Sep 30, 2025

Angela Briggs-Paige, Chief People Officer at Acelero Learning, joins Rob to share why HR is not your friend—and that’s a good thing. Angela breaks down how she shows up as a business leader first and a people expert always. She shares how she earned her seat at the boardroom table, what it really takes to build...

Sep 29, 2025

Michelle Brooks, Chief People & Culture Officer at Security Compass, joins Rob to unpack what it really means to lead with “compassionate candor.” She shares how feedback norms are shifting for Gen Z, how she built a truly strategic people function without a traditional HR background, and why HR’s identity crisis...

Sep 24, 2025

Katya Laviolette, Chief People Officer at 1Password, joins Rob to unpack how the company scaled from a scrappy, consumer-first startup to a 1,400-person B2B security powerhouse. She shares why shifting from B2C to B2B hiring isn’t just about adding new roles—it’s about evolving core competencies. Katya also...

Sep 22, 2025

Rob reconnects with longtime friend and HubSpot’s VP of Talent Acquisition & Mobility, Becky McCullough, for a conversation that spans nearly a decade of growth, both personal and organizational. Becky shares how trust, flexibility, and curiosity have kept her at HubSpot for 10+ years, and why she encourages her team...

Sep 19, 2025

✍️ Episode Description 

Jessica Swank didn’t set out to be a Chief People Officer—but when the opportunity found her, she said yes. Now CPO at Box, Jessica joins Rob to share her unconventional career journey and how she’s helping lead the company into its next era as an AI-first organization. She explains why...