Specializing in Small Business

Leo Maher Accounting is a year-round full-service firm located in Chatham Massachusetts. Specializing in small businesses of all types particularly S Corps and sole proprietorships as well as individual tax preparation, tax planning, and bookkeeping on Cape Cod and Southeastern Massachusetts.

Construction and Contractors


Tax season can be a difficult time of the year for busy contractors on Cape Cod. Leo Maher offers year-round bookkeeping and tax services to maximize deductions, track expenses and stabilize seasonal revenue.

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Small Business of Cape Cod

Leo can discuss the pros and cons of different business entities and most importantly he can help you decide which entity fits your specific business venture. Leo specializes in S Corps or LLC’s that file as an S Corp.

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Commercial Fishing & Maritime Taxes

Tax Laws for Commercial Fishing unique to Massachusetts are often misinterpreted. Leo Maher's many years as Commercial Fisherman expertly navigates such laws to help you put more food on the table.

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Real Estate & Rental Property Taxes

On Cape Cod, owners of rental properties, seasonal rentals, second homes, even brokers and real estate agents have sought Leo Maher to keep up with expenses and deductions and establish an accurate cost basis for depreciation. 

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Self Employed & Trades


Self Employment offers many tax benefits at both state and federal levels. Leo Maher helps you gain the maximum advantages of self-employment.

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Active Duty & Retired Military Taxes

Retired Military pay, Veterans' benefits and Active duty income receive special consideration in Massachusetts. Leo Maher Accounting helps military service personnel and their families realize all local, state and Federal tax benefits.

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Our Goal

Our Goal is to ensure all clients pay the least amount of tax legally possible.