This series was recorded live at HR Tech 2025 inside the HR Executive studios on the expo floor in partnership with the WRKdefined Podcast Network. Make sure you’re subscribed to the full series and visit HRExecutive.com for the news, analysis, and insights shaping the future of work.
Most companies talk a big game about employee experience, but the moment someone takes leave, everything breaks. Leave is where compliance gets messy, expectations get fuzzy, and culture shows its real face. Employees remember how you show up when life hits. Ignore that moment and you lose trust. Handle it well and you keep people for the long haul. The conversation digs into why leave is overlooked, why compliance matters, and how technology and AI are reshaping the entire experience.
What We Cover
Why leave experience sits at the center of employee experience
How compliance sets the floor for every leave interaction
What generational differences reveal about leave behavior
How AI and HR tech streamline leave management
Why relationships during leave shape long-term culture
What rebranding leave does for employer branding and retention
Key Takeaways
Leave experience is one of the biggest gaps in HR
Compliance needs to be automatic, not aspirational
AI will clean up delay, confusion, and manual follow-up
Employees expect different things based on generation
Managers need visibility into who’s out and why
Leave is a retention lever and a culture signal
Rebranding leave shifts how the business values time away
Timestamps
00:00 The Overlooked Leave Experience
02:33 The Importance of Compliance in Leave Management
05:41 Generational Perspectives on Leave
08:42 The Role of AI in Leave Management
11:32 Connecting with Brokers and Tech Vendors
14:41 The Future of Leave Management
17:41 Rebranding Leave for Employee Experience
Guests:
Brandon Salisbury, VP of Marketing Tilt
LinkedIn: linkedin.com/in/brandon-p-salisbury
Website: https://hellotilt.com/
Host:
William Tincup, Co-founder, WRKdefined
LinkedIn: https:// linkedin.com/in/tincup
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