ChicagoCISO ORBIE Awards Honor Security Executives from CNA, Paychex, and Others
Event summary
- The 2026 ChicagoCISO ORBIE Awards honored CISOs from CNA Financial, Paychex, Intermountain Health, Fitch Group, Hagerty Insurance, and Chicago Trading Company.
- The event was hosted by ChicagoCISO, a chapter of the Inspire Leadership Network, and held at the Chicago Marriott Downtown Magnificent Mile.
- Over 300 guests attended, representing leading Chicagoland organizations and their technology partners.
- The awards recognized excellence in security leadership across six categories, with winners selected through an independent peer-adjudicated process.
- The keynote address was delivered by Walter Lefmann and Michael Phillips.
The big picture
The 2026 ChicagoCISO ORBIE Awards underscore the growing importance of cybersecurity leadership in driving business transformation and industry impact. As cyber threats evolve, the recognition of top CISOs highlights the strategic role they play in protecting and advancing their organizations. The event also reflects the increasing collaboration between industry leaders and technology partners to address cybersecurity challenges.
What we're watching
- Leadership Impact
- How the recognition of these CISOs will influence their strategic roles and the cybersecurity posture of their respective organizations.
- Industry Collaboration
- Whether the networking and partnerships forged at the event will lead to collaborative advancements in cybersecurity.
- Future Awards
- The pace at which future ORBIE Awards will continue to highlight and elevate top security executives in the industry.
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