Gregg Schoenberg

Executive Coach & Founder, Provoking Transformation | Fintech Media Founder

A former Wall Street banker turned executive coach who treats your career like an investment portfolio — and shows high performers how to diversify it.

Categories

Career & Personal GrowthEntrepreneurship & Founder StoriesFinance & FintechLeadership & Executive CoachingLife Transitions & Reinvention

Talking points

  • The portfolio career: applying investment theory to your professional life
  • Why conflating your job with your career is high earners’ costliest mistake
  • The “red teaming” exercise that exposes career blind spots
  • Why the people who seem to have it all are often the most miserable
  • Making a grief-driven pivot into a second act
  • Why office politics isn’t the enemy — becoming a political animal on purpose

The Hook

Gregg Schoenberg had a wine refrigerator in his Midtown office, survived the 2008 financial crisis, and was miserable.

At 40, with every outward marker of success, Gregg walked away from a senior bank role — not because he failed, but because coasting felt like dying. His argument: your career is a portfolio, and treating it like a single stock is a risk most high performers can’t afford.

Bio for your show notes

132 words

Gregg Schoenberg is an executive coach and the founder of Provoking Transformation, a practice for senior executives and knowledge workers who are operating at an 8 but need a 10. He broke into Wall Street after Washington University and an MBA at Cornell, worked for NBA legend and Senator Bill Bradley on Capitol Hill, and spent 13 years in banking — surviving the 2008 crisis at a major French bank before walking away at 40. He went on to build and sell The Financial Revolutionist, a fintech media company he grew to over 130,000 subscribers, and today advises a global macro hedge fund and sits on the board of a music technology company. His core idea: your career is a portfolio, and diversifying it is the smartest risk-management move you’ll ever make.

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