Alex was crushing it early in his career, ending up on Wall Street after getting a combined JD/MBA. But after a few years, he went looking for his next mountain, aiming his ambition at the tech sector. He ended up co-founding LiveOak, a company he eventually sold in 2020. After that, he struggled to determine what was next and finally decided to walk away from more than a million dollars. Now he's embracing non-doing, reconnecting with his passions, and figuring out what's next.

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⌛TIMESTAMPS

(01:08) - The scripts Alex grew up with

(10:06) - Law School & Business School

(22:41) - Wall Street, Banking & The Pride in suffering

(30:55) - Tech Start-ups, coffee meetings and friendlessness

(56:19) - Exiting his tech company & "Total Work"

(01:14:24) - His Sabbatical, Finding Work Worth Doing & The American Mind

(01:21:05) - Forgotten Hobbies, Borders & The Love for The Present

(01:29:02) - Closing remarks

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