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EPISODE · Jul 27, 2026 · 23 MIN

Leading with Curiosity

from The WISP Podcast

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.In this episode:How Trish Cagliostro accidentally found her career in cybersecurityWhy the best salespeople focus on solving problems, not pitching productsCuriosity as a career accelerator What it takes to transition from technical roles into executive leadershipWhy trust matters more than technology in today's sales environmentThe inspiration behind the Bad A$$ Lady Dinners (BALD)Whether you're in cybersecurity, sales, or exploring your next career move, this conversation is packed with practical advice and leadership insights.Subscribe for more conversations with women shaping the future of cybersecurity, privacy, and technology.

Episode metadata supplied by the publisher feed · Published Jul 27, 2026

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Leading with Curiosity

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