About

The story behind the systems

I got into technology the unglamorous way: answering phones. In 1996 I was supervising an 8-person phone-support team at WinBook Computer Corporation, troubleshooting hardware and software issues with a customer on the line and no remote tools to see what they were seeing. You learn to ask good questions fast, or you don't last.

Almost thirty years later, I'm still doing the same core job — helping people who are having a bad day with their technology — just at a very different scale. What's changed is how much of the repeatable work I can hand off to a script, a knowledge base article, or, more recently, an AI-assisted workflow, so my team can spend their time on the problems that actually need a human brain.

What motivates me is watching a lean team outperform its headcount. At W.W. Williams, three of us support roughly 1,500 people — that only works because I obsess over process redesign, automation, and documentation instead of just asking people to work harder. I built a PowerShell automation suite because manual Active Directory and license admin was eating hours we didn't have. I built ticket trend analysis because "we keep seeing this issue" isn't a plan, it's a feeling — and feelings don't fix root causes. Data does.

I'm genuinely energized by new technology, especially when it's early enough that most teams haven't figured out how to use it well yet. That's where I try to be useful — not just adopting a tool, but figuring out the training and workflow changes that make it actually stick. I did that with enterprise AI tools at work, and I do the same thing at home, where my personal homelab (and my own AI ops assistant, Zap) is a permanent testbed for "does this actually save time, or is it just interesting?"

J.J. Smiley presenting an IT service delivery framework to his team

Automate the repeatable, document the rest, and build a team that outperforms its staffing numbers.

— management philosophy, in one line
Fast facts
  • 📍 Columbus, OH
  • 🕰️ 25+ years in IT, all of it in support & operations leadership
  • 🧰 PowerShell, Bash, and increasingly Python
  • 🏠 Runs a full Proxmox / UniFi / Tailscale homelab, on-call for exactly no one but himself
  • 🤖 Built and deployed a personal AI ops assistant (Zap, on Vellum)
What I Believe

Four things that show up in everything I build

I like the puzzle, not just the fix

A closed ticket is fine. Finding the root cause behind fifty closed tickets is the part that actually keeps me interested — that's what the trend-analysis and Pareto work at W.W. Williams was really about.

My job is to make my team look good

Every metric on this site — MTTR, CSAT, throughput — is a team result, not a solo one. My management philosophy is simple: remove friction, coach hard, and get out of the way.

Automate first, escalate second

If a task repeats, it becomes a script before it becomes a habit. PowerShell and Bash aren't hobbies for me — they're how a 3-person team supports 1,500 people without burning out.

New tools get tested at home first

I don't wait for a vendor whitepaper to tell me if something's useful. My homelab — and my personal AI assistant, Zap — is where I stress-test ideas like AI-assisted ops before I bring them to work.

Career Timeline

From phone support to running the desk

Milestones, roughly in order — the full breakdown lives on the résumé page.

1995

Started in Communications TechnologyThe Ohio State University

Began coursework in communications technology — the first formal step toward a career that didn't really exist yet as "IT" in most job postings.

1996

Technical Support SupervisorWinBook Computer Corporation

First leadership role — supervising an 8-person phone-support team, years before ITIL, ITSM platforms, or Slack existed. Troubleshooting over the phone with no remote tools teaches you patience fast.

1999

Desktop AnalystL Brands

Eight years supporting enterprise users in a large-scale retail environment — where I first started building repeatable imaging and deployment processes instead of doing each machine by hand.

2008

Service Desk ManagerHighlights for Children

Nearly a decade leading a mixed Mac/Windows support team, and the start of using Bash and PowerShell to automate away the most repetitive parts of the job — including a device imaging redesign that gave the team 350+ hours a year back.

2008

ITIL Foundation Certified

Formalized the process-thinking I'd already been doing intuitively — incident, problem, and change management as a system, not a checklist.

2019

Help Desk SupervisorCASTO Management Services

Supervised a 3-state team and rebuilt the knowledge base from scratch, proving that documentation is itself a force multiplier for resolution speed.

2022

IT Service Desk ManagerW.W. Williams

Took on a 3-person team supporting ~1,500 users — and leaned hard into automation and AI to close the gap between headcount and workload.

2024

Built an AI-assisted support chatbot

Trained a chatbot prototype on real ticket history and knowledge base content to handle the questions that shouldn't need a human, freeing the team for the ones that do.

2025

Led enterprise AI adoption

Rolled Claude Enterprise into daily Service Desk operations and trained the team on prompting for troubleshooting, documentation, and ticket summarization.

2026

GrandMasterJ.com homelab — meet Zap

Stood up a full home infrastructure stack — Proxmox, UniFi, Tailscale, Netdata — and brought the same AI-adoption philosophy home by deploying Zap, a personal AI ops assistant, to help run and document it.