We are cultivation catalysts.
With deep experience spanning communication strategy, facilitation, performance, and leadership development, Rapid Fig Cultivation Catalysts bring more than just expertise—we bring energy, insight, and an unwavering commitment to transformation. Grounded in empathy and sharpened by years of hands-on practice, we create dynamic, engaging learning experiences that challenge, inspire, and empower. Our ability to blend strategic rigor with human connection makes every engagement both impactful and memorable.
Jon Rappoport
Founder, Chief Cultivation Catalyst
For more than 25 years, Jon has cultivated communication excellence with individuals, teams, and organizations around the world. He began his career at Leo Burnett in Chicago, where he spent 16 years rising through the ranks to Senior Vice President and serving as an Account and Strategy Director for global companies including Philip Morris USA (Altria), Philip Morris International, Procter & Gamble, and Philips Oral Health Care.
Today, Jon is a globally experienced trainer, coach, facilitator, strategist, and storyteller, with deep roots in brand building, writing, executive presence, and high-impact messaging. He is known for his empathetic facilitation style and intuitive ability to meet leaders where they are—bringing creativity, collaboration, and cultural fluency into every engagement.
In 2013, Jon founded rapid fig to help organizations clarify their narratives, cultivate meaningful ideas, and develop rising leaders’ communication, executive presence, and resilient mindset. Since then, he has partnered with leading companies across industries and geographies, designing and delivering programs in more than 20 countries.
Jon holds a B.S.J. from Northwestern University’s Medill School of Journalism, a certificate in Effective Business Communication from the University of Chicago Booth School of Management, and formal training in improvisation at The Second City in Chicago.
Based in Evanston, Illinois, Jon lives with his wife, three children, and their Canaan dog. A lifelong puzzle lover and solver, he will compete for the third time in the American Crossword Puzzle Tournament in 2026, sponsored by The New York Times.
The Orchard
Experience, thoughtfully sourced. Expertise, intentionally placed.
The rapid fig Orchard is more than a network—it’s a carefully curated ecosystem of trainers, coaches, facilitators, and creative partners, selected for both their expertise and their ability to work in human, high-stakes leadership contexts.
We don’t simply assemble teams; we intentionally match the right blend of experience, perspective, and presence to your organization’s goals, culture, and moment of need.
Unlike one-size-fits-all training models, we scale with intention—ensuring expertise that fits the context and lands with impact. Whether strengthening leadership presence, cultivating narrative clarity, or elevating collaboration and influence, The Orchard provides the depth and breadth of support needed to meet evolving challenges with confidence and clarity.
