Enterprise Architecture LeaderBuilding AI-Driven PlatformsScaling Teams, Transforming Technology
15+ years driving web platforms, applied AI, and security transformation at CVS Health, influencing 5,000+ engineers through enterprise standards and platform strategy.

Hi, I'm Guy J. Stitt
I'm a people-first builder and hands-on architect who scales high-performing teams while shipping complex technical solutions. Currently serving as Principal Architect for Enterprise Technical Architecture at CVS Health, I turn executive vision into measurable outcomes.
About Guy
Enterprise technology leader with 15+ years driving web platforms, applied AI, and security transformation at CVS Health, influencing 5,000+ engineers through enterprise standards and platform strategy. People-first builder and hands-on architect who scales high-performing teams while shipping complex technical solutions that turn executive vision into measurable outcomes.
Leadership
Technical
Business
Current Focus Areas
AI-Driven Platforms
Building enterprise AI platforms like PRISM that turn standards into agent-consumable rules.
Enterprise Architecture
Leading standards and governance across Web, Security, and AI domains.
Developer Experience
Modernizing platforms and productivity with flags, A/B testing, and tooling.
Education & Background
Bachelor of Science in Business Administration
University of Louisville • 2011-2015
Major: Computer Information Systems • Concentration: Web Development
Graduated debt-free through UPS Earn and Learn Program
Combines deep technical expertise with servant leadership to mentor engineers, modernize platforms, and accelerate digital innovation. Seeking Executive Director role to drive larger-scale digital transformation with AI and expanded people leadership.
Professional Experience
15+ years of transformational leadership driving enterprise architecture, platform modernization, and team development
CVS Health Journey
5+ years of progressive leadership roles driving enterprise transformation
Principal Architect
Enterprise Technical Architecture
CVS Health • Aetna
CurrentTeam Lead responsible for enterprise-wide technical standards and governance across AI, Web, and Security domains.
Key Achievements
Leadership Impact
Lead Architect
Digital Health Solutions
CVS Health
Led technical architecture for Digital Health serving millions of CVS/Aetna members. Team lead for 12+ architects supporting 10+ product teams and 200+ engineers.
Key Achievements
Leadership Impact
Senior Web Architect
Aetna Client Architecture
CVS Health
Led team of 6 senior-level architects while accountable for 16 distinct engineering teams including 80 engineers, product owners, and QA across web, Android, iOS, and server applications.
Key Achievements
Leadership Impact
Startup Leadership
Scaling teams and building products in high-growth environments
Senior Software Engineer • Team Lead
Pana - Travel Tech Startup
November 2019 - April 2020 • Denver, CO
Led 5 engineers building enterprise travel platform for Fortune 500 clients. Company scaled from 100 to 1000 employees during tenure.
Solutions Architect • Engineering Manager
Beyond - Restaurant Tech Startup
August 2018 - November 2019 • Louisville, KY
Architected the restaurant and payment solutions used by Panera.
Early Career & Foundation
Building technical expertise and leadership skills across diverse industries
Lead Engineer • Engineering Manager
Pharmacord - Healthcare Startup
May 2017 - August 2018 • Louisville, KY
Led a team of 15 engineers to develop an in-house platform that managed patient intake, benefits investigation, and prior authorizations for medication approval.
Pharmacy Technician
Rite Aid
June 2010 - January 2011 • Louisville, KY
Supported pharmacy operations serving 200+ patients daily, partnering closely with pharmacists and patients.
Senior Web Developer
CBS Interactive - CNET
June 2014 - May 2017 • Louisville, KY
Led 5 engineers building platforms serving 200M+ monthly users across CNET, ZDNet, and TechRepublic.
Operations Supervisor
UPS Worldport
January 2011 - June 2014 • Louisville, KY
Managed 20 employees in world's largest package handling facility.
Technical Expertise
Comprehensive technology stack spanning modern web development, AI/ML platforms, cloud architecture, and enterprise tooling
Languages
AI/ML & Emerging Technologies
Frontend Technologies
Backend & Architecture
Cloud & DevOps
Data & Analytics
Development Tools
Community Leadership
Using technology for social impact and criminal justice reform through sustained volunteer leadership
Restorative Justice Louisville
Solutions Architect & Technical Lead • Volunteer
July 2012 - December 2021 • 9+ years
Led development and managed a team of 8 volunteer engineers to build a comprehensive case management platform for a criminal justice reform nonprofit, contributing over 2000+ volunteer hours valued at $200,000+ in professional services.
Key Achievements:
Impact Metrics
Technologies Used
Leadership Philosophy
“Technology has the power to transform not just businesses, but entire communities. The skills we develop as engineers and architects come with a responsibility to use them for the greater good.”
Servant Leadership in Action
This experience shaped my leadership philosophy and reinforced my belief that the best leaders serve others. Managing volunteer engineers taught me invaluable lessons about motivation, collaboration, and building systems that truly matter to the people who use them.
Let's Connect
Ready to discuss Executive Director opportunities and drive larger-scale digital transformation? I'd love to hear about your challenges and explore how we can work together.
What I'm Seeking
Executive Director roles where I can drive larger-scale digital transformation with AI and expanded people leadership
Enterprise environments that value technical excellence, innovation, and measurable business outcomes
Organizations focused on AI and modern platform development where I can combine strategic vision with hands-on technical leadership
Denver, CO or Remote opportunities with companies that prioritize team development and servant leadership
Get in Touch
Let's Build Something Great Together
I'm passionate about using technology to create meaningful impact. Whether you're looking for executive leadership, technical consulting, or speaking engagements, I'd love to explore how we can collaborate.