Learn beside the experts.
Shadow mode let the agent run alongside payroll specialists before handling live payroll. Their judgment helped reveal where the system needed to improve.
Cassie and I are raising Bella, Abbi, and Aidan in Rochester. Three kids, different interests, and usually another project or trip taking shape.
A little of our life together. A little of what I build.
Glad you found your way here.
There’s more than one story in this family. Cassie’s work in education. The kids finding their own interests. The things we build, the places we go, and the days in between.
This is a place to keep a little of all of it.
The lake. Scouting. A ’74 Javelin that keeps me working on a very different kind of system. And a game for Aidan that turned into a project of its own.
The 1974 AMC Javelin was my dad’s car. We started restoring it together, and we were putting the engine in when he passed away.
I finished it with my close friends Alfie and Marcus. We did all the work ourselves, figured it all out, and got it running.
The 1968 Ford F-250 beside it is Cassie’s. That one is a future project, for Bella and me to take on together.
A fantasy math adventure I built for Aidan.
Play the game ↗Different interests. Different next steps. Plenty to celebrate together.
Cassie's work as an owner and curriculum developer has its own place in our story. Grace in the Disarray brings her ideas into educational resources for others.
Explore Cassie's resources ↗College applications and a big next chapter. Bella is exploring engineering, with a particular interest in aerospace. The school decision is still ahead.
Abbi is exploring law and diplomacy, including the Supreme Court & My Hometown program.
A new school chapter, Scouting, basketball, and a learning game we built together.
Managing Director, Engineering and Technology at Paychex, and a member of the Executive Committee. A responsibility that spans the teams who build, operate, secure, and modernize the company's technology.
Read the professional biography ↗Named to Workforce's 2019 Game Changers class.
Read the announcement ↗The day Aidan officially became a Wilson, surrounded by the people who supported us.
Recognized with the Technology Leader Award at Digital Rochester's GREAT Awards.
Read the award coverage ↗Part of Rochester Business Journal's 2015 class of Forty Under 40.
Read the class profile ↗My path into technology started with a real machine and a problem that mattered.
That curiosity grew into work across cloud platforms, security, engineering, and the systems people depend on every day.
The scale has changed. The questions still interest me: how does this work, where does it break, and how can we make it better?
The work / Paychex
I lead engineering and technology at Paychex. One of the stories I'm proud to share is how our teams brought agentic AI into payroll, with Bain and OpenAI.
Bain & CompanyIn conversation
WinningGreg and I talk about the hard parts: learning alongside payroll specialists, building confidence before going live, and bringing the whole system into production.
The point is better service. Less waiting for clients, and more time for the people who help them.
Watch Bain's introduction on LinkedInShadow mode let the agent run alongside payroll specialists before handling live payroll. Their judgment helped reveal where the system needed to improve.
The production pipeline demanded as much attention as tuning the AI. Reliability came from the surrounding engineering and repeated learning.
Explore the documented workflow, the engineering behind it, and the outcomes in Bain’s case study.
Read the case study ↗
A question, an idea, or something worth comparing notes on?
I’d be glad to hear from you.
THE FAMILY ALBUM / JULY 2026
The Netherlands, Germany, and France. A few moments from the trip.
THE FAMILY ALBUM / FEBRUARY 2025
Punta Cana. A few moments from our February trip.