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Maine runs on small businesses. AI should be set up like it.

By Tommy Samson, Founder. October 2026. 5 minute read.

When I came home from sea and started looking at what AI could do for businesses around here, I went looking for a number first. I wanted to know who makes up the Maine economy. The answer surprised me.

99.2%of Maine businesses are small businesses: 160,215 of them
4 in 5have no employees at all: 125,923 one-person businesses
54.5%of everyone who works in Maine works for a small business

Those numbers come from the U.S. Small Business Administration's 2025 profile of Maine. The second one is the one that stuck with me. Four out of every five businesses in this state are one person: the plumber who does his own books at the kitchen table, the photographer answering email at midnight, the guy with a plow truck, a phone and a spreadsheet.

Most AI advice isn't written for us

Almost everything you read about AI at work is written for big companies. It talks about rolling out to thousands of employees, IT departments, security reviews and change management. Here in Maine, the IT department is whoever in the family is good with phones.

So a lot of owners did the reasonable thing. They tried Claude or ChatGPT once or twice, got a decent answer to a random question, and went back to work. The tool never knew anything about their business, so it never saved them much time.

What small looks like here

Construction is the biggest group in the state, with 24,122 small businesses, and more than 5,600 of them have a crew. After that come professional services, real estate, repair shops and salons, retail, cleaning and landscaping, and health care. More Maine small businesses are rural than urban, by about 81,500 to 56,000. And small businesses created 98.5 percent of the net new jobs in Maine between March 2023 and March 2024.

These are businesses where every hour of paperwork comes straight out of the owner's evening.

So set it up one person at a time

For a business this size, we start with your day. What do you type over and over? What do you go hunting for? What do you put off until Sunday night?

Then we set Claude up to handle those jobs with your files, your format and your way of saying things. The best part is the work Claude does in the background on its own schedule: reading the morning email and lining up your day, listing who owes you money every Monday, drafting the follow-ups you keep meaning to send. It checks with you before anything goes out.

It's the same lesson I learned in the engine room: what helps most is the right answer, ready when you need it.

Where to start

Pick the one job you'd most like to never do again, and that's the first thing we set up. If you're not sure which job that is, the free 2-minute AI check will tell you.

Source: U.S. Small Business Administration, Office of Advocacy, 2025 Small Business Profile: Maine. Business counts are from Census data for 2022; job figures are from the Bureau of Labor Statistics for March 2023 to March 2024.

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