#192 - From Cyber Burnout to VCISO Bliss (with Olivia Rose)

Join host G Mark Hardy in this episode of CISO Tradecraft as he welcomes Olivia Rose, an experienced CISO and founder of the Rose CISO Group. Olivia discusses her journey in cybersecurity from her start in marketing to becoming a VCISO. They delve into key topics including the transition from CISO to VCISO, strategies for managing time and stress, the importance of understanding board dynamics, and practical advice on mentoring new entrants in the cybersecurity field. Olivia also shares her insights on maintaining business alignment, handling insurance as a contractor, and building a personal brand in the cybersecurity community.

Olivia Rose: https://www.linkedin.com/in/oliviarosecybersecurity/

Transcripts: https://docs.google.com/document/d/1S42BepIh1QQHVWsdhhgx6x99U188q5eL

Chapters

• 00:00 Introduction and Guest Welcome
• 01:14 Olivia Rose's Career Journey
• 06:42 Challenges in Cybersecurity Careers
• 15:47 Communicating with the Board
• 22:57 Navigating Compliance and Legal Challenges
• 24:10 Building Strategic Relationships
• 25:46 Aligning Security with Business Goals
• 35:05 The Importance of Reputation and Branding