Boston College Law School

Cornell University


United States Supreme Court
US Court of Appeals, First Circuit
US District Court, Massachusetts
Supreme Judicial Court of Massachusetts


Honorable Raymond J. Pettine, US District Court, District of Rhode Island

  • toggle

    52 attorneys at the firm – 79 percent of the firm’s equity partners – have been selected for inclusion in The Best Lawyers in America® 2016.  Read more...

  • toggle

    Over one-third of equity partners and majority of practice areas recognized for excellence

Jack Cinquegrana

Practice Group Leader,
Litigation Department Co-Chair

t 617-248-4002   f 617-248-4000

“impressive trial lawyer … fantastically experienced white collar practitioner ... judgment you can take to the bank”

Chambers USA

Jack Cinquegrana co-chairs the firm's Litigation Department and Government Enforcement & Compliance Practice Group. He is a veteran trial lawyer and bar leader, with over 30 years of experience in government enforcement matters and litigation.

Jack is a past President of the Boston Bar Association and a fellow of the American College of Trial Lawyers and the International Academy of Trial Lawyers.  He is consistently recognized by The Best Lawyers in America in the specialties of Bet-the-Company Litigation, White Collar Criminal Defense, Securities Litigation and Corporate Governance Law; Chambers US; The International Who’s Who of Business Crime Lawyers; and Massachusetts Super Lawyers Top 100.

Jack currently serves as Chairman of the Committee for Public Counsel Services, the governing board of Massachusetts' public defender agency, which provides legal representation to indigent persons in criminal and civil cases throughout the state. 

Practice Focus

Jack represents companies and individuals in government investigations, related civil and criminal litigation involving health care and securities fraud, the False Claims Act, money laundering and corporate governance issues.  

Previous Experience

Jack previously served as an Assistant United States Attorney in Boston and as the Chief Trial Counsel in the Suffolk County District Attorney's Office, where he directed a staff of more than 110 attorneys in the largest prosecutor's office in Massachusetts.

Recent Representative Engagements

  • A global information technology firm in a federal government investigation.
  • A global asset management firm in an internal investigation involving governance issues.
  • A global financial institution in a federal government anti-money laundering investigation.
  • Pharmaceutical and medical device companies, and their executives, in federal investigations regarding scientific claims and promotional practices and defense of whistleblower claims.
  • A national academic institution in a federal investigation regarding academic integrity and grant administration.
  • Special Counsel to the Massachusetts Supreme Judicial Court, for the purpose of conducting an independent inquiry regarding the Massachusetts District Courts and the Boston Municipal Court.
  • Public and private companies in internal investigations regarding regulatory reporting, revenue recognition practices and whistleblower claims.
  • Companies, corporate officers and board committees in SEC insider trading, revenue recognition and Reg. FD investigations and related litigation.
  • Defense of False Claims Act claims in qui tam litigation.
  • Defense of criminal tax and export controls investigations.

Publications and Presentations

  • "A Smart Alternative to Minimum Sentencing," author, Massachusetts Lawyers Weekly, June 2015.
  • "Prosecutors, Public Defenders Need a Pay Hike," quoted, The Boston Globe, January 2015.
  • "Low Pay Blamed for High Turnover Among Public Defenders," quoted, The Boston Globe, January 2015.
  • "Report of the Commission to Study Compensation of Assistant District Attorneys and Staff Attorneys for the Committee for Public Counsel Services," December 2014 (as a member of the Commission).
  • "A New Trend in Health Care Fraud Settlements," co-author, White Collar Law360, March 2013 (with Consuelo Valenzuela Lickstein).
  • "$104M Whistleblower Award – A Sign of Things to Come," co-author, Law360, December 2012 (with Diana K. Lloyd, Michael T. Gass and Stuart M. Glass).
  • "The Intersection of Government Agencies & Internal Corporate Investigations & The Mistakes Companies Make," panelist, Lawyers Weekly Business & Law Breakfast Forum, Boston, December 2012.
  • "SJC Urges Change for Drunken Driving Cases," featured, The Boston Globe, November 2012.
  • "Retaliation Claims, Whistleblower Claims and the False Claims Act," panel presentation, National Association of College and University Attorneys, Chicago, June 2012.
  • "A Reg FD Reminder from Social Media," White Collar Law360, June 2012 (with John R. Baraniak, Jr.).
  • "Innovate @ Litter: 70 Years of Employment and Labor Law Solutions: Retaliation & Whistleblowing Workshop," panelist, The Executive Employer Conference, Scottsdale, AZ, May 2012.
  • "Liability Without Fault: New Enforcement Trends Against Corporate Executives, Bloomberg Law Reports," February 2011 (with Diana K. Lloyd).
  • "Q&A with Choate's Jack Cinquegrana," White Collar Law360, December 2010.
  • "A Securities Litigator’s Guide to D&O Insurance: Parts I and II," Securities Law360, October 2010 (with John R. Baraniak, Jr.).
  • "A Securities Litigator's Guide to D&O Insurance, ABA National Institute on Securities Fraud," panel presentation, New Orleans, LA, October 2010.
  • "D&O Insurance, Indemnification and Advancement, ABA National Institute on Internal Corporate Investigations and In House Counsel," Panel Presentation, Washington, DC, May 2009 and 2010.
  • "Trends in Government Enforcement, Center for Business Intelligence, Pharmaceutical Compliance Congress," January 2010.
  • "Fraud & Abuse in the Sale & Marketing of Drugs," moderator, American Conference Institute, New York, NY, April 2008.
  • "Tackling Diversity at Top Law Firms," Boston Globe Spotlight Interview, 2007.
  • "A Special Responsibility," Boston Bar Journal, May/June 2007.
  • "Can We Be Silent?," Boston Bar Journal, March/April 2007.
  • "Two Very Different Days," Boston Bar Journal, January/February 2007.
  • "Step-By-Step Guide to Conducting Internal Investigations for the Pharmaceutical Industry," presenter, American Conference Institute, New York, NY, January 2007.
  • "Counting on New Lawyers," Boston Bar Journal, November/December 2006.
  • "Work in Progress," Boston Bar Journal, September/October 2006.
  • "New President Defined by Passion for Public Service," Boston Bar Journal, September/October 2006.
  • "Justice’s Defense Must Never Rest," Letter to the Editor, Boston Herald, October 13, 2006 (with Mark D. Mason, President of the Massachusetts Bar Association).
  • "Increasing Scrutiny and Shifting Theories," Pharmaceutical Executive, August 2006 (with Diana Lloyd and Russell Edelstein).
  • "Legal: Shifting Perspective on Off-Label Promotion," Pharmaceutical Executive, January 2006 (with Diana K. Lloyd).
  • "The USA Patriot Act in 2005," Boston Bar Journal, November/December 2005 (with Richard M. Harper, II).
  • "United States Sentencing Guidelines 2004: An Experiment that has Failed, American College of Trial Lawyers," September 2004 (as a member of the College’s Task Force on the United States Sentencing Guidelines).
  • "Special Trial Issues," (with Josh Wall), Massachusetts Superior Court Criminal Practice Manual, Massachusetts Continuing Legal Education (2003, 2006).
  • "The USA Patriot Act: Effects on American Employers and Businesses," Boston Bar Journal, May/June 2002.
  • "Crisis in Corrections in Massachusetts," a Report of the Boston Bar Association’s Task Force on Justice, Boston Bar Association, 1991.

Professional and Community Involvement

Jack’s professional activities have involved service to the bar, public interest organizations and legal education, including:  

  • President of the Boston Bar Association (2006-2007).
  • Chair of the Committee for Public Counsel Services, the governing board of Massachusetts’ public defender agency, which provides legal representation to indigent persons in criminal and civil cases throughout the state (2012-present); Member (2009–2012).
  • Special Counsel to the Massachusetts Supreme Judicial Court, for the purpose of conducting an independent inquiry regarding the Massachusetts District Courts and the Boston Municipal Court.
  • Member of the Commission to Study the Compensation of Assistant District Attorneys and Staff Attorneys for the Committee for Public Counsel Services, by appointment of the Governor (2014).
  • Committee on Judicial Performance Evaluation, by appointment of the Supreme Judicial Court (2013 – 2014).
  • Member of the American Bar Association’s nine-member Criminal Justice Standards Committee, which monitors, updates and implements the ABA’s Standards for Criminal Justice. Jack served as a reviewer of the ABA Standards for Criminal Justice:  DNA Evidence (2007) and ABA Standards for Criminal Justice: Prosecutorial Investigations (2008).
  • Member of the Massachusetts Sentencing Commission, by appointment of the Governor (2004-2005).
  • Member of the American College of Trial Lawyers’ Massachusetts State Committee and Federal Criminal Procedure Committee.
  • Over ten years’ service as an officer and director of the Crime and Justice Foundation (now Community Resources for Justice) in Boston, a non-profit organization providing support and advocacy for individuals transitioning from the adult and juvenile criminal justice systems.
  • Instructor in trial practice at Harvard Law School, The Attorney General's Advocacy Institute in the Department of Justice, Boston College Law School, Suffolk University Law School, the Massachusetts Academy of Trial Attorneys, Massachusetts Continuing Legal Education and the Boston Bar Association.


Thank you for reaching out to contact Choate. Before you send your message, we wanted to make sure you are aware of the following. Please do not send any confidential information in response to this link. Sending an e-mail to Choate does not give rise to an attorney-client relationship, and will not be deemed to disqualify Choate from undertaking any engagement for a current or future client.  Before any attorney-client engagement may be formed, Choate will need to check for possible conflicts of interest, you will need to consider whether you wish to retain Choate as counsel, and we will need to consider whether we wish to accept the potential engagement. In the meantime, Choate reserves the right to represent parties with interests adverse to you.