When Should You Hire a Chief of Staff? Goodword's CEO and Strategy & Ops Lead Explain

Goodword's CEO Caroline Dell and Strategy & Ops Lead Lara Kuhn get real about when to hire a Chief of Staff, why titles matter less than the work, and how AI is making generalists more powerful.

Connect with Caroline and Lara on LinkedIn!

Episode highlights:

0:00: Intros & When to Hire a Generalist

4:30: Why Caroline Hired Lara at Goodword

8:15: The Importance of Having Career Conversations as a CoS, Mentorship & Long-Term Relationships

14:00: How Caroline and Lara Figure Out What To Work On

19:00: When to Hire CoS vs a Generalist

24:15: Framing the Role to Founders & Former Founders as CoS

28:15: AI, Early-Stage Generalists & Being AI-Curious

36:15: CoS Careers, Founder Support & Interviewing Founders as a CoS

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How a Chief of Staff at WPP Media Drives Upskilling Across 40,000 Employees (with Mariko Kunitomo)

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How a Head of Ops at an AI Startup Hires, Uses AI Tools, and Thinks About Pricing (with Grant Rivas)