205: Client Interview: Alex Cartwright — The Mindset Behind $0 to $60M AUM in 24 Months

from Transform · host Jason Drees

In this episode of The Jason Drees Show, Jason sits down with client Alex Cartwright to unpack the mindset behind going from $0 to $60M in AUM in 24 months. Alex went from being a professor of economics to building Hotel Shift, raising roughly $20M in equity, and leading major hotel-to-apartment conversion projects. But this conversation is not just about business or real estate. It’s about identity. Jason and Alex talk about leaving the safe path, killing people-pleasing, staying calm under pressure, raising money, trusting bigger opportunities, and learning how to grow into success before your old self-image is ready for it. This is a real conversation about pressure, leadership, money, emotional control, and the frame required to play a bigger game.

Episode metadata supplied by the publisher feed · Published Jul 2, 2026

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205: Client Interview: Alex Cartwright — The Mindset Behind $0 to $60M AUM in 24 Months

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