About

Imagine AI Live is the first immersive event for enterprise leaders to discover “applied AI” in all areas of business.

Imagine AI Live was created by a team of enterprise technology veterans, AI industry leaders, and entrepreneurs who care about the future of AI and its role in enterprises alongside humans. Our experience spans enterprise software, creative design, engineering, manufacturing, marketing, and advertising. And we know how to produce industry events that matter to attendees. We invite you to join in person at the world’s first immersive event on enterprise AI.

Meet the Founders

Steve Metcalf

Founder, CEO and Chief AI Officer of IMAGINE AI LIVE

Steve Metcalf, a seasoned entrepreneur and innovator, co-founded Imagine AI Live driven by his belief in the transformative potential of generative AI for businesses. With a rich background in technology startups and enterprise digital strategy, and through the lens of his experiences at Accenture and SAP-Ariba, along with building his own companies, Metcalf recognized the need for a platform to explore and discuss AI's practical applications in the business world. His vision for Imagine AI Live is to foster dialogue, collaboration, and knowledge sharing among industry experts, thereby unlocking the full potential of AI in enterprise settings. When he’s not thinking about AI, Steve enjoys spending time with family across the Midwest USA, especially in the North Woods of Wisconsin. Connect with Steve here.

Chris Madden

Co-Founder, Head of Growth, and Host of IMAGINE AI PODCAST

Chris Madden, a co-founder of the Imagine AI Live conference, is a dedicated AI enthusiast and podcaster with a knack for creating engaging content. He is the driving force behind the popular All-In-Tok and formerly produced the 20VC podcast. His diverse experiences, from teaching English worldwide to hosting the newly launched Imagine AI podcast, underscore his commitment to fostering learning and dialogue about AI. Madden envisions the Imagine AI platform as a vehicle to help all AI creators and startups share their insights and discuss the future of AI. When he’s not travelling the world or interviewing podcast guests, Chris enjoys spending time with his wife and young daughters from their home in Seoul, South Korea. Connect with Chris here.

Ken Cavallon

Co-Founder, Angel Investor

Ken Cavallon, a seasoned technology executive and angel investor, is known for his successful track record in the software and SaaS industries, including notable exits from DocuSign, Tier 3, Blue Box, Conga, and Youreka, along with orchestrating the pivotal go-to-market partnership between DocuSign and Salesforce. Cavallon is leveraging his extensive experience and passion for AI to create an Angel investor syndicate for AI companies in conjunction with Imagine AI Live. His vision is to foster growth and innovation in the AI sector by connecting promising AI startups with the necessary funding and resources. Ken is an avid boater, former Army NCO, and happily married gentlemen farmer in the Pacific Northwest. Connect with Ken here.