Executive Summary

Enterprise Software Engineering Executive and CTO with 40+ years of experience leading cross-functional engineering organizations of up to 200+ professionals to design, scale, and deploy cloud-native SaaS solutions. Proven track record of spearheading massive digital transformations, driving multi-billion-dollar revenue growth, and architecting critical systems for premier organizations including NASA and Capital One. Expert in microservices, event-driven architectures, and implementing cutting-edge AI automation frameworks to drastically reduce operating overhead and accelerate deployment cycles.

Areas of Expertise

Enterprise SaaS & IaaSCloud Architecture (AWS, Azure, GCP)Software Engineering LeadershipEvent-Driven ArchitectureLarge-Scale Agile DevelopmentAI Automation & LLM IntegrationData Strategy & ObservabilityStrategic Roadmap ExecutionMulti-Million Dollar Budget Management

Professional Experience

Duck Creek Technologies

2023 – 2026

Director of Engineering

  • Scale & Leadership: Directed an engineering organization of 75+ developers focused on implementing complex network architectures for core enterprise software products.
  • SaaS Transformation: Built a specialized team of 18+ engineers to completely redesign legacy software applications into modern, true SaaS implementations utilizing Kubernetes, Kafka, Argo, Kargo, and MongoDB.
  • Efficiency Metrics: Streamlined cross-functional workflows to accelerate customer environment provisioning timelines from 3 months down to 2 weeks.
  • Performance Optimization: Achieved a 146X performance improvement in formal testing, slashing response latency from 14 seconds to 400 milliseconds while reducing projected operating costs by over $4MM annually.
  • AI Innovation: Drove team integration of Claude Code to elevate engineering quality and spearheaded development of proprietary AI agents to replace legacy coding dependencies.
  • CI/CD & Observability: Reduced system deployment windows from 2 weeks to 15 minutes while engineering comprehensive enterprise observability using Grafana dashboards and proactive health checks.
  • Incident Response: Commanded incident engineering response for critical SEV1 events via data-driven troubleshooting and control variable testing, interfacing directly with Executive Leadership Teams (ELT) for top-tier global clients.

CarMax

2018 – 2022

Director of Software Engineering

  • Revenue Growth: Led a 50+ person team delivering 20+ core software products that directly yielded $3BN+ in revenue growth.
  • Technical Roadmapping: Formulated the technical product strategy and architectural roadmaps for 10+ internal enterprise tools supporting a user base of 10,000+.
  • Architectural Innovation: Engineered parameter-driven, runtime module-loading software architectures, resulting in an organization-wide 50%+ baseline performance lift and specific application gains exceeding 200%.
  • Cross-Functional Alignment: Collaborated across 10+ cross-functional business units to identify, address, and capture over $100MN+ in previously unrealized opportunity costs.
  • Core Tech Stack: Leveraged C#, MSSQL, NuGet, and Azure web services within an Agile development framework.

Data Globe Group

2017 – 2018

Chief Technology Officer

  • AI Strategy: Initiated the development and technical execution of an AI-driven financial services platform that generated $1BN+ in revenue.
  • Scalable Infrastructure: Authored the engineering strategy and mobile/web roadmaps necessary to scale consumer applications to support 10MN+ active users.
  • Organizational Design: Structured, scale-built, and managed an engineering department exceeding 200+ developers, managers, and architects.
  • Capital Acquisition: Successfully pitched technical product capabilities to international investor syndicates, securing $10MN+ in early capital commitments.
  • Global Enterprise Pitches: Architected and presented a $5BN+ ARR technical framework targeted at the African continent for business magnate Carlos Slim, and designed a $2MN ARR engineering solution for a key German enterprise client.

Capital One

2015 – 2017

Senior Engineering Manager

  • Executive Solutions: Led a 100+ person engineering group developing strategic, high-visibility software portfolios valued at $50MN for CEO Richard Fairbanks.
  • Cost Containment: Architected high-performance systems that realized $30MN in immediate operational savings while driving a 12,000%+ increase in processing speed.
  • Robotic Process Automation (RPA): Directed a dedicated 30-engineer RPA task force to implement intelligent automation workflows, securing $15MM in recurring annual savings.
  • Talent Acquisition: Recruited, interviewed, onboarded, and mentored 30+ cross-functional engineers and technical leaders.
  • Reliability Engineering: Evangelized cutting-edge distributed architectures to minimize system downtime, bolster data integrity, and guarantee platform reliability.

Insignia Technology Services, LLC

2015

Deputy Program Manager

  • Program Management: Supervised a $12M federal program and a 75-person team comprising managers, developers, QA analysts, and project managers to deliver Identity and Access Management (IAM) software solutions for the Veterans Administration.
  • Strategic Staffing: Sourced and hired 40 niche technical experts, establishing a robust leadership pipeline by mentoring team leads to enhance delegation and project oversight.
  • Stakeholder Relations: Interfaced directly with Senior Executive Service (SES) leaders within the Veterans Administration to harmonize development velocity with federal compliance priorities.

Anthem

2012 – 2015

Technical Architect / Developer Lead

  • Enterprise Architecture: Overhauled a massive web services infrastructure supporting 500+ secure endpoints across Medicare and Medicaid operations, securing a $1BN+ business segment.
  • Telephony Automation: Designed and executed an automated Voice Response infrastructure capable of managing over 100M+ inbound customer interactions annually.
  • Technical Mentorship: Institutionalized modern design principles and Gang of Four (GoF) software patterns across engineering squads to boost code maintainability.

NASA, Langley Research Center

2010 – 2012

Software Development Manager

  • Federal Project Control: Led the architectural modernization of a critical financial accounting ecosystem tracking $2BN+ in federal assets, directly supporting the presidential directive to phase out the Space Shuttle program.
  • Process Engineering: Optimized fiscal year data rollover algorithms, generating $200K+ in direct engineering and operational savings.
  • Legacy Modernization: Orchestrated the extraction, transformation, and migration of 2,000,000+ legacy mainframe records into a highly secure, web-based ecosystem.

Tynken Interactive, Inc.

2002 – 2012

President

  • Startup Operations: Founded and scaled a proprietary LAMP-stack web content management solution (CMS) company.
  • Business Development: Negotiated and finalized over $1M in enterprise B2B software contracts.
  • Product Lifecycle Management: Directed the end-to-end product roadmap and P&L, executing three core software upgrades that drove a 200% surge in active users.

Early Career

  • Corning Inc. — Software Development Manager (Nov 2000 – Jun 2002)
  • Visionair, Inc. — Integration Technical Director (Mar 1993 – Nov 2000)
  • Energy Services, Inc. / Carolina Software / Piedmont Software — Software Developer (1987 – 1993)

Education & Credentials

  • Clemson University — B.S. in Computer Science
  • Private Pilot License (FAA Third-Class Medical Certified)

Technical Proficiencies

Cloud Platforms
AWS, Azure, Google Cloud Platform (GCP)
Core Systems & Architectures
SaaS, IaaS, Enterprise Software Architecture, Microservices, Event-Driven Architecture, REST APIs, SOAP, SOA, IAM, RPA, CI/CD pipelines
Orchestration & DevOps Tools
Kubernetes, Kafka, Argo, Kargo, Grafana, Splunk, Git, Jenkins, TeamCity, SVN
Languages
C#, Java, JavaScript, Node.js, PHP, Ruby, C++, C, SQL
Frameworks & Libraries
Next.js, React, GraphQL, Angular, jQuery, ASP.NET
Databases
SQL Server (MSSQL), MongoDB, MySQL, Oracle, SQLite, XML
AI & LLM Integration
Claude Code, GitHub Copilot, Grok, ChatGPT, OpenCV, FreeTTS

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