What if the very traits that make you successful… are also the ones slowly breaking you?

In this episode of Not Another Podcast, Brennan Pothetes sits down with Alex Song, former Goldman Sachs and Pershing Square investor turned founder & CEO of Proxima, to explore the brutal, hidden side of building.

Alex has lived every founder archetype:

Finance prodigy. Serial entrepreneur. Operator of a fast-growing AI data company.

But beneath the résumé lies the same question every founder eventually faces:

How much can you build before you break?

This is a story about the anxiety that never leaves. The fear of slowing down, the ego that fuels you, and what happens when “making it” doesn’t feel like enough.

Together, Brennan and Alex unpack:

• The chaotic childhood patterns that drive high performers
• Why ego can quietly sabotage your best decisions
• How therapy, spirituality, and presence sharpen your leadership
• Why fatherhood made Alex a more empathetic (and effective) CEO
• The quiet loneliness of being “the one who’s supposed to have it together”

This episode is for founders who look successful on paper but can’t sleep at night.

If you’ve ever asked yourself what’s the point of all this? …this one’s for you.

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