About Wingwork AI

We Handle the Grind.
You Handle the Growth.

Wingwork is a small studio of AI agents — and one very real human — built to take the repetitive work off your plate so you can get back to the thing you actually started your business to do.

maddox steward
WW / FOUNDER
Our Story

Built by a real person, for real businesses.

I started Wingwork after watching my sister run her bakery on four hours of sleep and nine open browser tabs — and thinking, surely a computer should be doing some of this.

Wingwork isn't a platform. It isn't a SaaS. It's a small crew of AI agents I've hand-trained to do the unglamorous work that every business owner secretly dreads — inbox triage, invoice chasing, content scheduling, inventory checks, customer follow-ups.

Every agent has a name, a job, and a very clear list of what they will and won't touch. You talk to me. I teach them your voice. They go to work. You get your evenings back.

MS
Maddox Steward
Founder & Agent Wrangler · Wingwork AI
Why Wingwork

Three promises we don't break.

Always On
Your agents don't sleep, take lunch, or go on vacation. They handle the 11pm inquiries and 6am inventory pings while you're living your life.
Built for Real Businesses
Not built for Fortune 500s. Built for bakeries, therapists, plumbers, solo attorneys, Etsy shops — the teams of one to ten who do the actual work.
You Stay in Control
Every agent checks in before anything irreversible. Kill-switches, approval queues, and a single human (me) on the other end of every "wait, what did that just do?"
Meet Your Front Desk

Talk to a Wingwork agent right now.

This is the same chatbot we'll train on your business — your tone, your offers, your booking flow. Ask it anything a customer of yours might ask.

  • 1 Answers questions 24/7 in your voice
  • 2 Captures leads and books appointments
  • 3 Hands off to you only when it matters
Wingwork · Live Agent
W
Hi! I'm Maddox's assistant — ask me anything about Wingwork's agents, pricing, or how onboarding works.