After graduating from the University of Massachusetts, Rob attended the New England School of Law. He graduated Magna Cum Laude in 1997 and commenced his legal career as a trial attorney, and is experienced in complex civil litigation, criminal law, and real estate. He has tried many criminal and civil cases to completion in the Commonwealth's District and Superior Courts, he has represented clients in the Appeals Court and the Supreme Judicial Court, and he has negotiated numerous settlements and plea bargain arrangements with the Federal Bureau of Investigation and the office of the United States Attorney. Rob is admitted to practice before the state courts of Massachusetts, the United States District Court for the District of Massachusetts and the United States Court of Appeals for the First Circuit.

Bob has been practicing law for twenty-nine years and is licensed in Massachusetts, New Hampshire and Maine. Bob attended the University of New Hampshire and graduated with degrees in Business Administration with minors in Economics and Philosophy. He subsequently completed his legal training at the University of Maine School of Law, graduating with his law degree in May 1988. He is admitted to practice in both state and federal courts in Massachusetts, New Hampshire, Maine and the First circuit Federal District Court. Bob has been a member of the SSJM team since 1988. During Bob’s first decade as a lawyer, he primarily litigated commercial, business, personal injury and family law disputes. The financial and emotional cost of the traditional litigation model to Bob’s clients has caused him to redirect his professional energy. Although Bob frequently litigates appropriate cases, he now guides clients toward a collaborative and peaceful solution to their legal problems. In the collaborative method, clients maintain control, reduce legal fees and the emotional turmoil associated with litigation, all while maintaining privacy which does not exist in the litigation model. Bob is a member of the Mass. Bar Association, NH Bar Association, Maine Bar Association, Haverhill Bar Association, Middlesex County Bar Association, Salem, NH Bar Association, Essex County Bar Association, The National Academy of Elder Law Attorneys (NAELA), MA and NH NAELA Chapters, the International Academy of Collaborative Professionals (IACP), Massachusetts Collaborative Law Counsel (MCLC), Collaborative Law of New Hampshire and Greater Haverhill Chamber of Commerce. Bob has also achieved the certificate as a certified financial divorce litigator. In 2018 Bob was nominated and voted as one of The 10 Best Elder Law Attorneys in Massachusetts. Bob’s practice areas include divorce and family law, estate and trust planning, elder and Medicaid planning, probate administration, business and corporate law, securities and commercial litigation, business general counsel, personal injury and wrongful death.

In 1999, he became an administrator of one of the first charter schools in the state of Florida. He went on in his career, to be a principal and school district administrator. He has been part of hundreds of child studies, and thousands of students' educational plans. He has trained teachers, principals and superintendents on compliance with special education laws, bullying prevention, student discipline procedures and curriculum innovations. He has supported school and school districts in student services' best practices. He has been a school board member, developing policy and performing governance of a school district. Will has been a member of local, state and federal committees that set policy regulations for schools. He is a certified evaluator for school accreditation. He utilizes all of his experience when he represents his clients. With such a broad knowledge in the educational field, Will is able to represent his clients in the most effective ways.