# Ep. 576-  Tilt COO Taylor McLemore - How To Approach Leave Management and Organizational Performance

Page: https://stenobird.com/podcast/second-in-command-the-chief-behind-the-chief-with-cameron-herold-493106/ep-576-tilt-coo-taylor-mclemore-how-to-approach-leave-management-and-organizational-performance
Text version: https://stenobird.com/podcast/second-in-command-the-chief-behind-the-chief-with-cameron-herold-493106/ep-576-tilt-coo-taylor-mclemore-how-to-approach-leave-management-and-organizational-performance.md
Podcast: [Second in Command: The Chief Behind the Chief with Cameron Herold](https://stenobird.com/podcast/second-in-command-the-chief-behind-the-chief-with-cameron-herold-493106)
Published: 2026-05-05T07:00:00+00:00
Episode link: https://cooalliance.com/podcasts/
Audio file: https://episodes.captivate.fm/episode/d89fdd01-acce-43ed-bcbf-ecce0b0c9979.mp3
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Duration seconds: 2498

## Resource

What would your workplace look like if every single leave of absence became a chance to build legendary loyalty and turbocharge retention? Sivana Brewer sits down with Taylor McLemore, COO at Tilt , for a conversation that slices through HR noise and exposes the uncomfortable truth: most companies fumble leave policies and lose their best people as a result. This episode unpacks the hidden costs (and wild upsides) of leave done right. From the real-world pain operators feel managing compliance chaos, to how AI is shaking the industry, and the “roles, responsibilities, expectations” framework that creates lasting clarity, this is actionable COO gold. Miss this, and you risk bleeding talent, tanking culture, and getting steamrolled by change. Listen now for raw lessons, war stories, and tested tactics you won’t hear anywhere else. Timestamped Highlights 00:40 – The brutal truth about why leave management is your hidden loyalty driver 02:07 – The jaw-dropping time and complexity HR teams actually face 08:20 – A career-changing moment: what empathetic leave really looks like 13:16 – The overlooked ROI of doing leave brilliantly 14:23 – Why Tilt planted the flag as the AI leader (and what that really means) 16:43 – The four principles that keep AI both fast and safe inside HR 22:40 – The surprisingly simple doc that ends CEO-COO confusion 29:15 – The unexpected power of letting people define “winning” in their own role About the Guest Taylor McLemore is the COO of Tilt, revolutionizing employee leave with empathy and technology. Taylor is the founder of the Human Potential Summit. Previously, he was an EIR at Stand Together. Taylor is a venture builder, scale operator, community connector, and investor. Taylor served on the Colorado Banking Board and the Board of Trustees f…

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