Addressing Technical Debt in the AI Era – Main Stage Keynote
Technical debt is a silent killer for many large enterprises globally. In today’s fast moving enterprise landscape, technical debt can silently drain resources, slow innovation, increase operational and security risk.
Despite its impact, technical debt remains difficult to measure and benchmark across industries—leaving many leaders without a clear path forward.
This session goes beyond theory, offering a candid, real-world perspective on identifying, prioritizing and addressing tech debt at scale through real customer experience and actionable frameworks. This session will show how AI can accelerate assessments, enhance decision-making, and embed continuous modernization into your IT strategy.
You’ll gain practical insights into:
- Measuring and quantifying debt across complex environments using an AI-powered assessment framework
- Presenting an industry standards-based Tech Debt score using a universal scorecard
- Enabling data-driven decisions about IT investments and modernization priorities.
Join us for this thought provoking keynote as we uncover one of IT’s most persistent challenges.
Holland Barry is the Global Field Chief Technology Officer for DXC Technology, responsible for technical pre-sales across DXC’s cloud, ITO, and cybersecurity business unit.
Holland joined DXC in 2024 from Cyxtera Technologies, where he was the SVP and Field CTO. Holland is a technology executive with over 25 years of experience in a variety of technology-focused roles. His expertise spans the spectrum of traditional IT infrastructure, public & private cloud, automation, networking, and cloud security. Holland has worked with public and private sector companies, across all major verticals.
Leading DXC’s Global Field CTO organization, Holland is responsible for developing a comprehensive understanding of customer’s technical requirements and associated business outcomes. His team works with groups across the entire organization, as well as with strategic partners, to deliver innovation and value in a customer’s IT journey.
Earlier in his career, Holland held leadership roles at Catbird, Dell, Gale Technologies, and Westek Electronics.
Chief Technology Officer, Digital, at Raytheon Technologies (RTX), responsible for the technical interests of the company’s Enterprise Services including the implementation of RTX’s technology strategy and vision, and the integrity of the company’s infrastructure and resources.
Previously responsible for ensuring the confidentiality, availability, and integrity of the company’s assets and its customers’ assets globally.
Experienced keynote / public speaker at Information Security events, and contributor to Information Security publications, such as:
- secureCISO New York
- RSA panelist
- CISO Executive Summits
- NEACS Cyber Security Summit
- Feats of Strength Magazine
- Security Current
- FBI Academy
- PC Magazine Desk-side Briefing
- SC Magazine Congress
- FS-ISAC Summits
- BITS Working Group Meetings
- BITS Emerging Payments Forum
- Retail Forum
- Shark Tank at RSA – 2016 and 2017
- RSA Keynotes
- Profiles in Confidence
- Conversations with a CISO
- Risk Committee Meetings
- Board Meetings
- OCC Meetings
- Best Practice Seminars
