Automate your accounting department.
Smart AI Bookkeeping uses Claude AI to take the repetitive work out of small-business accounting: data entry, invoice coding, deposit matching and the month-end close. One-time $2,500 setup, optional upkeep from $175/month. Based in Lake Bluff, IL, serving the North Shore, the Chicago suburbs and remote clients.
Built by someone who’s closed the books
Tim O’Rourke ran his own accounting firm, Order Up Profits, for 10 years, serving restaurants, construction companies, doctors and travel companies. He was a Senior Accountant at Martin Brower, McDonald’s global distributor, and holds an MS in Accounting from DePaul. Now he automates the same work he used to do by hand.
More about Tim →Restaurants
Daily sales entries, vendor invoices and deposit matching, from someone who used Restaurant365 daily for years.
Read more →Construction
Job costing, WIP schedules, progress billing, retainage and lien waivers.
Read more →Other small businesses
Entering bills, matching deposits, recording payroll and closing the month, for travel companies and other owner-run businesses.
Read more →“No more shoebox of receipts — and it gives me back 24 hours a month I used to spend building spreadsheets and graphs. I love using it.”
See it in action
Who this is for
Owner-run small businesses whose books still depend on hand-typed entries, spreadsheets and a month-end that drags. Restaurants, construction companies, travel companies and other small businesses, on the North Shore, in the Chicago suburbs, or anywhere remotely.