AI-First Selling Is the Future of Cybersecurity Sales - Patrick Dillon CRO @ Nudge Security

Patrick Dillon, three months into the CRO seat at Nudge Security, joins Andrew to talk about what "AI-first" actually means when everyone at RSA has slapped AI on the booth. The conversation runs from product (AI-native vs. bolted-on, and the shadow AI hiding inside companies) to the go-to-market side: how he's rebuilding the team around technology, process, and people, in that order, and who he'll hire to run it.In this episode:Why companies without a deep AI strategy could be "zombie companies" that don't know it yetThe difference between AI-native, AI-first, and just connecting an LLM to your old stackHow one prospect thought they ran 2,000 apps and actually ran 5,300Why the buyers now include CFOs, compliance, and corporate counsel, not just securityFlipping "people, process, technology" to "technology, process, people" for an AI-first GTMWhy AI replaces reps who won't use AI, not salespeople as a wholeHow Patrick screens candidates for want-to, including whether they used AI to prep for the interviewWhy buyers now demand in one to three months what used to be a twelve-month roadmap promiseAbout the guest:Patrick Dillon is CRO at Nudge Security. He and Andrew first spoke on the podcast at RSA 2025, when Patrick was launching a channel program at Airlock. Nudge closed its Series A last November.Notable quotes:"You can't secure, you can't govern what you can't see.""The call is literally coming from inside your house.""It's not a skill thing or an age thing. It's really a want-to thing." Support the showThe Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.Follow me on LinkedIn for regular posts about growing your cybersecurity startupWant to grow your revenue faster? Check out my cybersecurity sales consulting and trainingNeed ideas about how to grow your pipeline? Sign up for my newsletter.