Mark J. Brooks v. Town of Chester, et al.

CourtDistrict Court, D. Massachusetts
DecidedOctober 14, 2025
Docket3:24-cv-30023
StatusUnknown

This text of Mark J. Brooks v. Town of Chester, et al. (Mark J. Brooks v. Town of Chester, et al.) is published on Counsel Stack Legal Research, covering District Court, D. Massachusetts primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Mark J. Brooks v. Town of Chester, et al., (D. Mass. 2025).

Opinion

UNITED STATES DISTRICT COURT DISTRICT OF MASSACHUSETTS

MARK J. BROOKS,

Plaintiff,

v. Civil Action No. 24-30023-MGM TOWN OF CHESTER, et al.,

Defendants.

MEMORANDUM AND ORDER ON PLAINTIFF’S MOTION FOR LEAVE TO FILE SECOND AMENDED COMPLAINT AND DEFENDANTS’ MOTION TO DISMISS PLAINTIFF’S AMENDED COMPLAINT (Dkt. Nos. 28 & 39)

September 23, 2025 Corrected October 14, 2025

MASTROIANNI, U.S.D.J.

I. INTRODUCTION Plaintiff, Mark J. Brooks, proceeding pro se, filed this action in state court against the Town of Chester (“Chester”); members of the Chester Board of Selectmen, John Baldassaro, Richard Sutton, and Brian Forgue; Chair of the Chester Board of Health, Nicholas J. Chiusano; the former Chester Administrator, Katherine Warden; and the Town of Worthington (“Worthington”) Administrator, Margaret O’Neil (collectively “Defendants”). Plaintiff asserts various claims under Massachusetts and federal law against Defendants, all arising from disputes about maintenance of certain roads during the winter. Plaintiff resides at 148 Lindsey Hill Road in Worthington (the “Worthington Property”), and also owns a property located at 69 Smith Road in Chester (the “Chester Property”). Historically, both Chester and Worthington have closed certain roads or portions of roads during the winter months, rather than keep them clear of snow and ice. The closures have included a portion of Smith Road used to access the Chester Property and extending to the Worthington line and a portion of Patterson Road, the continuation of Smith Road in Worthington. The lack of winter maintenance on those sections of road has been a source of conflict between Plaintiff and the towns for decades. This is one of three cases currently pending in this court related to the long-running dispute. Plaintiff filed this action in the Land Court Department of the Massachusetts Trial Court on

December 13, 2023. Defendants, invoking federal question jurisdiction, removed to this court in early 2024. Plaintiff unsuccessfully sought remand, and Defendants filed a motion to dismiss for failure to state a claim. The court granted Plaintiff additional time to respond to the motion to dismiss. Rather than file an opposition, he sought leave to file an amended complaint. The court granted the motion and found Defendants’ motion to dismiss moot. Plaintiff filed his Amended Complaint (Dkt. No. 22) and Defendants filed a second motion to dismiss (Dkt. No. 28). After receiving multiple extensions of time to file his opposition, Plaintiff instead elected to file a motion for leave to file a second amended complaint. He argued his proposed Second Amended Complaint (“SAC”) would “cure many deficiencies in the complaint” by including references to a letter from the Massachusetts Office of the Attorney General, adding a reference to the Massachusetts Civil Rights Act, and adding new facts regarding actions taken by the Chester Board of Selectmen in November 2024. (Mot. for Leave to File Sec. Am. Compl., Dkt. No. 39, 2.) Defendants opposed the motion (Dkt. No. 45), arguing the

SAC would be futile because it did not remedy shortcomings previously identified in Defendants’ pending motion to dismiss. Plaintiff filed a twenty-four-page reply (Dkt. No. 48) in which he addressed the arguments raised in Defendants’ opposition to his motion for leave to file a second amended complaint and those raised in Defendants’ pending motion to dismiss. For the reasons explained below, the court will deny Plaintiff’s motion for leave to file a second amended complaint. The court will also grant Defendants’ motion to dismiss Plaintiff’s first amended complaint as to the federal claims and remand the remaining court claims to state court. II. MOTION FOR LEAVE TO FILE AN AMENDED COMPLAINT Pursuant to Rule 15(a)(1) of the Federal Rules of Civil Procedure, a party may amend its pleading as a matter of course, once, within certain time limits. Leave for a subsequent amended complaint “shall be freely given when justice so requires,” but not where the amendment would be

futile. Adorno v. Crowley Towing and Transp. Co., 443 F.3d 122, 126 (1st Cir. 2006) (quoting Fed. R. Civ. P. 15(a)). “In assessing futility, the district court must apply the standard which applies to motions to dismiss under Fed. R. Civ. P. 12(b)(6)” Id. Pursuant to that standard, the court must dismiss any counts that fail to “‘state a claim to relief that is plausible on its face.’” Ashcroft v. Iqbal, 556 U.S. 662, 678 (2009) (quoting Bell Atlantic Corp. v. Twombly, 550 U.S. 544, 570 (2007)); Fed. R. Civ. P. 12(b)(6). “Determining whether a complaint states a plausible claim for relief . . . [is] a context-specific task that requires the reviewing court to draw on its judicial experience and common sense.” Id. at 679. The court accepts all well-pleaded factual allegations and draws all reasonable inferences in Plaintiff’s favor, but “do[es] not credit legal labels or conclusory statements.” Cheng v. Neumann, 51 F.4th 438, 443 (1st Cir. 2022). “While a district court is generally limited to considering facts and documents that are part of the complaint, it may also consider documents incorporated by reference in the complaint, matters of public record, and other matters susceptible to judicial notice.” Newton Covenant Church v. Great Am.

Ins. Co., 956 F.3d 32, 35 (1st Cir. 2020) (internal quotations and alterations omitted). Dismissal is appropriate for any claim if the factual allegations cannot support one or more “material element[s] necessary to sustain recovery under some actionable legal theory.” N.R. by and through S.R. v. Raytheon Co., 24 F.4th 740, 746 (1st Cir. 2022) (internal quotations omitted). This includes any claim that is untimely on its face. Gorelik v. Costin, 605 F.3d 118, 121 (1st Cir. 2010) (affirming dismissal “when the pleader’s allegations ‘leave no doubt that an asserted claim is time-barred,’” as occurred when plaintiff alleged harms caused by discrete actions taken years before the limitations period (quoting LaChapelle v. Berkshire Life Ins. Co., 142 F.3d 507, 509 (1st Cir. 1998)). III. SPECIAL CONSIDERATIONS APPLICABLE TO COMPLAINTS FILED BY PRO SEPLAINTIFFS “Our judicial system zealously guards the attempts of pro se litigants on their own behalf.” Ahmed v. Rosenblatt, 118 F.3d 886, 890 (1st Cir. 1997). Recognizing the difficulties pro se plaintiffs face, the courts construe pro se complaints liberally. Foley v. Wells Fargo Bank, N.A., 772 F.3d 63, 75 (1st

Cir. 2014). “However, pro se status does not insulate a party from complying with procedural and substantive law.” Ahmed, 118 F.3d at 890. Like other plaintiffs, “even a pro se plaintiff is required ‘to set forth factual allegations, either direct or inferential, respecting each material element necessary to sustain recovery under some actionable legal theory.’” Adams v. Stephenson, 116 F.3d 464 (1st Cir. 1997) (unpublished table decision) (quoting Gooley v.

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