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.

