Jon Schipp, the “Ric Flair of Cybersecurity,” is the senior director of inorganic growth strategy at Rapid7. Jon mixes cyber technical mastery, business acumen, and stage presence to identity mergers and partnerships for his company’s growing cybersecurity platform. He shares his story with hosts Jack Clabby of Carlton Fields and Kayley Melton, executive director of operations at the Cognitive Security Institute, starting with his early days in the Midwestern heavy metal scene.

He opens up about couch surfing his way to hacker conferences as a teenager, the role of music in shaping his professional edge, and why knowledge — not money — has always been his North Star. With a background in security engineering, incident response, and software development, Jon explains that curiosity has been the through line in his journey and how his own sta ...