Trust, Curiosity & Cybersecurity Careers

Trust, Curiosity & Cybersecurity Careers

June 29, 2026 · 24 min

About this episode

Nicole interviews Trish Cagliostro about her unconventional journey in cybersecurity and the importance of curiosity and problem-solving in career success.

What if the secret to success in cybersecurity sales wasn't selling at all? In this episode, Nicole sits down with Trish Cagliostro, Chief Revenue Officer at Orchid Security, to discuss her unconventional journey from a cybersecurity internship to executive leadership. Together, they explore why curiosity, relationship-building, and problem-solving have shaped every stage of her career. They cover: How Trish accidentally found her career in cybersecurity Why the best salespeople focus on solving problems, not pitching products How curiosity can accelerate your career What it takes to transition from technical roles into executive leadership Why trust matters more than technology in today's sales environment The inspiration behind the Badass Lady Dinners Whether you're in cybersecurity, sales, or exploring your next career move, this conversation is packed with practical advice and leadership insights.

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