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James M. Callahan

Of Counsel
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Jim Callahan serves as “of counsel” to Shaheen & Gordon.

Jim has been practicing in New Hampshire and Massachusetts for more than 35 years, focusing on business & corporate, banking & finance, and real estate law. His wealth of knowledge is invaluable to clients as he advises them on planning, operational, and transactional matters, including leasing, land use and development, mergers, acquisitions, divestitures, and reorganizations.

In addition to his legal experience, Jim holds an MBA with a finance concentration and brings these added skills to his practice. He has extensive experience negotiating, structuring and closing debt and equity financing transactions including commercial financings and secured transactions. In recent years Jim has developed a subspecialty in the purchase and sale of independently owned (RIA) financial advisory firms.

Jim was raised on Cape Cod but has called Peterborough home for more than three decades. He has served as Peterborough Town Counsel, Zoning Board Chair, and is currently the Board Chair of Monadnock Community Hospital.


  • New Hampshire State Bar
  • Massachusetts State Bar

Education and Career

  • B.A., University of Massachusetts at Amherst
  • J.D., University of Maine School of Law
  • M.B.A, Northwestern University, Kellogg School of Management
  • Partner, Bowditch & Dewey
  • Partner, Sullivan & Gregg
  • Partner, Atkins Callahan, PLLC
  • Of Counsel, Shaheen & Gordon, 2023 – present

Professional and Community Involvement

  • New Hampshire and Massachusetts Bar Associations
  • Monadnock Community Hospital, Board Chair and Trustee
  • Monadnock Worksource, Former Director and Board Chair
  • Town of Peterborough, New Hampshire, Former Town Counsel and Zoning Board Chair

Publications and Presentations

  • Business Acquisition from Start to Finish – National Business Institute
  • Stock v. Asset Purchase – National Business Institute
  • Preparing Your Client to Sell Their Business – SCORE of Cape Cod
  • Business Succession Planning – Estate Planning Council of Cape Cod
  • Exiting Your Business – Plymouth, Massachusetts Chamber of Commerce

Representative Cases

Business & Succession Planning Transactions

  • Represents purchasers and sellers of financial services advisory firms (RIA’s)
  • Represented seller of technology services company
  • Represented purchaser of multiple home centers/lumber yards
  • Represented sellers and purchasers of various professional services firms (medical, dental, accounting)
  • Advised consulting firms, professional services firms, and construction services firms on internal succession plans
  • Represented purchaser of well-known regional lifestyle and business publications
  • Counsel to numerous businesses on operational matters
  • Advised numerous businesses on internal and external succession planning transactions

Financing Matters

  • Approved Counsel for M&T Bank, T.D. Bank, Eastern Bank, The Cooperative Bank of Cape Cod, NBT Bank, Savings Bank of Walpole
  • Counsel on thousands of banking transactions, including commercial real estate mortgages, construction loans, asset-based loans, letter of credit transactions, SBA loans, and loan participations

Real Estate Transactions

  • Counsel for major outdoor retailer on leasing matters
  • Counsel for acquisition and sale of credit tenant-based shopping centers
  • Counsel for sellers and purchasers of credit tenant-based commercial real estate
  • Counsel for numerous sellers and purchasers of estate properties
  • Counsel on thousands of real estate transactions
  • Agent for First American Title Insurance Company and Chicago Title Insurance Company

Land Use and Real Estate Development

  • Counsel for land use and permitting matters related to the construction of “big box” retail stores
  • Counsel for international quick service restaurants on multiple New Hampshire site permits
  • Land use counsel for development of assisted living facilities
  • Land use counsel for several of the first medical marijuana facilities in Massachusetts
  • Counsel for numerous condominium and subdivision developments; including land use, preparation of governance and condominium documents, and New Hampshire Attorney General approvals

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