Caitlin MacGregor is a gap closer, a game-changer, and a leader on a mission to revolutionize hiring. As the CEO of Plum, she’s tearing down outdated hiring practices and showing companies how to spot hidden talent using science, not guesswork. In this episode, Caitlin opens up about how she grinded herself into absolute burnout to turning into a leader who puts relationships first and drives results at the same time. She breaks down why resumes lie, how AI is shifting the hiring game, and what companies keep getting wrong about talent. If you’ve ever hired (or been hired), this one’s for you.

Chapters:

• 00:00:00 – A Gap Closer Steps Into the Spotlight
• 00:01:27 – From Execution Machine to Relationship-First Leader
• 00:02:35 – The Thing Caitlin Mastered at Home but Ignored at Work
• 00:04:30 – The Wake-Up Call: “You Won’t Have a Marriage to Come Home To”
• 00:09:21 – Rewiring Leadership: Breaking Free From the Old Model
• 00:18:19 – Time Blindness and How It Nearly Derailed Everything
• 00:22:38 – The Aha Moment That Sparked Plum
• 00:26:37 – Making Elite Hiring Tools Accessible to All
• 00:30:29 – A Free Tool That Reveals What You’re Actually Great At
• 00:33:21 – Why Behavioral Skills, Not Experience, Predict Success
• 00:41:10 – Parenting, Anime, and the Surprising Joy of Video Games
• 00:43:51 – What Eternal Optimism Really Means From Someone Who’s Lived It

Links and Resources:

• Caitlin on LinkedIn
• Plum
• WE Charity
• GOQSoftware

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