Let's connect

Let's connect

Reach out the way you prefer

Cross-Team AI Collaboration
Episode 38
70 seconds

Cross-Team AI Collaboration

Retreats often create space for reflection but at Pacaso, they also spark innovation.

With Rasika Rajagopalan

pacaso.com

July 15, 2025

Retreat location: San Diego, California

Share
Retreats often create space for reflection but at Pacaso, they also spark innovation. In this episode, Rasika Rajagopalan, VP of People and Talent, describes how her team turned their annual retreat at the Intercontinental San Diego into a hands-on AI sprint that engaged every function of the company. Product and engineering teams led workshops where cross-functional groups prototyped solutions to real challenges: legal explored faster contract review, sales built a lead prioritization model, and HR developed AI-driven manager support tools. The result was not just ideas but working prototypes, and a renewed sense of empowerment among non-technical teams. Rasika shares how this retreat became a powerful moment of alignment, creativity, and collaboration.

Related content

How Remote Teams Stay Connected After Retreats
Episode 41

How Remote Teams Stay Connected After Retreats

With Mariah McAfeeSpark AdvisorsJul 24th, 2025

What happens after a retreat matters just as much as what happens during it. In this episode, Mariah McAfee shares how Spark keeps connection alive across a fully remote team of 100+ employees. From baking classes to randomly paired coffee chats, she walks through the intentional practices that help maintain momentum and foster belonging well beyond the offsite.

How Alignment Sustains Retreat Momentum
Episode 40Divčibare, Serbia

How Alignment Sustains Retreat Momentum

With Dan ThompsonSensayJul 22nd, 2025

At Sensay, retreats aren’t just a reset—they’re a launchpad. In this episode, CEO Dan Thomson shares how his team uses offsites to drive alignment and cross-team collaboration, setting a shared direction for the months ahead. He also breaks down the weekly habits that help sustain retreat momentum long after everyone returns to their day-to-day work.

The Culture Impact of Night One
Episode 39Whistler, Canada

The Culture Impact of Night One

With Freya RozzanoMetalabJul 18th, 2025

Not every retreat activity turns into a lasting tradition, but karaoke night at metalab has become a highlight of their annual retreat at the Westin in Whistler, Canada. In this episode, Freya Rozzano, People & Culture Manager, shares how this lighthearted event sets the tone for the summit each year. From unexpected Spice Girls performances to bold power ballads, karaoke night encourages people to let their guard down, cheer one another on, and create shared memories that last long after the retreat ends. It’s a perfect example of how small, joyful traditions can become cornerstones of team culture.

Insider access starts here

Unlock expert tips, exclusive perks, and a behind-the-scenes look at what makes offsites unforgettable.

Sign up for our newsletter and stay ahead on the best venues, retreat strategies, and insider insights!