Matthew Fleming

Matthew Fleming, Esq. has rejoined our firm to serve as Of Counsel in the firm's Long Island office in Farmingdale, New York. His practice focuses on providing general counsel and labor counsel to municipalities and school districts on matters involving labor & employment law, public sector labor relations, civil rights law, investigations, and litigation.

Prior to rejoining Guercio & Guercio as Of Counsel, Mr. Fleming served as a legal consultant to the New York City Department of Education, after retiring as a Director within the NYC Department of Education's Office of General Counsel. Mr. Fleming brings an array of education experience as he was responsible in the N.Y.C. Department of Education for reviewing and commenting on correspondence with elected and appointed officials, drafting responses to press inquiries, researching and providing advice on education law topics, drafting and interpreting regulations, overseeing student suspension appeals for the New York City Chancellor, responding to requests under the Freedom of Information Law, monitoring litigation involving the New York City Law Department, and representing the N.Y.C. Department of Education in employment discrimination complaints and small claims proceedings. He also created an extensive legal manual for use by the NYC Department of Education's Office of General Counsel, engaged in countless trainings for school administration, and has served as a presenter of continuing legal education. 

Matthew also previously served as an Associate at our law firm representing Long Island school districts as general counsel and labor counsel and defending school administration in various types of federal and state litigation including Article 78 proceedings, commercial disputes, and personal injury actions.  Prior to his tenure with Guercio and Guercio, Matthew investigated crime and corruption within the New York City Department of Education as an investigator with the Special Commissioner of Investigation and served as a supervising attorney in the NYPD Legal Bureau. Matthew also taught the legal aspects of school administration as an Adjunct Professor at St John's University.  

Mr. Fleming is a graduate of New York Law School, and a graduate of Brooklyn College, where he graduated cum laude with a B.A. in English. During law school, Mr. Fleming received the American Jurisprudence Award for Contracts.

Areas of Practice:

Bar Admissions:

  • New York State

  • U.S. District Court - Eastern District of New York


  • New York Law School, New York, NY, J.D. 
  • Brooklyn College, B.A., English

Professional Associations & Memberships:

  • Education Law Association
  • New York State Bar Association