Meet The Team

Jessica Cherry

Jessica Cherry is our founder and Host of the ReImagination Café™ podcast. In a career spanning almost four decades, Jessica has worked in a wide array of roles across industries, including law, television, non-profits, and technology.

The common threads throughout Jessica’s career have been a keen interest in workplace dynamics, and a strong yearning for meaningful work. In 2023 Jessica founded ReImagining the Workplace because she believes that thriving workplaces, where people are empowered to do work that fuels their passions, play a vital role in shaping a brighter, more hopeful future. She launched the ReImagination Café™ podcast (formerly called ReImagining the Workplace) to make space for in-depth conversations with creative thinkers who are reimagining how we work.

In the midst of these conversations, and at a time when she was struggling with her own feelings of social isolation, Jessica became increasingly inspired by the work many of her guests were doing to foster social connection and cultivate a sense of community, whether in their own neighborhoods or across the globe.

Convinced that a better future depends on both creating better workplaces and prioritizing purposeful work that brings people together to address our most pressing societal challenges, Jessica expanded the focus of her work.

At the ReImagination Café™ Jessica has thoughtful conversations with inspiring people who are disrupting the status quo and reimagining all aspects of work. It is her hope that these conversations will foster connection and community with her audience, and spark dialogue about the critical role that work can play in forging the path to a better tomorrow.

“Jessica is an exceptionally thoughtful and well-prepared interviewer. What sets Jessica apart is her genuine passion for improving workplace dynamics.“
- Heidi Rosenfelder, Co-Founder & Executive Coach, Creativity Partners

Kyle Picinic

Kyle Picinic is our Audio & Technical Director, handling everything behind the scenes to ensure that each podcast episode sounds clear, polished, and professional. With a background in web development and product management, he brings a broad and versatile technical skill set to his work. Kyle makes every conversation sound its best and plays a key role in bringing our vision to life.

“Kyle is the quiet force behind the scenes who not only keeps everything running smoothly, but also knows how to make me laugh when I need it most.“
- Jessica Cherry

Ben Cottrell is our Social Media Strategist, expertly crafting narratives that connect and engage audiences with our podcast and its guests. With a strong foundation in digital marketing, content strategy, and graphic design, he brings creativity and thoughtfulness to every post. Ben's skill in merging storytelling with strategy helps The ReImagination Café™ reach new audiences and amplify the voices of inspiring changemakers who are reimagining work.