Joshua Phillips
Executive Engineering Leader (VP-track) β AI Transformation, Platform Modernization, Compounding Delivery Advantage
I transform painful releases into non-events, on-call firefighting into boring routines, and developer burnout into joy. 19 years building anti-fragile operating models across fintech, defense, healthcare, pharma, and enterprise SaaS that compress lead time by 90%+, survive leadership turnover, and compound week over week. At Capital One, delivered three mission-critical OKRs ahead of schedule while navigating 3 managers and SVP turnover; selected to lead the enterprise AI adoption pilot with governance and guardrails. Developed Agentic Engineering Workflow translating Deming's continuous improvement methodology into systematic rules, processes, and build controls for AI-assisted development.
P&L ownership across multiple organizations β’ $150M+ contract capture (95% close rate) β’ Board-level presentations β’ C-suite peer relationships
Open to VP Engineering/Director roles; limited fractional/interim advisory available.
Selected Enterprise Outcomes
Capital One β Anti-Fragile Transformation Through Organizational Chaos:
- 8 days β 3 hours: Production certification; 97.3% manual steps eliminated; reduced release risk and audit toil
- 2-3 weeks β ~1 hour: Infrastructure deployment; 93.8% pipeline runtime reduction; first ECS Fargate CAP CDK construct; eliminated 4,808 LOC duplicative templates
- 5 days β <3 hours: Production deployment; self-service environments; release frequency up; platform dependency down
- Enterprise AI pilot: Agentic Engineering Workflow with guardrails in regulated environment; Deming-based PDCA translated to AI rules, processes, and build controls
Excella β Business Development & Mission-Critical Federal:
- $100M+ contract capture: Engineering sales support and fulfillment leader; 95% close rate on $20M average deals through technical credibility and executive presentations
- US Navy fleet automation: 6-month engagement with daily CTO collaboration; <3 manual steps for fleet-wide IT infrastructure upgrades; national security stakes
Brivo β Global PaaS Transformation:
- 90% incident reduction: Drove strategy and execution; secured CTO/COO sponsorship; board presentation for EU expansion/GDPR compliance
- Weekly β multiple daily releases: De-risked global transformation through cross-functional alignment and systematic automation
5AM Solutions / Georgetown β Regulated Healthcare & Pharma:
- Pfizer Sunrise system: Global clinical trials platform; FDA 21 CFR Part 11, HIPAA, GxP; 75% MTTR reduction; hundreds of millions of users
- $2B+ research compliance: Georgetown cancer centers; weekly exec/dean/provost meetings; automated workflows freeing researchers for drug discovery
Core Competencies
Executive Leadership & Strategy
- P&L Ownership & Budget Management
- Executive Stakeholder Alignment (C-suite, Board)
- Contract Capture & Business Development ($150M+)
- Organizational Transformation & Change Management
- Strategic Planning & Roadmap Development
- Cross-Functional Team Leadership
Technical & Platform
- AI/ML Strategy & Enterprise Enablement
- Agentic Engineering Workflow (Deming's PDCA for AI)
- Continuous Delivery & DevOps Transformation
- Platform Engineering & Modernization
- Infrastructure as Code (AWS CDK, Terraform)
- CI/CD Architecture & Automation
Regulated Industry Expertise
- Financial Services (Capital One, AQR hedge fund)
- Defense & Federal (DoD, DHS, US Navy)
- Healthcare & Pharmaceuticals (Pfizer, BioRad, ASCO, Georgetown)
- Physical Security (Brivo global access control)
- Compliance: FDA 21 CFR Part 11, HIPAA, GxP, FedRAMP, SEC/FINRA
Business Impact Metrics
- 90%+ Cycle Time Reductions
- $150M+ Contract Capture
- Board-Level Strategy & Presentations
- P&L Management
- Anti-Fragile Transformation Models
- Enterprise-Scale Delivery
Professional Experience
Capital One | McLean, VA
Leading Platform Foundations, Continuous Delivery + AI Enablement, and Innovation teams for Modern Financial Core platform serving millions of customers across Card and Bank lines of business. P&L ownership with budget authority and headcount planning for three teams. Delivered three mission-critical OKRs ahead of schedule while navigating 3 direct managers and SVP-level turnover through anti-fragile operating model based on Deming's PDCA methodology.
AI/ML Enablement & Agentic Development:
Leading Enterprise AI Adoption Pilot for Financial Core Platform:
- Piloting agentic AI development across platform delivery teams using Windsurf planning mode and MCP servers for Modern Financial Core project
- Establishing enterprise controls and guardrails for safe AI-assisted development in regulated financial services environment
- Creating agentic engineering & specification-driven development and agentic guidelines based on systematic human-AI collaboration patterns proven through real production deployments
- Building AI feedback loops into CI/CD pipelines enabling autonomous issue resolution and accelerated delivery cycles
- Training teams on specification-driven development combining AI speed with enterprise quality standards
Continuous Delivery & Platform Modernization (3 Mission-Critical OKRs):
OKR 1: Production Certification Automation
8 days β 3 hours (62.5% reduction)
- Eliminated 60 of 149 manual deployment steps establishing automated release certification, pre/post-deployment validation, and event tracking
- Architected BOM (deployment automation tool) transforming it from pipeline orchestrator to comprehensive release validation and deployment automation platform
OKR 2: Infrastructure Deployment Acceleration
2-3 weeks β ~1 hour (93.81% reduction)
- Eliminated 4,808 lines of duplicative infrastructure code (99.95% reduction in bogiefile complexity) via templated CDK monorepo approach
- Led creation of first ECS Fargate CAP CDK construct at Capital One during pilot phase, accelerating company-wide adoption
OKR 3: Production Deployment Time Reduction
5 days β <3 hours
- Achieved through OKR 2's infrastructure automation
- Enabled self-service environment creation reducing dependency on platform teams and accelerating developer feedback cycles
Executive Leadership & Team Development:
- P&L ownership: Leading three teams (Platform Foundations, Continuous Delivery + AI Enablement, Innovation) with budget authority and headcount planning
- Executive alignment: Regular cross-functional collaboration with Card, Bank, and Financial Services LOBs; monthly presentations to 100+ developers and senior leadership
- Strategic initiative leadership: Selected to lead enterprise AI adoption pilot; establishing governance frameworks for regulated financial services
- Anti-fragile operating model: Maintained delivery through 3 managers and SVP turnover via 15-30 day value increments, self-service automation, and weekly visible value
- Team building: Bootstrapped two Platform Engineering teams; developed Principal Associate into team lead through strategic coaching
Recognition & Impact:
- Delivered 3 mission-critical OKRs ahead of schedule despite significant organizational turbulence
- Selected to lead enterprise AI pilot for platform delivery teams at Capital One Financial Core
- Featured at Enterprise Tech + AI Leadership Summit 2025 (led by Gene Kim) for EventFlow agentic development demonstration
- "Remarkable initiative and communication skills" - Former skip-level supervisor on presenting infrastructure achievements to senior leadership
- "Ahead of schedule due to exceptional people leadership" - Product peer on PFC deployment automation OKR
Brivo | Bethesda, MD
Led global PaaS transformation for physical security access control platform serving enterprise customers worldwide. Regular collaboration with CTO and COO on mission-critical initiatives including GDPR compliance, AI adoption, operational excellence, and software delivery automation. Presented to board on EU expansion/GDPR compliance project.
Executive-Level Strategic Initiatives:
- Drove global PaaS transformation strategy from concept through execution: Gathered requirements across product, operations, engineering, security, and executives; presented quantified risk-based business case to CTO/COO securing sponsorship
- Board presentation: Delivered on EU expansion/GDPR complianceβnovel infrastructure deployment with no prior documentation; coordinated cross-functional teams; delivered on time and on budget
- 90% reduction in critical production incidents: Transformed on-call from firefighting to predictable operations; accelerated releases from weekly to multiple times daily
- Pioneered AI adoption strategy: Early adopter of AI-assisted development; established governance frameworks adopted organization-wide
Excella | Arlington, VA
P&L ownership for services capability with budget, forecasting, and financial performance reporting. Managed architects and delivery teams across Fortune 500 and federal defense accounts. Led organizational capability areas overseeing hiring, mentorship, training, and execution.
Contract Capture & Business Development:
- Engineering sales support and fulfillment leader: Closed $100M+ in contracts (95% close rate on qualified opportunities) at $20M average deal size
- Technical closer: Provided technical credibility, feasibility validation, and delivery strategy that sealed deals
- Executive presentations to prospects: Led Tech Challenges (live demonstrations), POCs, and RFP responses
Mission-Critical Federal & Defense:
- US Navy fleet automation: 6-month engagement with daily CTO collaboration; automated technical configuration system for entire naval fleet (<3 manual steps); national security stakes; classified environment
- Pioneered continuous delivery for DoD/DHS: First company to bring CD to mission-critical defense and homeland security systems; navigated FedRAMP, NIST, DoD standards
Stelligent | Arlington, VA
Contract Capture: $10M. Engaged with CTO/CEO on strategic alignment for Fortune 500 and financial services clients.
High-Stakes Financial Services:
- AQR Capital Management: Built data science pipelines on AWS ECS Batch for $1 trillion+ hedge fund quant platform; enabled expansion to smaller funds; SEC, FINRA, CFTC, FERC regulations
- PayPal/Swift: Designed cross-account AMI publication infrastructure; scaled payment systems across multi-region AWS; failure = revenue loss, trust erosion, legal penalties
5AM Solutions | Rockville, MD
Executive engagement: Reported to VP Engineering; CEO skip-level with regular meetings supporting executive alignment, customer support, account management, and contract capture ($5M).
Regulated Healthcare & Pharmaceuticals:
- Pfizer Sunrise system: Global clinical trial management platform (microservices on AWS ECSβearly adoption); FDA 21 CFR Part 11, HIPAA, GxP compliance; 75% MTTR reduction; served hundreds of millions of users; stakes = drug development timelines, patient safety, FDA approvals
- BioRad, American Society of Clinical Oncologists (ASCO): Clinical trials, genomics, drug discovery systems
- HIPAA-compliant AWS infrastructure: Built foundation for biotech Fortune 500 clients; PHI/PII handling, audit requirements, regulatory compliance
Georgetown University | Washington DC
Various Roles | 2006 β 2015
Lombard Cancer Center, Reusch Cancer Center, Bioinformatics Shared Resource, Office of Research Technologies
Executive Engagement:
- $2B+ research compliance system: Weekly meetings with CIO, CTO, provosts, deans, senior leaders
- Led requirements capture, architecture, vendor management for clinical trials and research regulatory systems
Mission-Critical Healthcare:
- Automated clinical trial management workflows for $2B+ in research projects
- First mobile app for clinical trial management
- Patient safety monitoring system; automated reporting to oncologists and research executives
Additional:
- Adjunct Professor (2019-2021) - Developed and taught inaugural DevOps curriculum (CI/CD, OWASP security, DORA metrics, organizational transformation)
Featured Project: EventFlow
Conference Agenda Management App | Live Demo | GitHub
Personal side project demonstrating Agentic Engineering Workflow methodology. Built production-ready mobile app in 36 hours using systematic AI-assisted development:
- Tech Stack: Flutter, Material 3, Provider pattern, GitHub Actions CI/CD
- Quality: 17+ comprehensive tests, zero security vulnerabilities (DryRun Security verified)
- Automation: Complete CI/CD pipeline with agent feedback loops for autonomous issue resolution
- Recognition: Featured app at Enterprise Tech + AI Leadership Summit 2025 led by Gene Kim
Technical Skills
AI/ML & Development
- Agentic AI Development & Enterprise Adoption Strategy
- AI Agent Workflow Design & Guardrail Architecture
- Windsurf Planning Mode & MCP Server Integration
- Specification-Driven Development (agentic engineering & specification-driven development)
- CI Feedback Loop Architecture for AI Agents
- Enterprise AI Controls & Compliance Frameworks
Infrastructure & DevOps
- AWS CDK, Terraform, CloudFormation
- ECS Fargate, Lambda, Route 53, IAM
- GitHub Actions, Jenkins, Bogie Pipelines
- Docker, Kubernetes
- Observability & Monitoring (CloudWatch, Datadog)
Programming & Frameworks
- Python, TypeScript/JavaScript, Dart/Flutter
- Node.js, React, Go
- Mobile Development (iOS, Android, Cross-platform)
Methodologies
- Continuous Delivery & DevOps
- Behavior-Driven Development (BDD)
- Agile/Scrum, Lean Software Development
- PDCA (Plan-Do-Check-Act) Cycle
Education
- Master of Science in Bioinformatics - Georgetown University School of Medicine
- Bachelor of Science in Biological Science - Muhlenberg College
Speaking & Recognition
- Enterprise Tech + AI Leadership Summit (ETLS) 2025 - Built featured app (EventFlow) demonstrating agentic development methodology at summit led by Gene Kim
- Internal Capital One presentations on AI enablement, CDK automation, and continuous delivery transformation
- Monthly PFC Platform & Testing Tower Roadshow presenter on deployment automation and infrastructure achievements
Publications & Open Source
- EventFlow - Open-source conference management app demonstrating agentic AI development (github.com/Josh-thephillipsequation/Eventflow)
- CAP CDK Fargate Construct - First ECS Fargate construct contribution to Capital One's infrastructure library
- Turbo Pipeline Orchestration - Maintaining adopted tooling from Capital One innersource
- Upcoming: "Agent-Driven Development in the Enterprise: A Playbook" - Practical guide for systematic AI-assisted development
Advisory and Fractional Leadership
Full-Time Executive Roles:
- VP Engineering / Director of Engineering positions
- Platform Modernization & AI Transformation leadership
- High-growth or turnaround scenarios requiring anti-fragile operating models
- Organizations needing transformation from release anxiety and on-call burnout to joyful, high-velocity delivery
Fractional/Interim Leadership (2 slots available this quarter):
- AI/ML Enablement Strategy - Enterprise adoption roadmaps with governance frameworks; velocity + compliance paradox resolution
- Platform Transformation - Turn weeks-long deployments into automated non-events through systematic CD transformation
- Executive Advisory - Operating model design for compounding delivery advantage in regulated environments; P&L optimization for engineering organizations