SW

stewart wilson

Available to hire

I’m a senior software engineer with 12 years of experience building full-stack Python products—primarily with Django, Flask, FastAPI, and React—backed by deep PostgreSQL data modeling for high-traffic REST APIs.

About

I’m a senior software engineer with 12 years of experience building full-stack Python products—primarily with Django, Flask, FastAPI, and React—backed by deep PostgreSQL data modeling for high-traffic REST APIs. I’ve focused on shipping production systems that are reliable, secure, and measurable, including work on authentication, API design, background jobs, and performance tuning.

Recently, I’ve integrated LLM APIs and AI agents into production features, building RAG over internal document sets and enabling tool-calling against live application data. I also deliver infrastructure and release processes using Docker and Kubernetes on AWS, with CI/CD, production monitoring, and evaluation harnesses to keep AI outputs accurate before release—while mentoring engineers and partnering with product, actuarial, and compliance stakeholders to turn ambiguity into shipped systems.

  • 11 years' experience
  • Joined October 2026

Industry experience

  • Financial Services
  • Software & Internet

Work experience· 4 roles

Senior Software Engineer · Progressive InsuranceSep 2020 – Present · 6 yrs 3 mos

Designed and shipped Python services orchestrating AI agents for insurance intake, wiring LLM APIs and tool-calling to Django endpoints so agents read and update policy data through guarded, auditable calls. Led full-stack delivery of a Django/React policy-servicing application, owning PostgreSQL schema, migrations, and query tuning to maintain steady response times as datasets grew. Built a RAG pipeline over internal underwriting guidelines and records using PostgreSQL vector storage and embedding search to provide grounded citations and reduce manual document lookups. Containerized services with Docker and deployed on Kubernetes in AWS, standardizing health checks, resource limits, and rollout strategies. Automated releases with CI/CD pipelines (unit, integration, contract tests) and added structured logging, tracing, and alerting. Evaluated AI outputs against curated test sets and improved prompts, validation, and fallback behavior before releases, while mentoring engineers and par

Software Engineer · Matrix Pointe SoftwareNov 2019 – Aug 2020 · 10 mos

Extended a Django case-management platform for justice agencies by adding REST endpoints for case intake, document handling, and status tracking consumed by a React interface. Shipped React screens for case search and disposition tracking, replacing server-rendered paging workflows. Modeled case and party relationships in PostgreSQL, authored migrations, and built composite indexes to keep reporting queries responsive as case data accumulated. Standardized the application stack on Docker and aligned CI/CD so builds, migrations, and tests behaved consistently locally and on shared test servers. Expanded test automation with Pytest, growing regression coverage for case submissions and notification flows to more than 100 repeatable tests, collaborating with court clerks and product owners to clarify requirements and document resulting data rules.

Software Engineer II · AmTrust Financial Services, Inc.May 2014 – Feb 2017 · 2 yrs 10 mos

Engineered Python services on Django for policy and billing workflows, exposing REST APIs to internal claims tools and partner brokers for submitting and retrieving policy information. Authored normalized PostgreSQL schemas for policy, premium, and payment records across four business lines, writing migrations to keep month-end reporting consistent. Implemented batch jobs and ETL routines moving premium and claims data between policy administration systems and an enterprise data warehouse on an overnight schedule. Wrote automated unit and integration tests for billing calculations and protected rating and proration logic previously verified manually. Streamlined builds and deployments with Jenkins and CI/CD scripts, replacing manual file copy steps and reducing time from merged change to tested build. Overhauled JavaScript reporting screens and continued enhancements in React from 2016 onward to support underwriting filters and export options.

Software EngineerJan 2012 – Feb 2014 · 2 yrs 2 mos

Education

Bachelor's Degree in Mathematics · Kent State University2030 – 2026
Associate Degree in Computer Science Engineering · Lorain County Community College2030 – 2026

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