In this engaging chat, Thom Langford, EMEA CTO at Rapid7 and a two-time recovering CISO, reflects on his unique journey into cybersecurity. He shares insights on the emotional challenges faced in the field, including burnout and imposter syndrome, lightening the mood with humor and relatable stories. Thom emphasizes the importance of mentorship and community, while advocating for a more user-friendly approach to security that doesn't sacrifice fun. His outlook shows that serious topics can still have a playful twist, making learning enjoyable.