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Trusted Tax and Accounting Services in Chatham, MA
Leo Maher Accounting is a year-round full-service firm dedicated to providing comprehensive tax and accounting solutions for small businesses and individuals. Our expertise spans S Corporations, sole proprietorships, and specialized tax planning for diverse industries including construction, real estate, commercial fishing, and military veterans. With decades of combined experience, we prioritize minimizing tax liabilities through strategic planning, maximizing deductions, and ensuring compliance with federal and state regulations. Our team offers personalized bookkeeping services to streamline financial operations and provide year-round support for seasonal businesses.

We serve clients across Cape Cod and Southeastern Massachusetts, combining deep industry knowledge with a commitment to client education and long-term financial success. Our founder's unique background as both a commercial fisherman and military veteran enables us to address niche tax challenges with practical, results-driven solutions. We maintain rigorous professional standards while fostering transparent communication and tailored guidance for every client.
Services
Tax Preparation Bookkeeping Services S Corp Tax Planning Real Estate Taxation Commercial Fishing Taxes Military Tax Services
Highlights and features
  • We offer 20+ years of military tax expertise for active duty and veterans
  • Our team specializes in S Corp and LLC tax optimization strategies
  • IRS representation included with all business tax filings
  • Year-round bookkeeping services for seasonal revenue stabilization
  • Industry-specific knowledge from construction to commercial fishing
Associations and certifications
  • Enrolled Agent
What people say
Patient and kind accountant Real sense of security Industry-specific knowledge Available and accessible Professional and knowledgeable
Services
Small Business Tax Planning
Our small business tax planning service helps Cape Cod entrepreneurs optimize their tax structure through strategic entity selection and year-round financial management. We specialize in S Corporations and LLCs, identifying tax-saving opportunities while ensuring compliance with federal and state regulations. With our proactive approach, clients gain predictable financial planning and reduced tax liabilities.
Commercial Fishing Taxation
Leveraging firsthand industry experience, we provide specialized tax solutions for commercial fishing businesses in Massachusetts. Our services include crew member deductions optimization, permit transaction tax planning, and payroll setup for boat owners. We help fishing industry clients maximize deductions while navigating complex state-specific maritime tax laws with expert guidance.
Military Tax Services
Our military tax services address unique challenges faced by active duty personnel and veterans, including residency determination and multi-state tax filings. With over 20 years of military experience, we help clients optimize tax benefits for retirement pay, housing allowances, and relocation-related deductions while ensuring compliance with the Military Spouses Residency Relief Act.
Real Estate Tax Planning
We provide comprehensive tax planning for Cape Cod real estate professionals and property owners, focusing on maximizing deductions and establishing accurate depreciation bases. Our services cover rental property management, seasonal vacation homes, and real estate agent expense tracking to optimize tax outcomes while maintaining full compliance with local and federal regulations.
Construction Industry Accounting
Our construction industry accounting services help Cape Cod contractors manage seasonal revenue fluctuations through year-round bookkeeping and strategic tax planning. We specialize in maximizing trade-specific deductions for carpenters, electricians, and other tradespeople while providing financial organization that simplifies tax season and supports business growth.
People
Leo Maher
Accountant
Leo Maher combines 20+ years of military service with extensive commercial fishing experience to provide specialized tax solutions. As an Enrolled Agent, he helps small businesses and military families optimize tax benefits while maintaining compliance with complex federal and state regulations.
Questions
What accounting services do you offer for small businesses?
We provide comprehensive services including tax preparation, bookkeeping, entity selection, and year-round tax planning specifically for S Corps and sole proprietorships on Cape Cod.
How do you help businesses minimize tax liabilities?
Through strategic entity selection, deduction maximization, and proactive tax planning, we identify savings opportunities while ensuring full compliance with federal and state tax regulations.
Do you specialize in military tax services?
Yes, with over 20 years of military experience, we specialize in active duty, veteran, and military family tax needs including residency determination and multi-state filings.
What commercial fishing tax expertise do you offer?
Our unique combination of industry experience and tax knowledge helps fishing businesses optimize deductions, manage payroll, and navigate Massachusetts-specific maritime tax regulations.