Summit Panel: Hunting Shadow AI: Where the Guardrails Belong
With Kip Boyle, Ross Young, and Jake Bernstein
August 14 @ 1:00 pm – 1:50 pm ET
How much of your company’s data is already sitting inside an AI tool nobody approved?
This panel moderated by Kip Boyle brings together two hands-on AI security pros, a privacy and AI attorney, and a cyber-insurance expert to work through where the guardrails actually belong and who owns them once they’re set.
You’ll leave knowing how to let your people use AI productively without leaking data or letting business grind to a halt.
Bring your toughest questions: the panel will open the floor for live Q&A so you can finally get straight answers to your shadow AI questions.
AI is already in your environment. This is the panel that tells you what to do about it.
Chat with your fellow AI Summit attendees in the Antisyphon Discord server: https://discord.gg/antisyphon
This talk is part of Antisyphon Training’s Infosec: Age of AI Summit, a free, six-hour, live virtual event designed to give you a practical, real-world look at how cyber experts are using AI and what security professionals need to know as adoption grows.
For those who want to go further, high-quality, affordable hands-on workshops are available Aug. 17-18 to help you learn AI security concepts, techniques, and tactics.
See the entire Antisyphon Training Course Catalog for affordable cybersecurity training!
About the Instructor
Kip Boyle
Bio
Kip Boyle is a husband, dad, small business owner, and experienced cybersecurity hiring manager. Over the years, Kip has built many InfoSec teams in a variety of settings including as a captain on active duty in the US Air Force, as the CISO of PEMCO Insurance in Seattle, and vCISO in his own company, Cyber Risk Opportunities LLC. Kip is the primary author and leader of the open source “Cybersecurity Hiring Manager Handbook.” He’s also the co-host of “The Cyber Risk Management Podcast” and the co-host of the “Your Cyber Path” podcast.
Ross Young
Bio
From CIA intelligence officer to CISO, Ross Young has spent more than two decades pushing the boundaries of cybersecurity.
Ross is the CEO of Clear Capabilities Inc., co-host of CISO Tradecraft, author of Cybersecurity’s Dirty Secret: Why Most Budgets Go to Waste, creator of the OWASP Threat and Safeguard Matrix (TaSM), and a seasoned cybersecurity executive. He has served as CISO in Residence at Team8, CISO of Caterpillar Financial, and an instructor at Johns Hopkins University. Previously, Ross was a divisional CISO at Capital One and spent more than a decade in cybersecurity roles at the CIA, NSA, and the Federal Reserve Board.
Jake Bernstein
Bio
Jake Bernstein is the Global AI and Innovation Partner at K&L Gates, where he practices in the firm’s Technology Transactions and Sourcing and Data Protection, Privacy, and Security groups. A Certified Information Systems Security Professional (CISSP), he advises clients at the intersection of cybersecurity, privacy, and emerging technology. Jake began his career as an Assistant Attorney General in the Washington State Attorney General’s Consumer Protection Division, where he spent nearly eight years leading cybersecurity, privacy, and consumer-protection investigations. He is recognized by Chambers USA for Privacy & Data Security (Nationwide) and was named to the 500 Leading Global Cyber Lawyers in 2024 and 2025. He is based in Seattle.
