Ray Wong
Technology industry analyst and founder (Constellation Research referenced in transcript), who discusses career decisions and building company culture informed by questions about personal worth.
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Feb 17, 2026 • 29min
"I Don't Know" Is Actually Knowing: Top Leaders on Career Uncertainty
Anna Kriacic, Oliver Wyman leader who champions serendipity and nonlinear career moves. Ray Wong, tech analyst and founder who was pushed to ask “what are you worth?” before launching his company. Dr. Becky Kennedy, clinical psychologist who turned therapy into parenting guidance by embracing “I don’t know.” They discuss career pivots, reframing uncertainty as insight, and practical ways to navigate work shifts.
