Brad Bailey, a Massachusetts native, graduated cum laude from Harvard College in 1980. He received his J.D. in 1983 from the University of Virginia, one of America’s premier (top 10) law schools. He began his legal career working for the New York County (Manhattan) D.A. as an Assistant District Attorney in the Nation’s largest and busiest D.A.’s Office. While there, he prosecuted serious street level felonies, including armed robberies, burglaries, attempted murders, felony weapons charges and felonious assaults. He achieved a conviction rate of 94% and handled thousands of cases during his tenure. From there, he returned home to Massachusetts and joined the Middlesex County D.A.’s Office, where he continued his career as an Assistant District Attorney. A senior Trial Attorney assigned to both the Cambridge and Lowell regions, Brad prosecuted some of the most serious cases in the D.A.’s Office including murders, rapes, attempted murders, armed robberies, child sexual assaults, and cocaine and heroin trafficking. In a mere 22 months, he tried 26 felony cases to verdict in the Superior Court (an Office record at the time). Losing only twice, Brad achieved an overall conviction rate of over 92%. Brad moved on from the Middlesex D.A.’s Office to the prestigious United States Attorney’s Office for the District of Massachusetts, where he served as an Assistant U.S. Attorney in Boston, first with the Organized Crime Strike Force and later with the Drug Task Force (OCDEFT). While in the Strike Force, Brad directly participated in the prosecution of a number of members and factions of the Patriaca Crime Family of La Cosa Nostra (LCN) including reputed Underboss Charles Quintina, Capos Biaglio DiGiacomo and Sonny-Boy Rizzo, and Soldiers Spucky Spagnuolo, Vincent “Dee Dee” Giachinni, Pryce Quintana and Freddy Chiampa. He also authored and oversaw numerous court authorized wire-taps. When in the Drug Task Force, Brad prosecuted numerous local, regional, national and international drug conspiracies, principally involving Columbian and Dominican distribution cells and Syrian and Lebanese drug traffickers. Also the co-lead prosecutor in a case involving the then largest marijuana smuggling ring in New England history, Brad never lost a trial as a federal prosecutor and achieved the Office’s highest ranking: “Outstanding Prosecutor.”
Brad went on to serve as Sheriff of Middlesex County for two years from 1995-1996. In that role, he was responsible for the daily care, housing and transportation of close to 2,000 inmates and detainees at correctional facilities in Cambridge, Framingham and Billerica and oversaw a staff of more than 750 county employees. He was also responsible for courthouse security and the service of civil process throughout Middlesex County.
Brad returned to the private sector in 1998 and has concentrated since then in high-end state and federal criminal defense in connection with all types of crimes and charges. He has defended some of the highest profile cases in Massachusetts, as well as the Greater New England Region, and routinely defends clients in cases alleging: murder, rape, robbery, home invasion, larceny, theft/embezzlement, white collar offenses, fraud, public corruption, narcotics distribution/trafficking, arson, racketeering, child sexual assault, child pornography, felony assault, DUI, and all other types of federal crimes and charges.
Brad is admitted to practice before the United States Court of Appeals for the 1st Circuit, in the District of Massachusetts (federal), the Southern and Eastern Districts of New York (federal), as well as in state court in both Massachusetts and New York. Despite being based in Boston, because of his national reputation, in addition to handling numerous cases in New Hampshire and Connecticut on a pro hac vice basis, he has been admitted pro hac vice in either federal or state courts in CA, AZ, MD, WI, and NJ and has extensive appellate experience having filed and/or argued cases in the Federal 1st Circuit Court of Appeals, Supreme Judicial Court, and Massachusetts Court of Appeals. He also appears before regulatory agencies including the SEC and the NASD, as well.
Amongst Brad’s more noteworthy cases are California v. Christian Karl Gerhartsreiter (a/k/a Clark Rockefeller), a California murder case; New Hampshire v. Sheila Labarre, a New Hampshire double murder and insanity defense case; United States v. David LaFleur, a police corruption case alleging organized crime involvement, in which he obtained not guilty verdicts; United States v. Michael Vaccaro, an arson/incendiary device case involving a thirty (30) year mandatory minimum sentence, in which he also obtained not guilty verdicts; Commonwealth v. Heinz, where he obtained not guilty verdicts for a local soccer coach accused of rape; Commonwealth v. Timothy Cahill, in which the former Treasurer and Receiver General of Massachusetts was charged with conflict of interest and false pretenses; Commonwealth v. John Doe, a rape case involving a Division I lacrosse player, in which he obtained not guilty verdicts; Commonwealth v. James Clark, a first degree murder case in which he presented an insanity defense on behalf of a client accused of killing his own grandmother; United States v. Carlos Pizarro, a Police Corruption case involving allegations of cocaine and heroin distribution by Boston Police Officers; United States v. Angela Buckborough-Platt, Massachusetts’ largest private embezzlement case; United States v. James Dorman, involving a Staples executive charged with fraud; United States v. Justin Ficken, a case involving allegations of market-timing fraud; Commonwealth v. Martin Urban, an appellate case in which he overturned a rape conviction on appeal and won his client’s release from prison based on a faulty jury instruction; and New Hampshire v. Earl Knipfer, in which he successfully appealed his client’s conviction in a case alleging aggravated sexual assault and, likewise, won his release from prison.
A regular guest analyst on local radio and television stations, Brad now provides exclusive television commentary for FOX television’s Boston affiliate regarding cases of local, regional, and national importance. He is a repeat Massachusetts Super Lawyer and has also been recognized as a New England Super Lawyer. He received top ratings from Martindale Hubbell (“AV”) and AVVO (“Superb”) and was also voted a National Top 100 Trial Lawyer.
A former Harvard Football Player, with four adult children, all of whom were accomplished high school athletes and three of whom participated in sports at the inter-collegiate level, Brad is well-versed in MIAA rules and regulations, as well as governing codes of discipline of high school and collegiate athletics. He remains active in his local community.