Session

How CIOs Are Scaling Innovation, Modernization, and Measurable Impact
CIO Roundtable

VIP Theater

Starts: May 28, 2026 11:00 am
Ends: 12:00 pm
Sponsored by
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How CIOs Are Scaling Innovation, Modernization, and Measurable Impact

Abstract
In today’s rapidly evolving digital landscape, CIOs are expected to do more than manage technology—they are central to shaping business strategy, accelerating innovation, and delivering measurable outcomes. This panel convenes CIOs from large enterprises to share how they are modernizing core systems, optimizing cloud and data investments, and enabling AI-driven transformation while maintaining operational excellence.

Designed for senior IT and cybersecurity leaders, the discussion will explore how CIOs are prioritizing initiatives in the face of budget pressures, increasing complexity, and heightened security demands. Panelists will provide candid insights into balancing speed with stability, aligning cross-functional stakeholders, and building future-ready technology organizations that drive sustained business value in 2026 and beyond.

Key Takeaways

  • How CIOs are aligning IT strategy with evolving business priorities and growth objectives
  • Best practices for modernizing legacy infrastructure while minimizing disruption
  • Scaling cloud, data, and AI initiatives for enterprise-wide impact
  • Strengthening collaboration between IT, security, and business units
  • Metrics and frameworks for demonstrating value and driving executive alignment
Host

Tony Caesar

Former SVP of IT at Ericsson & Founder, CZAR Technology Group

After 30+ years leading IT organizations, including roles as CIO and COO, I work with founders, CEOs, and leadership teams to align technology with business outcomes. My focus is practical, outcome-driven leadership, improving operating efficiency, reducing risk, optimizing spend, and enabling scalable growth. CZAR Technology Group provides fractional CIO services and IT advisory support for organizations navigating growth, modernization, or complexity, especially founder-led, PE-backed, and growth-stage businesses. I operate as a true partner to the business, speaking both boardroom and operational language, remaining vendor-agnostic, and focusing on execution over slideware.

Speakers

Benjamin Richard

Chief Information Officer, Enhabit Home Health & Hospice

I am a Chief Information Officer with over 20 years of experience leading enterprise technology and digital transformation across healthcare, academia, and complex multi-site organizations. My focus is simple: transform IT from a cost center into a strategic driver of operational performance, clinical outcomes, and EBITDA. I partner closely with CEOs, COOs, and Boards to modernize technology environments, streamline clinician workflows, and unlock the full value of data, automation, and AI in highly regulated healthcare settings. Throughout my career, I have been brought into organizations at critical inflection points, post-divestitures, high-growth environments, and periods of operational complexity to build or transform IT functions from the ground up. This includes standing up enterprise IT organizations, modernizing legacy technology stacks, and delivering scalable platforms that support both growth and efficiency. My leadership style is highly collaborative and operationally grounded. I work closely with clinical, financial, and operational leaders to ensure that technology solutions are not only innovative, but adopted, measurable, and aligned to the organization’s core mission.

Ransom Max Horne

Chief Information Officer - Colonial Bank

Business focused technology leader with a track record of aligning IT to drive strategic goals and objectives. I am a passionate business problem solver and innovator with expertise in bridging organizational silos and engaging key stakeholders to deliver value. I have extensive expertise in high growth organizations, M&A, developing digital products and enterprise system implementation.

John Henthorne

Chief Information Officer, DeGolyer and MacNaughton

Results-driven technology executive with +20 years of proven experience in business and IT leadership roles, including Senior Vice President and CIO for a global oil & gas company. Senior level positions in Fortune 50 companies and mid-size organizations. Strategic thinker and innovator with proven track record of leading large IT organizations along with repeated success in driving acquisitions, mergers, and spin offs. Accomplished team builder—developing and leading high-performance organizations, while driving continuous improvement and change.

Trey Smith

Global Chief Information Officer, Discovery Land Company

I am a people-centric, commercially-driven technology leader with a proven track record of advancing organizational IT at the Enterprise level. IT isn’t about technology - it’s about solving problems for PEOPLE. Emotional intelligence is what separates us from the machines! • Strategic, transformational, collaborative IT leader with ethics and humility at my core. • IT is HARD work, but it can be FUN work with the right team… and leadership! • Two-time finalist for Dallas Business Journal's "Dallas CIO of the year" ORBIE award. • Trusted executive IT partner passionate about people and business. • Over 20 years of experience of delivering digital innovation, including AI… where it FITS. • Build amazing teams across all Enterprise IT disciplines: applications, coding, infrastructure, cyber security. • I fix IT for big companies - without IT gobbledygook jargon!