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.

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Guy J. Stitt - Principal Architect at CVS Health

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.

15+
Years Experience
5,000+
Engineers Influenced
$1.2M
Annual Savings

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

Enterprise Architecture
Team Leadership
Technical Mentorship
Organizational Design
Change Management
Stakeholder Management
Cross-Functional Collaboration

Technical

Web Platforms
Applied AI
API Strategy
Cloud Architecture
Security Standards
Feature Flags
A/B Testing
Developer Experience
Platform Modernization

Business

Cost Optimization
Vendor Management
Strategic Planning
Technology Governance
Digital Transformation
Process Improvement
Risk Management

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

Current
January 2024 - Present
Denver, CO

Team Lead responsible for enterprise-wide technical standards and governance across AI, Web, and Security domains.

Key Achievements
Created PRISM, an AI Rules Management Platform that transforms enterprise standards into consumable rules for AI coding agents using Next.js and Azure AI
Lead Web Engineering Vibrancy Working Group with technical leaders from all business units to develop enterprise and platform standards
Delivered $1.2M annual cost savings by consolidating 5+ feature flag tools into single LaunchDarkly platform
Influence 5,000+ engineers through enterprise standards for Web, Security and AI domains
Established partnerships across 5 business units to drive Developer Experience Platform adoption based on enterprise standards
Leadership Impact
Mentor 10 enterprise architects through weekly one-on-ones and technical reviews
Present quarterly to VP and C-level leadership on technology strategy and roadmap
Enable enterprise transformation through developer experience platforms and cross-functional collaboration

Lead Architect

Digital Health Solutions

CVS Health

January 2022 - December 2023
Denver, CO

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
Pioneered LaunchDarkly adoption across CVS, reducing feature delivery time from weeks to hours
Directed $50M Adobe Target migration across 15 teams, including project management and technical guidance
Architected Unified Scheduler framework consolidating 8 scheduling systems for millions of patients
Won Digital GenAI hackathon with working implementation built in 48-hour sprint
Led Enterprise Digital Client Reference Architecture Working Group aligning CVS and Aetna standards
Created i90 Experience API conversion process reducing REST to GraphQL transformation effort by 90%
Leadership Impact
Mentored 12+ architects and 100+ engineers directly
Established Engineering Guild enabling knowledge sharing across 200+ engineers
Implemented Architecture Decision Records process
Achieved 100% PI planning readiness as train lead for four Aetna Health trains

Senior Web Architect

Aetna Client Architecture

CVS Health

April 2020 - December 2021
Denver, CO

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
Led enterprise-wide project eliminating third-party cookies and consolidating Aetna domains for privacy compliance
Revamped API security to meet OAuth 2.0 spec using authorization code flow with PKCE across all platforms
Pioneered enterprise Backend for Frontend (BFF) strategy becoming key reference architecture contributor
Led A/B testing initiative in collaboration with CVS establishing Adobe Target standards
Created GraphQL architecture assessment and API lifecycle adopted enterprise-wide
Chaired weekly Architecture working group forum enabling cohesion across Aetna architects
Leadership Impact
Performed weekly one-on-ones with 6 architects
Created Engineering Guild providing 200+ engineers forum for technical decisions
Developed Architecture and Engineering Sync solving critical cross-train dependencies
Routinely presented solution estimates to Aetna leadership and C-level executives
Responsible for hiring, interviewing candidates, and building architecture team

Startup Leadership

Scaling teams and building products in high-growth environments

Senior Software Engineer • Team Lead

Pana - Travel Tech Startup

November 2019 - April 2020Denver, CO

Led 5 engineers building enterprise travel platform for Fortune 500 clients. Company scaled from 100 to 1000 employees during tenure.

Led frontend overhaul from Backbone.js and Marionette to React hooks improving developer productivity
Drove conversion of legacy Node.js API from CoffeeScript to TypeScript modernizing codebase
Enabled scalable trunk-based development by integrating LaunchDarkly feature flags
Implemented Datadog monitoring for application and infrastructure observability
Partnered with CEO and CTO on technical roadmap supporting $50M Series B funding
Mentored junior and senior engineers on modern architectures and best practices

Solutions Architect • Engineering Manager

Beyond - Restaurant Tech Startup

August 2018 - November 2019Louisville, KY

Architected the restaurant and payment solutions used by Panera.

Led platform overhaul to Micro-App architecture behind API Gateway enabling independent deployments
Converted authentication from session tokens to JWT for stateless operations
Integrated Ionic for cross-platform deployment on Android, iOS, Desktop, and PWA with native functionality
Implemented OAuth2 authorization code flow for single-page application security
Designed company-wide end-to-end testing strategy using TestCafe
Provided servant leadership to 5 in-office teams with 30 members and 3 remote teams with 15 members

Early Career & Foundation

Building technical expertise and leadership skills across diverse industries

Lead Engineer • Engineering Manager

Pharmacord - Healthcare Startup

May 2017 - August 2018Louisville, 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.

Designed pharmaceutical CRM platform from inception using Angular, Java, and SQL
Created real-time benefits investigation reducing processing from days to minutes
Built custom Genesys telephony integration powering call center operations
Scaled engineering from 5 to 50 including developers, QA, designers, product owners
Built deep expertise in healthcare industry, HIPAA compliance, and patient services

Pharmacy Technician

Rite Aid

June 2010 - January 2011Louisville, KY

Supported pharmacy operations serving 200+ patients daily, partnering closely with pharmacists and patients.

Entered prescriptions into NextGen system ensuring accuracy of patient data and medications
Counted and dispensed medications verifying dosage, quantity, and interactions
Processed insurance claims and resolved coverage issues with providers
Assisted patients with prescription questions and pickup procedures
Maintained controlled substance logs ensuring DEA compliance
Partnered with pharmacists on prescription verification and consultations

Senior Web Developer

CBS Interactive - CNET

June 2014 - May 2017Louisville, KY

Led 5 engineers building platforms serving 200M+ monthly users across CNET, ZDNet, and TechRepublic.

Developed forums using PHP, JavaScript, Symfony2 framework serving 50M+ monthly active users
Integrated in-house JavaScript video player ensuring cross-browser compatibility
Worked directly with Google, Facebook, and LinkedIn engineering teams on integrations
Implemented Google AMP achieving 40% traffic increase and faster load times
Built recommendation engine increasing user engagement and page views

Operations Supervisor

UPS Worldport

January 2011 - June 2014Louisville, KY

Managed 20 employees in world's largest package handling facility.

Supervised sort operations processing 1.6M packages nightly with 99.8% accuracy requirement
Implemented process improvements reducing sort time by 25% and saving $250K annually
Maintained safety compliance achieving 1,095 consecutive days without lost-time injury
Completed degree while working full-time nights through Earn and Learn Program

Technical Expertise

Comprehensive technology stack spanning modern web development, AI/ML platforms, cloud architecture, and enterprise tooling

Languages

JavaScript
TypeScript
Python
Java
PHP
SQL
HTML5
CSS3
GraphQL
REST

AI/ML & Emerging Technologies

OpenAI
Claude API
GitHub Copilot
Cursor
Windsurf
Google Gemini
Vertex AI
Azure AI
MCP
LangChain
Vector Databases

Frontend Technologies

React
Next.js
Angular
Vue.js
Redux
Webpack
Vite
Jest
Cypress
Playwright

Backend & Architecture

Node.js
Express
NestJS
Spring Boot
Microservices

Cloud & DevOps

AWS (EC2, S3, RDS, Lambda, CloudFront)
Google Cloud Platform
Kubernetes
Docker
Terraform
GitHub Actions
Jenkins
CI/CD

Data & Analytics

LaunchDarkly
Adobe Target
Adobe Analytics
Google Analytics
Segment
MongoDB
PostgreSQL
MySQL
Redis

Development Tools

Git
Jira
Rally
Confluence
Postman
Swagger
OpenAPI
Datadog
New Relic
Splunk

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:

Directed full-stack development of production case management system used by social workers, attorneys, and program participants
Won competitive Community Foundation Grant through technical proposal, selected from 116 nonprofit applicants
Architected complete platform migration from legacy system to modern React and Node.js stack, improving case worker productivity by 60%
Maintained AWS infrastructure including EC2, RDS, and S3, ensuring 99.9% uptime for mission-critical operations
Implemented CI/CD pipelines using GitHub Actions for safe deployments without service interruption

Impact Metrics

2000+
Volunteer Hours
8
Engineers Led
9+
Years Service
$200K+
Value Contributed

Technologies Used

ReactNode.jsAWSPostgreSQLGitHub ActionsDocker

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

Email

Phone

Location

Denver, CO

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.

Available for:

Executive Director roles
Technical leadership consulting
Enterprise architecture reviews
AI strategy consulting
Speaking engagements
Board advisory positions