Macedon Technologies (was Defiance Digital)

04/2020 -> Present

Chief Cloud Architect & DevOps Leader - Drive digital transformation initiatives for portfolio companies, delivering enterprise-scale cloud solutions.

• Architected serverless solutions processing 10M+ daily transactions across AWS Lambda, DynamoDB, and API Gateway. Led implementation of cost-optimized microservices reducing infrastructure costs by 60% while improving performance 3x.
• Transformed CI/CD operations for 15+ client teams, implementing Docker-based build systems that reduced developer onboarding from 2 weeks to 2 hours. Built automated deployment pipelines using GitHub Actions and AWS CodePipeline, increasing deployment frequency by 400%.
• Engineered end-to-end workflow automation spanning GitHub Actions, AWS CodePipeline, and CodeBuild for build, test, and release, orchestrated complex multi-step processes with AWS Step Functions, and wired Slack integrations for real-time notifications, approvals, and ChatOps. Eliminated thousands of hours of manual toil and standardized delivery across teams.
• Introduced AI tooling across engineering - integrated AI-assisted coding, code review, and documentation into daily developer workflows, accelerating delivery cycles while increasing consistency and reliability. Established practices and guardrails for safe, effective adoption across teams.
• Accelerated infrastructure-as-code with AI - used agentic coding tools to generate and refactor CloudFormation templates and AWS CDK constructs, cutting authoring time for complex stacks while improving consistency and reviewability across teams.
• Automated AWS operations and analysis with AI - built AI-assisted scripts for maintaining production AWS systems and for ad-hoc data analysis, turning multi-hour manual investigations into repeatable, minutes-long workflows.
• Built an MCP server and AI usage observability - developed a Model Context Protocol (MCP) server to expose internal tooling to AI agents, and instrumented OpenTelemetry monitoring of AI usage to track adoption, cost, and effectiveness across engineering.
• Instrumented production observability with Datadog - implemented APM distributed tracing, RUM session monitoring, and custom metrics across production applications, giving teams end-to-end visibility into performance, errors, and real user experience.
• Accelerated development velocity by modernizing SDLC processes across multiple organizations. Introduced automated code reviews, testing frameworks, and rapid feedback loops, reducing bug detection time from weeks to hours.
• Built intelligent automation tools including Slack-integrated infrastructure management bots enabling self-service environment provisioning, secrets management, and deployment workflows. Reduced ops tickets by 80%.
• Led cloud migrations for enterprise clients, moving legacy on-premise systems to AWS with zero downtime. Achieved 50-70% cost reduction while building elastic, auto-scaling architectures supporting 10x traffic growth.

Four Little Dogs, LLC

09/2014 -> Present

Founder & Principal Consultant - AWS training specialist and full-stack application developer serving enterprise clients and local businesses.

• Enterprise AWS CDK Training - Delivered specialized workshops to 50+ development teams, accelerating cloud adoption and reducing infrastructure provisioning time by 75%.
• Tri Lakes Artists Platform - Built comprehensive artist directory serving 200+ local artists with integrated portfolio management and discovery features.
• TownHall.mobi - Developed location-based community messaging platform with real-time notifications and geofenced content delivery.
• PotTerre.com E-commerce - Created artist portfolio and sales platform with integrated payment processing and inventory management.
• Agentic Game Development - Designed and shipped numerous games built with agentic coding tools (Claude Code, Kiro, Cursor), exploring AI-driven development workflows from prototype to playable release.
• Claude Skills & Spec-Driven Development - Authored reusable Claude skills and practiced spec-driven development with OpenSpec, codifying repeatable, reviewable workflows for building software with AI agents.
• Personal-Project Observability - Instrumented personal TypeScript and Rust applications with Datadog APM traces, RUM sessions, and custom metrics for production-grade visibility into performance and usage.

(Auto Manufacturer) (as a contractor)

04/2019 -> 02/2020

Senior DevOps Engineer & Platform Architect - Led enterprise-scale Kubernetes deployment operations and AWS infrastructure for major automotive manufacturer.

• Managed mission-critical deployment platform supporting 200+ microservices across 2 engineering teams. Orchestrated Kubernetes-based Jenkins infrastructure ensuring 99.9% uptime for production deployments.
• Architected multi-environment AWS infrastructure using Infrastructure as Code (CloudFormation + CDK), managing deployments across 7 distinct environments serving millions of automotive customers globally.
• Implemented enterprise secrets management using AWS Secrets Manager, establishing security best practices and automated rotation policies for sensitive application data.
• Led microservices transformation initiatives - trained 50+ developers on Kubernetes deployment patterns, container orchestration, and cloud-native architecture principles.

Rackspace US, inc.

05/2017 -> 02/2019

Senior Application Developer & Platform Engineer - Evolved from full-stack development to Infrastructure as Code specialist, creating standardized deployment solutions for enterprise customers.

• FAWS Tracker Platform - Architected serverless onboarding system processing 1,000+ employee workflows monthly using AWS Lambda, DynamoDB, and event-driven architecture patterns.
• Cloud Tracker Enterprise Rewrite - Led complete platform redesign supporting multiple business units. Built scalable ECS-based architecture with Aurora backend, reducing deployment complexity by 60% while improving performance 4x.
• Multi-Cloud Infrastructure Automation - Created comprehensive AWS/Azure Terraform module library enabling rapid customer environment provisioning. Reduced environment setup time from weeks to hours across 100+ customer deployments.

Starz Inc (as a contractor)

02/2016 -> 05/2017

Senior Full-Stack Developer & Media Platform Specialist - Built high-performance content management and streaming platforms for premium entertainment network.

• Media Room Platform - Architected secure content portal serving 500+ press members with streaming video, digital assets, and behind-the-scenes content. Implemented automated video transcoding pipeline reducing content publishing time by 80%.
• Screening Room Modernization - Led complete platform migration from legacy .NET to modern MEAN stack in 8 weeks, improving performance 5x while adding real-time analytics for pre-release content screening.
• API Monitoring & Testing Automation - Built comprehensive API testing framework using NodeJS and Docker, providing 24/7 automated monitoring of critical authentication services.
• Starz.com Video Player Optimization - Collaborated with third-party vendors to resolve video playback issues, improving viewer experience and reducing support tickets by 40%.

ShowPitch, LLC.

03/2014 -> 02/2016

Backend Development Lead - Architected high-performance API platform using ASP.NET MVC Web API and MongoDB, leading development team in creating scalable content management solutions.