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Kevin M. Sweeney, J.D., M.B.A.


At Sweeney Strategic, we work diligently to provide thoughtful strategic, financial, and legal guidance to a diverse range of clients.  


My professional background, organizational leadership, and client-focused experience extends to helping individuals and families, social enterprises, academic institutions, and businesses of all sizes. I have served in various senior leaderships roles in the law, the social sector, the financial industry, and academia.  And as a professor with leading universities, I have delivered practical coursework and team-based, practice-oriented programs in entrepreneurship, social innovation, finance, strategy, and the law.  



1-413-486-3001, ext. 1

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About Me

Areas of Focus:

  • Entrepreneurship (Small & Family Businesses)

  • Social Enterprises (Nonprofits, B-Corporations, Cooperatives)

  • Business Strategy & Law

  • Corporate Governance

  • Corporate & Entrepreneurial Finance

  • Elder & Family Care Strategies​

Biographical Details:


In addition to my work with Sweeney Strategic, I currently also teach finance and entrepreneurship and support experiential education innovation at these universities:​



Prior to this, I served as assistant dean of the Barney School of Business at the University of Hartford, and I also previously spent eight years as a full-time member of the WPI Business School faculty, 


In the nearly 20 years up to 2012, I held a variety of executive roles with MassMutual Financial Group, where I was most recently managing director of MassMutual Capital Partners LLC. In that capacity, I led strategic mergers and acquisitions, private equity investments, and other transactions worldwide.  I also held other leadership positions at MassMutual, including senior vice president, chief operating officer, and regional executive for Europe and Latin America (MassMutual International - MMI), associate general counsel of MassMutual, and lead counsel and chief compliance officer of MMI.  During this period, I also taught at Western New England University as an adjunct professor of law and as a senior lecturer in management.


I have a longstanding passion for supporting the critical needs of families, students, and other community stakeholders through hands-on social impact. I have worked with families and others dealing with elder care for loved ones, homeownership challenges, and small business creation.  And I have led efforts for capital-creation and economic development in New England.  Here are some examples:.


  • As a 2021 encore fellow with the University of Connecticut School of Public Policy, I led feasibility analysis and strategic business plan development for Bridgeport-based Building Neighborhoods Together for an affordable housing-focused CDFI in Southern Connecticut.   

  • I was interim president and CEO in 2012 of the nonprofit DevelopSpringfield.  I set up core operational infrastructure for the firm, and I led a variety of post-tornado neighborhood recovery efforts and other community development initiatives in Springfield, Massachusetts. 

  • I also served for six years on the Board of Directors of Common Capital, a Community Development Financial Institution (CDFI) for small business funding in traditionally underserved communities in Western Massachusetts.  

  • I was also an advisory board member of the Business Growth Center (formerly the Scibelli Enterprise Center Business Incubator).  The Center's core mission was to guide, educate, and support entrepreneurship and startup businesses in the Springfield, Massachusetts area. 

  • And I served as president of the board of directors of the Springfield Technical Community College Foundation, an organization committed to creating pathways for career-driven educational opportunities for students. 

I have also been a member and have held various leaderships roles (e.g., chairperson) on several corporate boards of directors locally and globally, including international financial firms in Asia, South America, and Europe, the MassMutual Trust Company, FSB, and a U.S. NASDAQ-traded holding company for a Western Massachusetts-based regional bank.  


I received my M.B.A. jointly from New York University Stern School of Business, the London School of Economics & Political Science, and the HEC School of Management in Paris as a graduate of TRIUM, my Doctor of Law (J.D.) from the University of Wisconsin Law School, and my B.A. from the University of Massachusetts – Amherst. 

I am admitted to the bar in the Commonwealth of Massachusetts and with the U.S. District Court - District of Massachusetts and the U.S. District Court - Western District of Wisconsin.