Navigating Career Transitions and Shadow IT Challenges

In our first-ever episode, host Dave Lewis sits down with Jennifer Leggio — cybersecurity strategist, marketing leader, and community builder — for a candid conversation on career growth, the evolution of cybersecurity, and why staying true to your passion matters more than chasing titles.

Key Topics Discussed

• The Origins of the Security Twits: How a simple list helped create an early infosec community on Twitter.
• Career Lessons: Why Jennifer left a COO role to return to her marketing roots — and what it taught her about fulfillment.
• Shadow IT Risks: Why "Shadow IT" is a growing organizational threat and how leadership must step up.
• The Importance of Communication: From responsible disclosure to executive messaging, clear communication saves organizations.
• Learning From the Past: Why cybersecurity must do a better job of remembering lessons — like patching and password hygiene.
• Advice for Newcomers: Find great mentors, define your own path, and never be afraid to pivot.

Memorable Quotes

"Stick to what fulfills your soul — not what your title says you should be."
— Jennifer Leggio

Final Thoughts

Jennifer's journey shows that authenticity, curiosity, and resilience are just as critical in cybersecurity as technical skills. Whether you're a seasoned professional or just entering the field, her advice is a refreshing reminder to build community, learn from the past, and stay true to yourself.