Ryan McElroy

Vice President of Technology Hylaine

Ryan McElroy is Vice President of Technology at Hylaine, where he leads technical sales, solution design, and emerging technology evaluation with a business-first mindset. Having joined Hylaine in 2017 as an architect, Ryan has grown from consultant to VP—building a career grounded in hands-on engineering, pragmatic architecture, and a clear-eyed view of what actually delivers value. A technologist who still thinks like an engineer, Ryan bridges strategy and execution to help clients cut through noise, modernize legacy systems, and make technology work in the real world. His experience spans application development, data platforms, DevOps, and enterprise architecture, with deep roots in the Microsoft ecosystem and regulated industries including banking, insurance, healthcare, and life sciences. Ryan is known for his healthy skepticism of vendor hype and his bias toward resilient systems, scalable architectures, and teams that can execute. He believes values matter as much as code quality—and that the best partners tell hard truths early to avoid costly mistakes later. Before Hylaine, Ryan served as a Software Engineer at SentryOne and a Consultant at CTS, experience that continues to shape his delivery-focused approach today. He is also a frequent speaker and workshop facilitator, presenting at industry events such as DevOpsDays, CIO Roundtables, and open-source security summits. Ryan holds a Bachelor’s degree in Computer Software Engineering from Auburn University.

Transforming Modern Insurance Models with Data and AI

10:00 AM Keynote Panel: Building and Uniting Data – New Challenges and Opportunities

Insurance organizations are drowning in data from countless sources, leaving insights fragmented and hard to act on. This disconnection slows decision-making, hampers customer experiences, and limits growth. This panel will illuminate how to turn scattered data into a cohesive, organized source to draw upon for decision-making and AI. We will spotlight practical strategies for integrating diverse systems, improving data quality, and unlocking real-time insights that drive smarter decisions. By creating a seamless flow of information, insurers can streamline operations, anticipate customer needs, and respond faster to market shifts. Attendees will leave with clear approaches to transform disconnected data into a powerful tool for engagement, efficiency, and growth.

Participants will leave the session equipped to:

Unify fragmented data sources into a cohesive, accessible framework for faster, smarter decisions
Boost data quality and governance to ensure insights are reliable and trusted
Turn scattered information into actionable intelligence that drives measurable business results

12:10 PM Digital Deep Dives: Interactive Roundtables

Interactive Roundtables are highly interactive discussions of 25 minutes each, back-to-back, that give attendees a rare opportunity to engage with peers who are actively exploring new approaches to today's toughest digital challenges.

Roundtable 1: The Policyholder Communications Journey Challenge

- Tim Mader, Director of Business Development, O'Neil Digital Solutions

- Stephanie Warren, Head of Channel Partnerships, O'Neil Digital Solutions

Roundtable 2: Hylaine

- Ryan McElroy, VP, Technology, Hylaine

Roundtable 3: Future-Proofing Policyholder Documents: Scaling Accessibility & Compliance to Reduce Risk

- Ken Chudoba, Senior Digital Transformation Sales Executive for Insurance Vertical, Quadient

- Audrey Cahais, Digital Accessibility – Enterprise Documents, Quadient

Roundtable 4: Leveraging Alternative Data to Improve Insurance Access

- James Fariello - VP of Insurance & Insurtech Solutions - Equifax

- Matt Wiley - VP of Insurance Data Solutions - Equifax

Check out the incredible speaker line-up to see who will be joining Ryan.

Download The Latest Agenda