You did everything right. The degrees, the titles, the career your family prayed for. So why does it still feel like you are running a script someone else wrote? If you are successful but unhappy, the answer may have little to do with how hard you work.

Craig M. Robinson earned degrees from MIT and Harvard Business School, led national real estate businesses as a division CEO, and ran global development at WeWork. Then his professional identity began to unravel, his marriage came to an end, and he began questioning the beliefs that had shaped his life. On still Ambitious, Bryan B. Sanchez and Divya Brown sit down with Craig to talk about The Happiness Reboot, his new book on the scripts that shape high achievers.

Craig explains why high achievers are unhappy even after every box is checked, and why the weight he carried to MIT only grew with each promotion. Bryan admits that twenty years in real estate private equity trained him to speak with conviction about things no one can predict with certainty. Craig's perspective on curiosity over conviction may change how you approach your next big decision. You will also hear Craig's take on the IRR of happiness, a hard look at the retirement bet most leaders make without question.

If you feel successful but unhappy, or you are facing a career identity crisis or experiencing the early signs of high achiever burnout, this conversation gives you a place to start. Press play for a practical path to finding purpose in your career while your ambition stays intact.

Episode Breakdown:

00:00 Why Bryan and Divya Built still Ambitious

01:43 Craig M. Robinson on Being Successful but Unhappy

06:36 Carrying the Golden Child Script to MIT

10:12 Why Craig Walked Away From Goldman Sachs

14:37 Colliers, WeWork, and the Hidden Cost of Success

20:59 Divorce, a Lost Title, and an Identity Crisis

24:28 Inherited Scripts and the Science of Happiness

32:01 How to Audit the Scripts Running Your Life

40:38 The IRR of Happiness and the Retirement Bet

43:16 Faith, Doubt, and Curiosity Over Conviction

Connect with Craig M. Robinson

Visit Craig's website

Connect with Bryan and Divya:

Visit the still Ambitious website

Connect with Bryan on LinkedIn

Connect with Divya on LinkedIn

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