Inside the Playbook: Chris Taylor on His Biggest Mistake with Last Gang Records

Inside the Playbook: Chris Taylor on His Biggest Mistake with Last Gang Records

Chris Taylor’s path has been anything but linear: lawyer, label founder, and music executive with a global footprint.

In this clip of The Manager’s Playbook, he shares how he scaled a thriving legal practice while launching Last Gang Records, balancing the demands of both worlds, and navigating the breakthrough moments that shaped his career. From the strategies he used to build and fund his firm, to the lessons learned from working with diverse legal talent, to the ripple effect of representing Drake on the Canadian music scene, Chris pulls back the curtain on the business moves that matter.

We also dive into his leap to Entertainment One (eOne), the negotiations that brought him there, and the leadership lessons he absorbed from founder Darren Troop; insights on patience, discipline, and vision that apply far beyond music.

It’s a candid look at the intersection of law, music, and business growth, told by someone who’s mastered all three.

Simply put, a conversation like this doesn't come cheap.


Listen to the full episode here -

Spotify:

https://open.spotify.com/episode/2m8tNzMZHx1LpZtC0i9eNh?si=5XO54H5nQmiRzPOCW06jZw


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

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The Manager’s Playbook 008: Shara Senderoff - Steven Spielberg, Raised In Space, Futureverse, Jen Music, AI, Blockchain, Music Tech, Blue Ocean Strategy

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In this episode of The Manager’s Playbook, Mauricio Ruiz dives into the transformative world of country music with The Core Entertainment. Discover why the genre is surging in popularity, the unique c...

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The Manager's Playbook 006: Chip Sutherland - Management Contracts, Business Manager, Canadian Funding, All You Need To Know About The Music Business

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In this episode of The Managers Playbook, Mauricio Ruiz sits down with Chip Sutherland, a seasoned entertainment lawyer and artist manager who was recently honored with the Walt Grealis Special Achiev...

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The Manager’s Playbook 005: Che Kothari - Machel Montano, Mustafa The Poet, The Power of Photography, Manifesto Festival, Tools for Burnout

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In this episode of The Manager’s Playbook, host Mauricio Ruiz sits down with Che Kothari, a multifaceted visionary whose work spans photography, artist management, festival production, and much more. ...

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The Manager’s Playbook 004: Matthew Burnett & Jordan Evans - Daniel Caesar, Record Producers, Artist Management, Major Label vs Indie

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In this episode of The Manager’s Playbook, host Mauricio Ruiz sits down with acclaimed record producers and songwriters Matthew Burnett and Jordan Evans. Known for their exceptional work in the music ...

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