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Our first AI Office Hours went inside a real roofing company to see what AI automation looks like when it stops being a demo and starts running the business. Our team walked through a live end-to-end job built from two PDFs, and special guest Adam Lynn of First National Roofing, a roofer for 17 years and a longtime Contractors Cloud client, showed the AI agents he has running today.
The full recording is below and on our YouTube channel you can subscribe to. If you missed our AI Assistant webinar this summer, that webinar is also on the blog and is a good starting point before this one.
Contractors Cloud founder Dwight Gunnarson framed the session with a simple claim: learning AI is the most important business decision a contractor can make right now. AI lets you analyze data faster and connect software with little to no developer experience, but it still needs a central place to store and access your data.
Over the past few years Contractors Cloud rebuilt its infrastructure around native Model Context Protocol (MCP) servers, which is what makes everything below possible. Three takeaways stood out.
Adam’s first words were “I am not a tech guy.” He doesn’t write code. He asks the AI how to do things, and it tells him. When the MCP tools rolled out, he started with one question: what repetitive tasks are consuming my employees’ time? That question produced a list of agents that now run at First National Roofing:
His learning curve was a couple of days at most. He treats the AI as an assistant he talks to all day about marketing and process, and he has plans for 21 agent “employees,” including a board of directors that reviews decisions across the company.
Two points he was careful to make. First, automation hasn’t meant firing anyone; a human still reviews the work, and the people freed up move to higher-value tasks. Second, he skipped the small stuff and went straight to the hard problems: how to make staff happier and the business more efficient.
Contractors Cloud’s Mike Kampa showed what this looks like inside our app. Starting from just a State Farm scope of loss PDF and an EagleView PDF from a past job, he ran an entire project from Claude without clicking around in the app:
The point isn’t that each step is impressive on its own. It’s that the AI can read the documents you already receive and do the data entry, scheduling, ordering and checking that normally happens across a dozen screens.
A few practical questions from the Q&A are worth repeating.
Your team can use it, with the same permissions. Employees connect through their own accounts, and every business rule, user permission and restriction already configured in Contractors Cloud still applies. If someone asks the AI to do something they can’t do in the app, it tells them they don’t have access.
Build specialized agents, not one that does everything. Adam’s strongest advice was to give each agent one job. Mike echoed this with skills built inside Claude or ChatGPT for ordering standards and formulas: hand one an EagleView and it produces a list tailored to your company’s waste margins and ordering rules, over and above the settings in the app.
Let scheduled reports do the watching. Adam is setting up a report that alerts him when an Atlanta job hits 80 days, leaving 10 days to file a lien before the 90-day deadline. Mike described weekly or monthly Accounts Receivable reports that create historical snapshots so you can see trends, and that can automatically trigger warnings or Jet Streams on accounts more than 30 days delinquent.
Dwight closed with what’s coming from Contractors Cloud:
If you’re wondering where to start, borrow Adam’s question: what repetitive task is eating an hour of someone’s day? Pick that one, connect the MCP server, and ask the AI how to automate it. We’ll keep running these office hours periodically, so bring your questions and your own use cases to the next one.
Connect with us today for a demo and see how Contractors Cloud can help you manage your people, projects, and profits—all in one place!

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