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 to life-changing studio sessions, we dive into the power of mentorship, community, and creative momentum. The conversation spotlights key moments—like early collaborations with King Louie and Chance the Rapper, that helped expand reach and reshape futures.

More than a music story, this is a testament to what happens when talent meets opportunity and why investing in people always pays off.

A conversation like this doesn't come cheap.


Listen to the full episode here -

Spotify:

https://open.spotify.com/episode/2hAbFlAG4IT6uL0MTaZEQR?si=4a40xtKHSEKbCJWS_JwG0w


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

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The Manager’s Playbook 048: Azad Naficy - Artist Development, Major Label Deals, Merch Strategy, Touring Realities & Building Sustainable Music Careers

The Manager’s Playbook 048: Azad Naficy - Artist Development, Major Label Deals, Merch Strategy, Touring Realities & Building Sustainable Music Careers

Azad Naficy has lived every corner of the music business - artist, manager, A&R, label co-founder, and the architect behind Peace of Mind Studio and Avant Garden Records. In this episode of The Manage...

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Inside the Playbook: Theron Thomas on What Really Holds Artists Back

Inside the Playbook: Theron Thomas on What Really Holds Artists Back

In this clip from The Manager’s Playbook, Grammy-winning songwriter Theron Thomas breaks down one of the most misunderstood topics in the music industry, the myth of “selling your soul,” and why peopl...

8 Dec 202517min

Inside the Playbook: Theron Thomas on Why Your Songs Aren’t Blowing Up

Inside the Playbook: Theron Thomas on Why Your Songs Aren’t Blowing Up

In this clip from The Manager’s Playbook, Grammy-winning songwriter Theron Thomas breaks down the real stories and strategy behind some of the biggest hit records of the last decade. From writing for ...

7 Dec 202516min

Inside the Playbook: Theron Thomas on The Truth About Winning in Music

Inside the Playbook: Theron Thomas on The Truth About Winning in Music

In this clip from The Manager’s Playbook, Theron Thomas opens up about the part of the music industry that rarely makes headlines: the grind, the pressure, and the personal history that shapes real ar...

6 Dec 202515min

Inside the Playbook: Theron Thomas on The Science of a Hit Song

Inside the Playbook: Theron Thomas on The Science of a Hit Song

In this episode clip, Grammy-winning songwriter Theron Thomas dives into one of the biggest truths in today’s music industry: the entire business is built on the backs of songwriters, yet they’re stil...

5 Dec 202517min

The Manager’s Playbook 047: Theron Thomas - GRAMMY Songwriter of the Year, Songwriter Rights, Music Industry Inequality, Publishing Realities & Hitmaking Strategy

The Manager’s Playbook 047: Theron Thomas - GRAMMY Songwriter of the Year, Songwriter Rights, Music Industry Inequality, Publishing Realities & Hitmaking Strategy

Most people talk about hit songs.Theron Thomas writes the ones that define entire eras.In this episode of The Manager’s Playbook, I sit down with one of the most influential songwriters in modern musi...

2 Dec 20252h 45min

Inside the Playbook: Machel Montano & Che Kothari on How the King of Soca Designs World-Class Shows

Inside the Playbook: Machel Montano & Che Kothari on How the King of Soca Designs World-Class Shows

In this conversation, Machel Montano opens up about what truly goes into crafting a great live performance, not just the music, but the presence, discipline, and attention needed to make a crowd feel ...

1 Dec 202513min

Inside the Playbook: Machel Montano & Che Kothari on the Real Cost of Success

Inside the Playbook: Machel Montano & Che Kothari on the Real Cost of Success

In this conversation, we dig into one of the most important parts of an artist’s journey: learning how to invest in yourself long before the world believes in you.Machel Montano and Che Kothari break ...

30 Nov 202515min

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