Experience·5 roles·2009 → present

Work

Fifteen years across five roles. The deep case studies, with metrics, diagrams, and architectural decisions, live on Caskey Engineering.

AmazonSenior Software Engineer
Jun 2022 – Present
  • 500,000 automated actions a day
  • 3 million monitors

Architected a workflow orchestration platform built safe by default: validation guardrails run before every automated change, and a spec-as-code system gives AI coding agents curated context instead of raw access. It runs 500,000 automated actions a day across Amazon's fleet. I also own the monitoring platform underneath it, which keeps 3 million monitors standardized across 2,750+ application stages.

Case study on Caskey Engineering →
(opens Caskey Engineering)
Prudential FinancialRemote Access SRE → Senior Remote Access SRE
Apr 2013 – Jun 2022
  • 200,000+ administrative actions
  • 60,000 corporate users

Built the MFA self-service portal used over 18,000 times in six languages, automated 200,000+ administrative actions, and kept the VPN running for 60,000 corporate users through the early months of COVID.

Case study on Caskey Engineering →
(opens Caskey Engineering)
Workforce Opportunity ServicesConsultant
2011 – 2013

Launched my technology career as a WOS consultant, rapidly learning enterprise IT environments and contributing to Prudential's remote access platform operations.

Caskey Coding, LLCOwner, operator
Feb 2015 – May 2018
  • ten sites
  • clicks from 2 to 52

Ran a New Jersey WordPress shop. Delivered ten sites for small businesses and community organizations. SEO work for The Drain Guys took monthly organic clicks from 2 to 52 in six months.

NJ Army National GuardMilitary Police Officer, 50th Brigade Special Troops Battalion
Jul 2009 – Jun 2015
  • 241,000 gallons of FEMA fuel

Reached senior Specialist rank. Activated for 2012 Superstorm Sandy recovery, assigned to safeguard and distribute 241,000 gallons of FEMA fuel for nearly a month.

Projects

Selected builds

A selection of what I build on my own time, on the same stack I use at work. Each links to the live tool, the writeup, or the playground on Caskey Engineering. The finance work is engineering, not investment advice.

Everything above, and several things that are not, lives in full on Caskey Engineering.