Frameworks for Better Retreats
Structure might not be the first thing that comes to mind when planning a retreat, but for Michael Taubenheim, it’s the key to unlocking meaningful connection.
Related content
Cross-Team AI Collaboration
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.
Designing Corporate Day Retreats
When planning a retreat, understanding your team’s unique profiles can make the difference between a good event and a transformative one. In this episode, Belén Suárez, Culture and Internal Communications Lead at Nacar Designs, shares why aligning retreat activities with team expectations—and involving employees in the process—creates a deeper sense of purpose and connection. Belén reflects on lessons from hosting biannual retreats, including how thoughtful planning and open communication help translate leadership goals into meaningful experiences for everyone. Her insights provide a framework for organizers seeking to create retreats that feel inclusive, intentional, and impactful from start to finish.
How to Avoid Retreat Planning Mistakes
Annual offsites can be transformative—but only if they’re designed with balance in mind. In this episode, Brian Elliott of Work Forward shares insights from his work with senior executives on why gatherings matter, what makes them impactful, and how to avoid common pitfalls. Brian explains why quarterly retreats can lift engagement by nearly 30% and why the benefits last months beyond the event itself. He also challenges the overstuffed agenda approach—often nicknamed “death by PowerPoint”—and advocates for blending strategy discussions with social connection and unstructured time. His guidance offers a roadmap for leaders who want retreats to inspire action rather than exhaustion.
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!