DiscoverHumans & Brands28. Creative Freedom Required Independence and Guts, with Drew Train, CEO, Oberland
28. Creative Freedom Required Independence and Guts, with Drew Train, CEO, Oberland

28. Creative Freedom Required Independence and Guts, with Drew Train, CEO, Oberland

Update: 2025-08-19
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What happens when you refuse to let corporate politics kill your creativity? This week, host Lauren Douglass sits down with Drew Train, Co-Founder and CEO of Oberland, who left it behind to start his own shop, and hasn't looked back since.




Drew gets brutally honest about why independence matters and the creative process that doesn't happen at a desk. He doesn't hold back on what's broken in advertising - from AI copy flooding LinkedIn, to holding companies strip-mining creative agencies for media margins.




His take on independence isn't just about business freedom; it's about having the guts to say what needs to be said when everyone else is staying quiet. If you're tired of sanitized takes on the creative industry, this conversation delivers.

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28. Creative Freedom Required Independence and Guts, with Drew Train, CEO, Oberland

28. Creative Freedom Required Independence and Guts, with Drew Train, CEO, Oberland

Lauren The Seeker