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Your Trusted Partner for Accounting Solutions 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 across Cape Cod and Southeastern Massachusetts. With specialized expertise in S Corporations and sole proprietorships, we offer tailored tax preparation, strategic tax planning, and year-round bookkeeping services designed to maximize deductions and stabilize seasonal revenue. Our practice extends to niche areas including commercial fishing, real estate, self-employment, and military/veteran tax benefits, leveraging over two decades of military service experience to navigate complex state and federal regulations.

As federally licensed Enrolled Agents, we provide authoritative IRS representation and multi-state tax filing capabilities, ensuring clients pay the least amount of tax legally possible while maintaining compliance. Our commitment to personalized service is evidenced by client testimonials highlighting our accessibility, expertise, and ability to transform tax season anxiety into confidence through clear communication and customized financial strategies.
Services
Tax Preparation Bookkeeping Services IRS Representation Tax Planning Military Tax Services Commercial Fishing Taxes Real Estate Tax Filings Self-Employment Accounting
Highlights and features
  • 20+ years of military service experience informs specialized tax strategies
  • Federally licensed Enrolled Agents with multi-state IRS representation capabilities
  • Specialized expertise in S Corps and Massachusetts commercial fishing tax laws
  • Year-round bookkeeping services to stabilize seasonal business revenue
  • Proven track record helping military families maximize tax benefits
Associations and certifications
  • Enrolled Agent (EA)
What people say
Patient and kind approach Real sense of security Professional and knowledgeable Accessible and responsive Transformed tax season experience
Services
Tax Preparation
Our comprehensive tax preparation services cater to small businesses and individuals across Cape Cod. We specialize in S Corps, sole proprietorships, and complex scenarios including military service and commercial fishing. With Enrolled Agent expertise, we ensure accurate filings that maximize deductions while maintaining compliance with federal and Massachusetts-specific tax regulations.
IRS Representation
As federally licensed Enrolled Agents, we provide authoritative IRS representation for audits, collections, and appeals. Our multi-state capabilities allow seamless representation across all 50 states, with particular expertise in Massachusetts Department of Revenue matters. This specialized service protects clients' interests while resolving tax disputes efficiently.
Bookkeeping Services
Year-round bookkeeping solutions help businesses track expenses and stabilize seasonal revenue. We implement systems that maximize deductions through accurate financial tracking, particularly benefiting contractors and seasonal businesses on Cape Cod. Our services integrate with tax planning strategies to maintain year-round financial clarity.
Military Tax Services
Leveraging over 20 years of military service experience, we specialize in active duty, retired, and veteran tax benefits. Our expertise includes navigating state residency issues, applying the Military Spouses Residency Relief Act, and maximizing exemptions for military families across Massachusetts and other states.
Commercial Fishing Taxes
Our unique expertise in Massachusetts commercial fishing tax laws addresses industry-specific challenges. With firsthand experience in the sector, we help fishermen navigate complex regulations to maximize deductions and ensure compliance. This specialized service transforms tax season from a burden into an opportunity for financial optimization.
People
Leo Maher
Enrolled Agent
Leo Maher is a federally licensed Enrolled Agent with extensive experience in tax preparation, IRS representation, and military tax issues. His background includes over 20 years of military service, which informs his specialized approach to helping military families and veterans maximize tax benefits while ensuring compliance with complex state and federal regulations.
Questions
What accounting services do you offer for small businesses?
We provide comprehensive services including tax preparation, bookkeeping, tax planning, and IRS representation specifically tailored for S Corps, sole proprietorships, and seasonal businesses on Cape Cod.
How can you help minimize my tax liability?
Our Enrolled Agents use specialized knowledge of Massachusetts tax laws and federal regulations to identify all available deductions, implement strategic tax planning, and ensure compliance while minimizing your legal tax obligations.
Do you have experience with military tax issues?
Yes, with over 20 years of military service, we specialize in active duty, retired, and veteran tax benefits, including state residency issues and exemptions under the Military Spouses Residency Relief Act.
Can you handle commercial fishing tax requirements?
Our firm has unique expertise in Massachusetts commercial fishing tax laws, helping fishermen navigate complex regulations and maximize industry-specific deductions through our firsthand experience in the sector.
What sets your firm apart from other accountants?
We combine Enrolled Agent credentials with military experience and local Cape Cod knowledge, offering personalized service that transforms tax anxiety into confidence through clear communication and tailored financial strategies.
Reviews (2)
Linda Steek
May 02, 2021 Report
Positive:Professionalism,Quality,Responsiveness,Value
Leo is very professional and knows everything I asked in detail. Never ever have I had an accountant so knowledgeable. Very impressed.
Mark McLaughlin
May 25, 2020 Report
Wonderful Accountant! Very knowledgeable, clearly explains all the intricacies of tax filing and is very responsive. Highly recommend Leo!!!