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The Manager's Playbook

Inside the Playbook: Milana Lewis on What Artists Can Learn From Entrepreneurs

18 min22 september 2025

In this clip from The Manager’s Playbook, Mauricio Ruiz speaks with Milana Lewis (CEO of Stem) about her journey from having no background in music to becoming a leading entrepreneur in the industry.

Milana explains how building around clear vision and values, and using frameworks like EOS (Entrepreneurial Operating System), helped her align her company. She shares why the right team matters more than anything, how creating a culture that learns from failure drives growth, and why investing in employees is non-negotiable.

We also talk about the company retreat that immediately boosted performance, why naivety can be an advantage in innovation, and how borrowing ideas from other industries can break through the limits of traditional music business thinking.

This episode is a playbook for leadership, culture, and building companies that last.

A conversation like this doesn't come cheap.


Listen to the full episode here -

Spotify:

https://open.spotify.com/episode/7qj5aAUZJEh9bVIWWq596j?si=kORo9PheQ4G3mqg_t5X1PA


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

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