In this special episode of the Shared Security Podcast, host Tom Eston reunites with former co-host and experienced fractional CISO, Chris Clymer. They reminisce about their early podcasting days and discuss the evolving role of a Chief Information Security Officer (CISO). The conversation covers the responsibilities, challenges, and skills required to be a successful CISO, including technical and soft skills, business acumen, and people management. Chris shares his journey, the concept of a fractional CISO, and offers valuable advice for those aspiring to enter the CISO role. Tune in for a mix of nostalgia, real-world advice, and mentorship on navigating the complex landscape of information security leadership. Show notes: https://sharedsecurity.net/2025/12/01/so-you-want-to-be-a-ciso-with-vciso-and-security-justice-alum-chris-clymer/