JACK PIROZZOLO focuses his practice on white collar criminal defense, securities enforcement, internal corporate investigations and complex civil litigation. Jack joined Sidley after a 10-year career in the U.S. Attorney’s Office for the District of Massachusetts, the last five years of which he served as the First Assistant U.S. Attorney. Jack has deep experience handling complex disputes, investigations and crisis management situations. His matters cross the spectrum of white collar criminal enforcement, regulatory enforcement and litigation, with a particular emphasis on issues affecting hedge funds, private equity firms and firms involved in the financial services, healthcare and life sciences industries. Since his arrival at Sidley in 2014, Jack has represented companies and individuals before U.S. Attorneys’ Offices, the U.S. Department of Justice, the Securities and Exchange Commission, the Massachusetts Attorney General’s Office and state securities regulators. He has secured declinations for organizations and individuals in several matters before those governmental agencies and has also conducted several internal investigations and routinely provides compliance advice to his clients. Jack also has an active litigation practice, regularly appearing as lead counsel before federal and state trial and appellate courts around the country.
Jack is included in the 2018 edition of The Best Lawyers in America® as a “Lawyer of the Year.” In addition, Jack is also recognized in the 2017 – 2020 editions in the practice area of Litigation — Regulatory Enforcement (SEC, Telecom, Energy).
Jack received his undergraduate degree, cum laude, from Yale University. He attended the University of Chicago Law School, where he was comment editor of the University of Chicago Law Review, graduated with honors and was elected to the Order of the Coif. Jack clerked for both Judge Sandra L. Lynch on the First Circuit and Judge Edward R. Becker on the Third Circuit.
- Healthcare and life sciences. Jack has represented, and is currently representing and advising, pharmaceutical and medical device companies, insurers, institutional healthcare providers and other organizations and individuals in the healthcare industry in a variety of matters. These matters involve a range of regulatory and legal issues, including the False Claims Act, current good manufacturing practices (cGMP), the Anti-Kickback Statute, pricing and reimbursement, patient assistance programs, Massachusetts consumer protection laws and product safety.
- Securities. Jack has represented, and is currently representing and advising, asset managers, broker-dealers and issuers in connection with investigations that implicate a range of issues under the securities laws, including the 1933 Act, the 1934 Act, the Investment Company and Investment Adviser Acts of 1940, federal fraud statutes, FINRA rules and state securities laws. Jack has experience representing companies in the blockchain industry before the SEC. Jack also recently represented a multi-billion dollar asset manager in an SEC insider trading enforcement investigation that resulted in the SEC declining the matter.
- Other Enforcement Matters. Jack has represented, and is currently representing and advising, individuals and organizations in connection with other types of federal investigations and prosecutions, involving, for example, tax issues, daily fantasy sports and college admissions.
- Litigation. Since joining Sidley, Jack has handled several multi-million dollar matters before federal and state courts, including, for example, CEI Enterprises, Inc., et al. v. Anchin, Block and Anchin LLP, Nos. 09-cv-11708 (D. Mass.) and 15-1858 (First Circuit) (representation of accounting firm in breach of fiduciary duty and malpractice claim brought by author Patricia Cornwell; secured judgment vacating jury award of $50 million and ordering dismissal in part and new trial in part); William and Patricia Cavallaro v. Commissioner of Internal Revenue, Nos. 15-1368, 15-1376 (First Circuit) (representation of taxpayers in $50 million gift tax dispute; secured remand to Tax Court and currently representing taxpayers before the U.S. Tax Court) (ongoing).
- Pro Bono. Jack leads Sidley’s pro bono efforts in Boston. Among other pro bono matters, Jack assists public charities and foundations with internal investigations and compliance efforts. He also represents individuals seeking asylum on federal appeals.
Jack’s prior experience includes:
Before joining Sidley, Jack, as First Assistant, was a principal litigator for the United States in the District of Massachusetts overseeing more than 120 assistant U.S. attorneys in both the criminal and civil divisions and hundreds of criminal and civil matters handled by the U.S. Attorney’s Office, including matters of national and international significance, such as the nation’s largest ever healthcare fraud prosecution and settlement, the apprehension and prosecution of James J. “Whitey” Bulger, and the apprehension and, until Jack’s departure from the office in 2014, the prosecution of the Boston Marathon Bombing defendant, Djokhar Tsarnaev. In addition to those three matters, Jack:
- oversaw a US$950 million civil and criminal resolution with a large pharmaceutical company;
- served as acting U.S. attorney on a successful undercover operation and subsequent prosecution of an individual planning a terrorist attack on the Pentagon;
- served as a commissioner, enforcing an international subpoena request from the United Kingdom seeking materials held at Boston College and related to the conflict in Northern Ireland; and
- served as the lead prosecutor in the investigation and prosecution of James Bulger’s longtime girlfriend, Catherine Greig.
As an Assistant U.S. Attorney in the Economic Crimes Unit, Jack investigated and prosecuted various white collar offenses, including securities and accounting fraud matters, tax crimes and mail, wire and bank fraud offenses. He tried cases involving, among other things, public securities markets fraud, Ponzi scheme and tax frauds. In 2006 and 2007, Jack won awards from both the Department of Justice and the U.S. Postal Inspection Service for his work on a series of mutual fund trading abuse cases, which, among other things, resulted in the convictions of several individuals and a US$600 million corporate resolution.
Jack also handled several matters before the U.S. Court of Appeals for the First Circuit both as First Assistant and as an Assistant U.S. Attorney.
Prior to joining the U.S. Attorney’s Office, Jack was a partner at a Boston-based law firm where, among other things, he focused on defending accountants and auditors in securities class actions.
Admissions & Certifications
- U.S. Tax Court
- U.S. Court of Appeals, 1st Circuit
- U.S. Court of Appeals, 3rd Circuit
- U.S. District Court, District of Massachusetts
- The University of Chicago Law School, J.D., 1993 (Order of the Coif)
- Yale University, B.A., 1987 (with distinction, cum laude)
- Sandra L. Lynch, U.S. Court of Appeals, 1st Circuit (1995 - 1996)
- Edward R. Becker, U.S. Court of Appeals, 3rd Circuit (1993 - 1994)