business

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Kardinal Offishall joins Ruiz on The Manager’s Playbook to explore the powerful intersection of creativity and commerce in the music industry.In this episode, Kardinal breaks down the delicate balance...

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Inside the Playbook: Kardinal Offishall on The Real Secret to Musical Genius

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On this episode of The Manager’s Playbook, Kardinal Offishall shares what it really takes to spot future stars before the world catches on.From discovering talents like Sean Paul, Estelle, Alex Da Kid...

15 Maj 202512min

Inside the Playbook: Kardinal Offishall on All You Need To Know About Major Record Labels

Inside the Playbook: Kardinal Offishall on All You Need To Know About Major Record Labels

Kardinal Offishall joins Ruiz on The Manager’s Playbook to unpack the real challenges artists and managers face behind the scenes of the music industry.From favouritism and blackballing to the fine pr...

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The Manager’s Playbook 023: Nick Groff - Billie Eilish, MGK, Jacob Collier, Avicii, A&R, Artist Development, Major Labels, Fan Engagement & The Manager's Role

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In this episode of The Manager’s Playbook, we’re joined by Nick Groff, a veteran A&R with 16 years at Interscope and a roster that includes Billie Eilish, Jacob Collier, Machine Gun Kelly, and Avicii....

13 Maj 20252h 18min

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