About
John D. Pensa, Esq. is an Associate Attorney at the Law Office of John L. Calcagni III, Inc., where he plays a key role in managing the firm’s Massachusetts criminal defense practice. As a dedicated advocate for those accused of crimes, Attorney Pensa handles a wide range of misdemeanor and felony cases in both District and Superior Courts throughout the Commonwealth. He is known for his thorough preparation, courtroom skills, and unwavering commitment to achieving the best outcomes for his clients.
John Pensa completed his undergraduate studies at the State University of New York, where he studied criminology and law. He earned his J.D. from Roger Williams University School of Law. After law school, he gained admission to practice in the Commonwealth of Massachusetts and before the U.S. District Court for the District of Massachusetts. His education laid a strong foundation for his work in criminal defense law.
In his current role, Attorney Pensa manages all stages of criminal cases—from initial investigation through trial. His experience includes arraignments, bail hearings, dangerousness hearings, pretrial motions, and courtroom trials. He has successfully represented clients facing a wide array of charges, including drug offenses, OUI, assault, theft, weapons charges, fraud, domestic violence, rape, and more. He works with both adult and juvenile defendants and is sensitive to the needs of clients facing challenges related to mental health or substance abuse.
John Pensa is well-respected by Massachusetts judges, prosecutors, and court staff. He is known for his in-depth understanding of local court procedures and for being a relentless advocate for his clients. Whether negotiating a favorable plea or arguing in court, he works tirelessly to protect his client’s rights and freedom.
Clients who work with Attorney Pensa receive skilled legal representation, respect, attention, and personalized care. His commitment to justice and aggressive defense strategy make him a trusted name in Massachusetts criminal law.
Law Office Affiliations
- Associate Attorney, Law Office of John L. Calcagni, III
- Member, Massachusetts Bar Association
- Member, U.S. District Court for the District of Massachusetts
Licensed State
- Massachusetts
Education
- Roger Williams University School of Law
Juris Doctor (JD) - State University of New York
BA in Criminology and Law
Awards & Badges


- DUI and DWI
- Domestic violence
- Drug Crime
- Expungement
- Gun Law
- Sex crime
- White collar crime