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Will Redington

Technical Architect · AI Integration & Systems Design

Building AI-native systems,from infrastructure to interface.

I'm Will Redington — a Technical Architect with a decade of full-stack experience across aerospace, healthcare, and SaaS. I design and ship cloud-native systems from infrastructure to frontend, with a growing focus on practical AI integration: LLM-powered products, agentic workflows, and semantic search pipelines.

About

What I do

I'm a Technical Architect with a decade of full-stack engineering experience across aerospace, healthcare, and SaaS. I specialize in designing and shipping cloud-native systems — from infrastructure to frontend — with a growing focus on practical AI integration. I take a pragmatic approach to AI adoption, integrating it where it creates genuine value rather than for its own sake, and I thrive where the work demands both technical depth and business impact.

Pragmatic AI integration
LLM-powered products, agentic workflows, and semantic search — added where they create genuine value, not for novelty.
Cloud-native architecture
From AWS CDK infrastructure to serverless pipelines and Kubernetes — systems designed to hold up across their whole lifecycle.
Depth with business impact
Comfortable across application, cloud, DevOps, and data, and focused on the outcomes the business actually needs.

B.S. Information Science & Technology · Penn State University · 2011–2015

Skills

Tools & technologies

AI systems & workflows

Azure Bot FrameworkLangChainVercel AI SDKLangfuseAgentic pipelinesRAG & semantic searchVector storesLLM observability

Cloud & platform engineering

AzureAWSTerraformAWS CDKKubernetesOpenShiftCI/CDObservability

Integrations & data

API designEvent-driven systemsPostgreSQL + pgvectorETL pipelinesFHIR

Languages & Frameworks

TypeScriptNode.jsPythonJavaGolangNext.jsReactAngularFastifySpringFastAPI

Experience

Career timeline

  1. Technical Architect · Livefront

    2025 — Present
    • Architected an AI-powered oncology patient triage system using Azure Bot Framework and OpenAI, enabling physicians to evaluate patient symptoms through a conversational interface.
    • Built internal and client-facing DevOps tooling that unified Jira, GitHub, and CI systems into a single workflow platform.
    • Lead architect for medical pricing operations services, owning a significant portion of the system and leveraging Claude Code and Cursor as primary agentic coding tools.
    • Developed and taught an internal course on AI SDKs and tooling, upskilling the engineering team on practical LLM integration.
  2. Technical Architect · Freya Systems

    2023 — 2024
    • Led architecture and system design for aircraft maintenance and supply chain applications across AWS, Azure, and OpenShift.
    • Built DevOps pipelines using Jenkins, Spring Batch, Hadoop, and Spark; designed and implemented custom ETLs across distributed data sources.
    • Designed APIs and backend services in Spring; delivered frontends in React and Angular.
    • Mentored a team of 5 developers through biweekly knowledge transfers focused on DevOps and cloud engineering.
  3. Senior Software Engineer (Contract) · ComplyAuto

    2022 — 2023
    • Independently built environmental compliance features across a Fastify / GraphQL / React stack.
  4. Software Engineer II · 98point6

    2021 — 2022
    • Designed and implemented a serverless electronic prescription system using AWS CDK, Lambda, Step Functions, SQS, and DynamoDB — migrating physicians from manual call-in workflows to a fully digital FHIR-compliant system.
    • Structured complex clinical workflows as composable Lambda and Step Functions pipelines, with a heavy focus on serverless architecture patterns.
  5. Senior Software Engineer · Freya Systems

    2019 — 2021
    • Developed aircraft fleet management software in Java and Spring; collaborated with data scientists to integrate analytical models into production systems.
  6. Software Engineer · The Boeing Company

    2016 — 2019
    • Built analytics and reporting tools for military aircraft mechanical health monitoring; developed ETL pipelines using Java, Python, Spring Batch, Hadoop, and Spark.

Case Studies

Selected work

Five deeper looks at systems I designed and shipped — a review companion for coding agents, a tool that measures whether an agent did what you asked, an AI content-ingestion platform, a private cloud migration, and a serverless healthcare product.

012026Open source

A review companion that keeps you reading what a coding agent changes

Every file a coding agent touches, tracked against a baseline in git and reviewed as the session runs — without ever making the agent wait on you. — Turnstile is the client the agent talks to. It runs the agent in your own checkout, derives the changed-file list by diffing against a baseline written into git, and reviews each file when a turn ends. You read whole files, note the lines that matter, and send those notes when you're ready.

TypeScriptBunClaude Agent SDKReact 19CodeMirror 6Tauri 2Rustgit plumbingVercel AI SDKOpenRouterZodOpenTelemetryGrafana / Tempo / PrometheusBiome
022026Open source

Measuring whether a coding agent did what you asked, not just what it cost

Every task you gave Claude Code, followed from the first ask to how it ended — rounds of work, corrections, effort, and outcome — reconstructed from the session transcripts it already writes. — cc-intent reads Claude Code's own transcripts for a repository, works out each task you asked for, and tracks it through the session. A small typed model answers narrow questions about each message; plain code turns those answers into task state; a local web report shows where the rework went, and an on-demand multi-agent analysis explains the longest tasks.

PythonTypeSafe (System One)Claude Agent SDKFastAPIReact 19TanStack Table / QueryViteOpenRouterSQLiteuvDocker
032025—2026

A personalized learning platform that turns what you read into a queryable knowledge base

An AI ingestion pipeline turns ad-hoc web reading into a structured, searchable knowledge base — extracting knowledge with LLMs, auto-organizing it by topic through vector similarity, and answering questions with a retrieval-augmented chatbot grounded in everything you've saved. — A full-stack AI platform where users capture content through a browser extension, a Step Functions pipeline extracts structured knowledge with LLMs, vector similarity auto-organizes it into topics, and a retrieval-augmented chatbot answers questions over your library — all backed by hybrid semantic search on Postgres + pgvector.

AWS CDKTerraformStep FunctionsAPI GatewayWebSocketsEventBridgeNext.jstRPCDrizzle + PostgreSQLpgvectorRedisVercel AI SDKOpenRouterBetter AuthStripe
04Freya Systems · 2023–2024

Lifting a DevOps pipeline into a private, VPN-gated AWS footprint

A private EKS cluster, Jenkins pipeline, and VPN-gated access — all defined in code and reproducible from scratch. — Migrated a team's ad-hoc build and deploy infrastructure onto a fully private AWS footprint: a private EKS cluster, Jenkins on EC2, AWS Client VPN for access, hardened networking, and a CDK + CloudFormation + Ansible toolchain that can recreate the whole environment from source.

AWS CDKCloudFormationAnsibleEKSJenkinsAWS Client VPNECRVPC NetworkingIAMSecrets ManagerCloudWatch
0598point6 · 2021–2022

Moving a telehealth clinic off phone-call prescriptions

Replaced manual phone-in prescriptions with a serverless electronic-prescription system that improved physician throughput by orders of magnitude. — Designed and shipped the serverless backend that moved clinicians from calling pharmacies by hand to issuing electronic prescriptions through a FHIR-based workflow — with idempotency, durable state, and audit guarantees fit for a healthcare platform.

AWS CDKTypeScriptLambdaStep FunctionsDynamoDBSQSAPI GatewayFHIRCloudWatch

Other work

Worth mentioning

  • Aircraft Data ETL Pipeline

    Ingested complex military-aircraft telemetry from disparate sources into a unified analytics layer.

    JavaPythonSpring BatchHadoopSpark
  • Developer Mentorship & Training

    Built template projects, code-review standards, and training programs that raised the floor for multiple engineering teams.

    MentorshipProcessStandards

Contact

Get in touch

Happy to talk about AI integration, cloud architecture, or remote architect roles where I can pair technical depth with real business impact.