Off-sites /

Strategic Retreats, Events and Off-Site Experiences for Executive Teams

Your Executive Team, Aligned

Bring the team back together. The Creative Executive offers immersive hybrid, virtual, and in-person retreats and off-site experiences for management and executive teams. We focus on your particular needs, goals, and challenges to build a multi-day engagement or a specific program to fit within a larger event. Our team manages everything from the programming to the expert facilitation, so that your executives can get on the same page.

The Creative Executive - Strategic Executive Off-Sites and Experiences

Cohesion, Collaboration + Clarity

Cohesion, Collaboration + Clarity

Imagine your executive leadership team sharing a clarity of vision, plans to actualize that vision, and alignment about individual and collective roles.

Drawing from our philosophy of designing coaching and development programs for our clients, we know no two clients are the same. Every off-site engagement is centered around your business with an end goal of bringing your executive team together outside of the day-to-day operation of your business.

Events + Experiences

From program design to day-of event concierge, we focus on your executive team’s needs, goals, and challenges.

  • Inspired keynotes by subject matter experts

  • Interactive leadership conversations and workshops

  • Executive team alignment exercises 

  • Fun stuff like improv, cooking, collective storytelling to build cohesion and rapport outside of your work personas

Strategic Off-Sites and Executive Experiences from The Creative Executive



We facilitated a strategic planning summit for a large city municipality with the goal of finding alignment to determine the future viability of 25+ department programs.

Ways to invest in your talent


Five years ago we found ourselves in an unfamiliar and unexpected position after our most creative founder & CEO of 17 years sold the company. This set the stage for our companies most aggressive restructure ever nearly doubling the management team overnight. That many in the new management team had little or no senior-level corporate experience was a unique challenge. The Creative Executive team acted quickly to provide systematic and goal-oriented paths centered around adaptive management approaches, recognitions of styles, strengths, and weaknesses, effective problem solving, and best-in-class performance. The CE team designed and deployed team-building events, goal-related and comfort-pushing exercises, as well as in-depth 360 reviews of the entire management team. Our management team has emerged cohesive and confident. As the nationwide leader in our commercial insurance space, we’ve watched both top and bottom-line financial results more than double during our relationship with CE. Perhaps the best (and unfortunately unmeasured) results are the care and kindness that’s braided into the entire organization now at all levels. Thank you, Jen & team!

Chief Underwriting Officer

$2bn Commercial Insurance Leader