Closing Date: 7th February, 2023


The Middlesex Sheriff's Office (“MSO”) is seeking a qualified professional for the position of Legal Counsel (“Counsel”). Under the general direction of the Chief Legal Counsel or designee, Counsel will provide a full range of in-house legal services and assumes responsibility for all matters assigned by the Chief Legal Counsel. This is an exempt, at-will employment position located in the MSO's Administrative Office in Woburn, MA.

Additional Responsibilities of the Counsel Include, But Are Not Limited, to the Following:
  • Provides legal advice as in-house counsel to all MSO employees, to include the interpretation of applicable law, regulations and case decisions impacting the MSO;
  • Conducts the prosecution and defense of civil litigation in state and federal court proceedings and administrative proceedings to which the MSO and individually named employees are parties;
  • Drafts, serves and files all case-related documents, including correspondence, pleadings, motions and memoranda, discovery, and appellate briefs, and represents the MSO on cases and claims, from initial investigation and review, to discovery, depositions and motion and motion hearings, through trial and adjudicatory proceeding, and appeals;
  • Assists with employment matters, including labor relations/collective bargaining, grievance/arbitration hearings, Worker's Compensation matters, and administrative disciplinary hearings;
  • Reviews and drafts Memorandums of Understanding/Agreement and provides legal assistance with vendor contracts;
  • Conducts studies, inquiries, and research regarding legal matters; reports findings and recommendations to the Chief Legal Counsel or designee;
  • Ensures the MSO is in compliance with all state and federal laws and guidelines, including periodic review and drafting of MSO policies and procedures;
  • May be required to assist with training of employees on a variety of legal matters;
  • Flexibility and ability to learn and perform new duties and skills as assigned;
  • Consults daily with the Chief Legal Counsel or designee, updating on all pending legal matters.

Working Conditions:
The hours of work will be 9:00a.m. to 5:00p.m. in person on Monday through Friday and subject to change based on the discretion of management. Occasionally will be required to meet and work inside a correctional setting. Duties require regular motor vehicle travel to and from hearings, off-site meetings and other engagements. The individual selected must be cognizant of the confidential and sensitive nature of a law enforcement agency with the ability to maintain confidentiality for all employees.

  • JD degree from an accredited law school;
  • Member in good standing of the Massachusetts Bar admitted to practice before state and federal courts;
  • Minimum of five (5) years' experience as a practicing member of the Massachusetts Bar;
  • Extensive trial and appellate experience in civil litigation is required;
  • Experience handling claims with Massachusetts and federal administrative agencies;
  • Experience with labor negotiations, collective bargaining processes and familiarity with labor relations grievance and arbitration agencies and rules;
  • Must possess excellent oral, written, inter-personal, communication, organizational and time management skills and be able to work under pressure on multiple time-sensitive cases, tasks, assignments and projects;
  • Demonstrated ability to organize and manage complex tasks, set priorities, exercise sound independent judgment while providing effective guidance and legal counsel to policymakers;
  • Strong knowledge of the laws of the Commonwealth and related federal laws required;
  • Must be able to perform legal research, draft pleadings and legal documents;
  • Proficiency in Westlaw, LexisNexis, and Microsoft programs and applications, Word, Excel, Adobe, Powerpoint and proficiency with virtual meeting platforms used in public meetings/hearings and Court proceedings (Webex, Teams, Zoom, Google Meets);
  • Experience filing in federal and Massachusetts Courts and Agencies, online services and electronic case filings

In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification form upon hire. The applicant must have their own transportation, an active valid driver's license, the right to legally operate a motor vehicle in Massachusetts and pass a criminal background check.

Salary: Starting annual base salary is $110,226.85 plus additional incentives, bonuses and employment benefits. Interested candidates can review this job posting at and may submit a cover letter and resume via email to