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Jack Hughes

About

About Jack Hughes

Jack Hughes is the co-founder of Parent Tech Support and builds AI agent systems that do marketing and authority work for service businesses. He runs the brand and authority operation for Sterling Lawyers, a Wisconsin family-law firm, and is building the Family Law Leaderboard. He studies business and Great Books at the University of Northwestern – St. Paul and lives in Oconomowoc, Wisconsin.

Jack Hughes portrait

I was the kid your parental controls were built for.

Growing up in Oconomowoc, my older brother and I treated every device restriction as a puzzle. Filters, screen-time limits, app blocks, passwords — we found the back door on all of it, and our parents had no idea. Eventually it all came crashing down.

A car detailing business that didn't work.

Summer 2022, a friend and I started Ocon Detailing. We barely broke even and eventually shut it down. It taught me more than it earned: how to talk to customers, how to price something, and how much of business is just showing up on the days you don’t want to.

Parent Tech Support.

I took the technical knowledge from being the problem and the operating lessons from failing at detailing, and started a company to help parents do what mine couldn’t — actually lock down an Apple device. Phone consultations, then ongoing support, because kids keep finding the next workaround.

Learning to build with agents.

[NEEDS JACK: how you came to work with Dennis Yu / Rocket Clicks / Sterling — 3–4 sentences of the real sequence.] Today I direct AI agents instead of doing the work by hand. A fleet of scheduled agents mines podcast archives, drafts press outreach, harvests public data for the Family Law Leaderboard, audits its own output every Friday, and rewrites its own instructions when a run exposes a flaw. My job is to be a director, not a worker.

Great Books.

At the University of Northwestern – St. Paul I’m studying business with an entrepreneurship emphasis, and Great Books and Ideas in the honors college. [NEEDS JACK: a sentence or two on why the classical track matters to you.]

Off the clock.

I’m a follower of Jesus Christ. I have five siblings nearby. You’ll usually find me hiking with friends, studying the Bible at the local coffee shop, playing guitar, rebuilding a motorcycle, or in the next local play.