The Modern People Leader: Forward-Thinking HR

A Step-by-Step Guide to Creating a Great Leave Experience


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Kim Smith from Tilt joined us on The Modern People Leader.

We talked about how personalized leave support creates a better employee experience, what managers and HR teams often miss during leave transitions, and how to build a modern leave process that balances compliance, communication, and care.

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Downloadable PDF with top takeaways: https://modernpeopleleader.kit.com/episode286

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(05:43) Kim’s Career Story: How Her Own Leave Experience Led Her into Leave Management

(10:16) Life on a Two-Person People Team at Tilt

(11:02) What Tilt Actually Does: Explaining Leave Administration in Plain Language

(12:26) Why Great Leave Experiences Need to Be Personalized, Not Checklist-Based

(16:29) The Two Types of Employees Who Show Up During Leave

(18:35) What Employees Should Ask Their Manager Before Going on Leave

(25:14) A Step-by-Step Walkthrough of Designing a Great Leave Experience

(31:15) Kim Reflects on Her Own Leave Experience While Working at Tilt

(34:46) Why Knowledge Transfer and Coverage Planning Matter So Much Before Leave

(36:15) Why HR Often Resists Personalized Leave Support and How to Rethink It

(39:51) How Kim and Janisa Designed the Employee Leave Experience at Tilt

(41:59) The “Rule of Five” for Helping Employees Re-enter After Leave

(44:30) Balancing Tech and Human Support in Modern Leave Management

(47:11) How AI Can Help HR Teams Manage Leave More Effectively

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Past guests on MPL include Brené Brown, Annie Dean (VP of Team Anywhere, Atlassian), Josh Bersin, Katie Burke (Chief People Officer, Harvey), Liz Fosslien, Helen Russell (Chief People Officer, HubSpot), Dave Scott (Chief People Officer, ADT), Melanie Rossenwasser (Chief People Officer, Dropbox), Crystal Boysen (Chief People Officer, Sprout Social), and many more.

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