Leading Up: The Work Shift

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The Best of Leading Up: The Work Shift

April 21, 2026

Change is constant, but the right insight at the right moment can make all the difference. In this season finale compilation, we're revisiting the hard-won lessons, unexpected turns, and honest conversations that defined Leading Up: The Work Shift. The incredible guests featured in this episode — Krista Chism, Pat Flynn, James Whitmore, Lorraine Lee, Ahyiana Angel, Zak Brown, Terrin Lawrence, Simone Stolzoff, Deborah Grayson Riegel, and Dorie Clark — remind us that navigating the future of wo...

Simone Stolzoff: Own Professional Uncertainty, So It Doesn't Own You

March 24, 2026

Professional uncertainty can be as damaging to our health as actually losing a job. So why do we keep white-knuckling for certainty—and what happens when we finally let go? This week, Elizabeth sits down with Simone Stolzoff, author of The Good Enough Job and the forthcoming How to Not Know: The Value of Uncertainty in a World That Demands Answers, to explore why our instinct to seek certainty may be the very thing holding us back. Simone shares what years of researching ambiguity taught h...

Meg Josephson: The Psychology of People Pleasing and What It Costs You

March 10, 2026

What if the habit that's made you successful is also holding you back? Meg Josephson, therapist and author of the New York Times bestseller Are You Mad at Me?, joins Elizabeth Weingarten to break down the psychology of people pleasing and its hidden cost on leadership. Drawing on her research and clinical work, Meg explains the "fawn response," the lesser-known survival mechanism that drives us to appease rather than assert, and why high achievers are especially susceptible. People pleasing e...