Description

In this episode, Dave sits down with Ashley Chang, CEO of Sundays, just 10 days before she welcomed her first child. Ashley shares insights from working with hundreds of ambitious families as they navigate the intersection of career success and family life.

You'll discover:

• Why most families are still operating on "Windows 95" systems while facing modern pressures
• The two levels where successful families build systems: relationship-based support and scalable processes
• How to overcome the internal resistance that prevents leaders from delegating (even when they know they should)
• The difference between explicit vs. default responsibility sharing in partnerships
• Why having a "third party" presence improves family dynamics and accountability
• Ashley's transition from achievement-oriented mindset to presence-focused parenting

Ashley reveals what she's observed across hundreds of executive families - from the patterns that create overwhelm to the systems that actually work. Whether you're struggling with the weekly squeeze of competing priorities or looking to design more intentional family rhythms, this conversation offers practical frameworks from someone who's made it her mission to help ambitious parents have it all.