D. Jason Roberts
LOB CIO / Transformation Executive | Enterprise Strategy, AI & Digital Platforms | Product Operating Models | Talent Development | Communications, Media, & Tech | Insurance & Financial Services | Former Salesforce, AT&T
- Role
- Head of Technology, Dental & Vision Lob CIO at Aflac
- Location
- Kansas City, MO, US
- LinkedIn followers
- 500 followers
About D. Jason Roberts
Technology and transformation executive with 25+ years leading enterprise modernization across Fortune 100 organizations including Aflac, Salesforce/MuleSoft, AT & T, and DirecTV, overseeing multi-hundred-engineer organizations and large-scale platform ecosystems.Currently serving as Head of Technology for Aflac’s Dental & Vision business, responsible for technology strategy, platform modernization, and digital transformation supporting one of the company’s largest lines of business. My work focuses on helping large enterprises evolve their technology organizations through strategic operating model transformation and modern platform architecture:• Product operating model transformation • AI-enabled digital ecosystems • Integration and data architecture modernization • Organizational transformation and talent strategy• Enterprise platform strategy and ecosystem designThroughout my career I have been brought in to stabilize complex technology environments, modernize operating models, and align engineering organizations to measurable business outcomes. I am particularly passionate about helping enterprises transition from traditional project delivery models to platform-enabled product organizations capable of delivering innovation at scale.
Experience
Head of Technology, Dental & Vision Lob CIO
Jun 2025 — Present
Technology leader for Aflac’s Dental & Vision line of business• Responsible for strategy, delivery, and operations across a multi-system enterprise ecosystem• Oversight of 200+ engineers, contractors, and vendor partners• Technology Executive for Aflac’s largest strategic initiative — a multi-year Group Benefits transformation program spanning three lines of business.
Education
Wharton Executive Education
Strategy & Leadership
Missouri University of Science and Technology
BS, Engineering Management - Management of Technology
Benedictine College
Business/Managerial Economics & Math
Society for Information Management
Executive RLF Graduate, Leadership & Mentoring
2019 — 2019
MIT Sloan Executive Education
Executive Certificate in Management and Leadership
University of Kansas – Engineering Management
Master of Science - MS, Engineering Management - Consulting, Systems, & Integration
2018
Society for Information Management
2015 Regional Leadership Forum Graduate, Leadership
2014 — 2015
Skills
- IT Strategy
- Integration
- Entrepreneurship
- Strategy
- Software Development Life Cycle (Sdlc)
- Leadership
- Business Process Improvement
- Budgets
- Business Planning
- Software Project Management
- Project Management
- Consulting
- Business Analysis
- Business Intelligence
- Management
- Sdlc
- Program Management
- Solution Architecture
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