Tobias W. Crawford (“Toby”) focuses his practice on higher education law, employment law, and complex litigation.  He represents clients before trial courts, appellate courts, and administrative agencies.  His litigation experience ranges from employment discrimination and executive compensation lawsuits to shareholder disputes, wage and hour class actions, and civil rights claims.  Toby defends colleges and universities in faculty disputes, student disciplinary matters, and other matters.  He also assists these institutions in developing policies that comply with Title IX, the Family Educational Rights and Privacy Act, the Massachusetts Fair Educational Practices Law, and other federal and state laws.

Toby counsels businesses and nonprofits on an array of employment issues, including medical leaves, disability accommodations, employment agreements, and wage and hour requirements.  He reviews personnel policies, troubleshoots employee issues, and assists employers in complying with new workplace laws.  He regularly provides legal advice on federal and state employment laws, such as the Family and Medical Leave Act, the Fair Labor Standards Act, the Americans with Disabilities Act, Title VII, and Chapter 151B.

Practice Areas


  • Bowdoin College, B.A., cum laude, 2007
  • Boston College Law School, J.D., 2010

Recognition and Professional Affiliations

  • Member, Boston Bar Association
  • Member, Massachusetts Bar Association
  • Named a Massachusetts Super Lawyer – Rising Star (Top 2.5% of lawyers 40 and under), published in Boston Magazine, 2015

Published Works and Appearances

  • Panelist, But I Didn’t Do It: Avoiding Liability for Discrimination by Non-University Actors, National Association of College and University Attorneys, March 2017
  • Panelist, Employee Handbooks 101: The Basics of Reviewing Employee Handbooks for Employers, Boston Bar Association, January 2017
  • Panelist, Recent Developments in Title IX Litigation, National Association of College and University Attorneys, January 2016
  • Guest Blogger, Employees Work Schedule is Juggling Act,’s The Job Doc Blog, July 2014
  • Author, Breaking It Down to Twigs and Seeds: Medical Marijuana on the Job, Bender’s Labor & Employment Bulletin, April 2014
  • Guest Presenter, Advanced Legal Research Course, Boston College Law School, January 2012
  • Co-author, Maintaining Confidentiality in a Dressed-Down World, Massachusetts Lawyers Weekly, January 2011
  • Co-author, New England States Differ Approaches to Damage Allocations, Massachusetts Lawyers Journal, January 2011
  • Co-author, The Lawyer as a Non-Profit Director: Does Altruism Equal Personal Liability?, published in New Hampshire Bar News, January 2010

Bar Admissions

  • Massachusetts, 2010
  • New Hampshire, 2010
  • United States District Court for the District of Massachusetts, 2010

Representative Matters

  • Represented a private college in successfully opposing a student’s efforts to obtain a preliminary injunction barring a sexual misconduct proceeding from going forward.
  • Represented a restaurant group in obtaining the dismissal of a wage and hour class action challenging its tip pooling policy.
  • Served as a Special Assistant Attorney General in defending an elected official against a whistleblower lawsuit brought by a former staff member.
  • Represented a high tech firm in a disability discrimination action filed with the Massachusetts Commission Against Discrimination.
  • Counseled higher education institutions on a range of legal issues, including best practices for Title IX investigations, service animals in college housing, health clinic records under FERPA, and discrimination protections for transgender students.

Prior Experience

Before joining Hirsch Roberts Weinstein LLP, Toby served as a law clerk to the Honorable J. Garvan Murtha, United States District Judge for the District of Vermont, and the Honorable Leo T. Sorokin, United States District Judge for the District of Massachusetts.  As a student at Boston College Law School, Toby competed on a national moot court team and interned at the United States Attorney’s Office in Vermont.


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