Benjamin Dean is a Pillsbury Global Sourcing & Technology Transactions partner recognized by Chambers USA and The Legal 500 U.S. as a leading authority on sophisticated technology and sourcing transactions.

Benjamin has 15+ years’ experience advising on, structuring and negotiating global technology-related agreements for clients in diverse industries. He handles software licensing, development and implementation transactions; cloud and SaaS arrangements; on-premise and cloud-based enterprise resource planning (ERP) agreements; IT and BPO outsourcing transactions; IT consulting arrangements; internet, eCommerce and apps-based agreements; and hardware and software leasing and procurement. Benjamin also advises clients who are experiencing performance disputes with their IT and consulting providers.

Representative Experience

Negotiated a global telecommunications and network outsourcing agreement for a multinational food and beverage company.

Represented a leading American television and media company in negotiating a series of enterprise resource planning (ERP) implementation and licensing agreements.

Negotiated a letter of credit outsourcing agreement for a leading provider of worldwide financial services.

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  • Negotiated an outsourcing agreement to consolidate a global financial planning company's various technology help desks into a single ITIL-compliant service desk.
  • Guided outsourcing of world leading information corporation's data center/data processing services and implementation of a strategic marketing agreement, to promote its provision of customer data integration services to its customers.
  • Negotiated a global agreement for the provision of data processing services and consumer information for a division of a diversified technology, media and financial services company.
  • Negotiated a data center, applications development and offshore outsourcing arrangement with IBM for a major U.S. insurance claims processing company.
  • Guided the outsourcing of health care insurance company's data center, help desk, applications development and maintenance, desktop support and maintenance, and telecommunications functions to Dell Services.
  • Negotiated a software licensing and data center, help desk, applications development and maintenance, and telecommunications outsourcing with IBM for a health care insurance company.
  • Guided outsourcing of a nonprofit education testing company's worldwide Information Technology infrastructure, along with re-architecture of the company's core business systems.

Professional Highlights

Recognized by Chambers USA in Technology & Outsourcing (2017 - 2018) and by The Legal 500 U.S. for Technology: Outsourcing (2010, 2014-2016, 2018).

Serves as vice chair of Pillsbury’s Pro Bono Committee. Advises and supports Pillsbury attorneys in identifying and taking on new pro bono matters in the community.

Speaks on a variety of outsourcing and technology topics, including cloud services, data breaches, eCommerce and technology liability risk, software-as-a-service and e-signature programs.

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District of Columbia Bar Association

Maryland Bar Association


  • J.D., University of Virginia School of Law, 1997

    A.B., Dartmouth College, 1994
    magna cum laude, Phi Beta Kappa


  • District of Columbia



  • Law clerk to Judge Donald E. Walter, U.S. District Court for the Western District of Louisiana