AI Systems and Automation Specialist

We are a managed IT and compliance provider for dental practices. Over the last two years our owner and our Director of IT built an unusual amount of automation — roughly 35 production workflows, two AI voice agents that answer client calls after hours, internal apps our staff use daily, and a client portal that is about to launch. Neither of them is a software engineer. They built it with a troubleshooting mindset, AI coding assistants, stubbornness, and a deep understanding of how our business works. We are looking for someone with an MSP background and the same instincts, and the two of them are going to teach you to run it. If you are a service desk technician who has hit the ceiling of what tickets can teach you, and you have been quietly automating bits of your own job because the manual version annoyed you, this is written for you.

Responsibilities

Keeping our automation running, and being the person who finds out first when something breaks; building the error reporting that fixes that; diagnosing failures that do not announce themselves; building new automation from a prioritized list of things that currently eat someone's afternoon every week; supporting our client portal and, later, the compliance and training product inside it; looking after a growing set of small internal tools that our staff use daily and nobody currently owns; writing down how all of it works, so that none of it depends on one person again; credential hygiene, tracking what we spend on AI, and keeping a clear record of what client data goes where

Requirements

Some MSP or IT service experience; understanding of tickets, time entry, RMM and PSA data, and roughly how the business makes money; troubleshooting instinct (read error messages properly, change one thing at a time, check against reality); evidence you taught yourself something nobody asked you to; reliability with recurring work that has a deadline; willingness to be corrected a lot for six months; clear writing; ability to work remote without supervision and to say something early when stuck; trustworthiness (eventual administrative access across every client environment); US-based

Benefits

Direct training from the owner and Director of IT; protected six-month ramp; formal performance reviews at month three and month six, then annually; standard benefits package; fully remote within the United States; no on-call rotation during ramp