Recorded live at Transform 2026, Payal Maheshwari sits down with Jared Kleinert, CEO of Offsite and a valued StartupExperts partner, for a conversation on why intentional in-person experiences still matter—especially in a remote and hybrid world.

Jared shares his background in the People space, his early experience at 15Five, and the journey that led him to build Offsite, a company helping teams plan more effective and engaging offsites at scale.

In this conversation, they explore:

• Why offsites are more than just a perk—they’re a strategic investment
  
• How remote and hybrid companies can think about connection, alignment, and culture
  
• What leaders often miss when evaluating the cost of gathering in person
  
• Why many teams still want a human partner, even in an AI-driven world
  
• Trends Jared is seeing across startup clients as companies rethink work, engagement, and ROI
  

Jared also shares practical insight into how companies can plan more intentionally, reduce unnecessary spend, and create experiences that actually support team performance.

Whether you're leading a People team, planning an all-hands, or rethinking how your company gathers, this conversation offers a thoughtful look at the value of bringing people together.

Tune in for a practical conversation on offsites, culture, and building stronger teams through intentional connection.