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How To! with Charles Duhigg

How To! with Charles Duhigg

How to Hire Someone and Be a Good Boss

Jul 14, 2026 · 36m

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About this episode

Comedian and Wait Wait... Don't Tell Me! panelist Paula Poundstone splits her time among a grueling tour schedule and a chaotic home life, but she wants to find the focus necessary to manage her household staff and stop letting her deep aversion to conflict ruin her business. Enter Nedra Glover Tawwab, relationship expert and author of Set Boundaries, Find Peace, who advocates for establishing extreme clarity and asserting direct workplace rules rather than falling into the trap of passive-aggressive avoidance. She introduces Paula to an evaluation rubric for vetting potential employees, advising her to utilize trial workdays and custom hiring assessmentsShe exposes the traps of management…