Leadership Lessons from a Serial Entrepreneur | Dennis Crowley, Co-Founder at Hopscotch, Foursquare, Dodgeball, Street FC, Stockade FC
About the Event
Dennis Crowley is a serial entrepreneur best known as the co-founder of Foursquare, Dodgeball (acquired by Google), Hopscotch, Street FC, and Stockade FC. Over the past two decades, he has repeatedly built companies at the intersection of technology, community, and culture — from pioneering location-based services to experimenting with sports and local engagement.
In this conversation, Dennis will share candid lessons on vision, resilience, and reinvention across multiple industries. He’ll reflect on the highs and lows of startup life, what it really takes to turn ideas into enduring products, and how to stay curious and creative as a leader over the long haul.
Format: Moderated fireside chat moderated by Michael Sippey, followed by audience Q&A.
Why Attend:
Hear firsthand what Dennis has learned from founding and scaling multiple companies across tech and beyond
Explore how to recognize when it’s time to pivot, reinvent, or sunset a product
Gain insight into building resilient teams and staying innovative through cycles of change
Learn how serial entrepreneurs harness curiosity and vision to keep creating
Who Should Attend
Product and technology leaders, founders, and executives who want to learn from a repeat entrepreneur’s journey — and apply those lessons to their own paths of scaling, leading, and adapting.
Enrich is a private network for ambitious, growth-minded leaders who want to invest in themselves. Through structured workshops, facilitated discussions, and intimate dinners, we help people make better decisions, lead more effectively, and grow in their careers.
Learn more: https://joinenrich.com/