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A working Ransomware Resilience Workshop & Exclusive
5-Star Dinner for Chicago CISO's
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This session is now full - but is part of an ongoing global conversation, contact us for the next session near you!
hello@thetransformation.club
Thursday 8th October 6:00pm
CISO's & Senior Security leaders
Stop Talking About Resilience. Pressure-Test It.
Ransomware is a persistent threat that disrupts business operations. CISOs are under immense pressure to deliver not just protection, but comprehensive cyber resilience. Your security stack must be prepared for the inevitable, ensuring your organization can withstand and recover from any incident.
That is why we are inviting you to an exclusive, invitation-only workshop designed for security leaders ready to elevate their resilience strategy. This is a strategic command session featuring a business disruption scenario and proven best practices to stop downtime. From there, we move to dinner - five-star setting, twenty-or-so seats, no audience. Just you and a curated room of Chicago CISOs

Absolute Security
Ashley Leonard is Senior Vice President of Product Management at Absolute Security, where he leads product strategy and execution to expand Absolute’s secure endpoint capabilities helping customers strengthen cyber.
Leonard joined Absolute following the company’s acquisition of Syxsense, where he served as President and CEO and helped shape the company’s vision and growth in automated endpoint and vulnerability management. Under his leadership, Syxsense developed a platform designed to streamline critical security and management activities across globally distributed endpoints, aligning patching and remediation workflows to reduce risk and improve operational efficiency.
A technology entrepreneur with 25+ years of experience spanning enterprise software, sales, marketing, and operations, Leonard is known for building and scaling products at the intersection of IT operations and cybersecurity. Prior to Syxsense, he founded NetworkD, and infrastructure management software organization (later sold), and subsequently founded Verismic Software in 2012, focused on enterprise power management.
Leonard is active in the executive community, former Chapter Chair of the Young Presidents Organization
(YPO) Orange County, Chair of YPO’s Global Leadership Conference in Miami and has been recognized as a finalist for Ernst & Young “Entrepreneur of the Year” and AeA “Outstanding Private Company CEO.” He studied at the University of Exeter and later taught at Boston University.
Introductions to all attendees, networking with drinks and canapés
Transformation Club video interviews with selected CISO's
Workshop:
Led by Absolute Security, an industry leader in cyber resilience, this interactive workshop brings security leaders together to exchange experiences, best practices, and lessons learned for navigating today’s complex threat landscape. Through peer-to-peer discussion and expert facilitation, attendees will gain practical insights and strategies to strengthen resilience across their organizations.
Seated Dinner:
Pull up a chair and compare notes with your peers. We will break down sophisticated ransomware attacks, share first hand stories, and discuss what actually works to keep your business running without interruption.
Closing remarks and further networking
In just a few hours, you will walk away with an actionable playbook, fresh strategies to minimize business disruption, and a network of security leaders facing the same challenges. Join us for a session that delivers practical insights and a memorable experience, because your time is valuable, and so is your resilience.