David A. Freeman v. Town of Watertown, Watertown Police Department, Chief Justin Hanrahan, Lt. Kenneth Swift, Det. Miguel Colón, John/Jane Does 1-10, Zachary Hurley, and Tara Freeman

CourtDistrict Court, D. Massachusetts
DecidedJune 12, 2026
Docket1:25-cv-11027
StatusUnknown

This text of David A. Freeman v. Town of Watertown, Watertown Police Department, Chief Justin Hanrahan, Lt. Kenneth Swift, Det. Miguel Colón, John/Jane Does 1-10, Zachary Hurley, and Tara Freeman (David A. Freeman v. Town of Watertown, Watertown Police Department, Chief Justin Hanrahan, Lt. Kenneth Swift, Det. Miguel Colón, John/Jane Does 1-10, Zachary Hurley, and Tara Freeman) 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
David A. Freeman v. Town of Watertown, Watertown Police Department, Chief Justin Hanrahan, Lt. Kenneth Swift, Det. Miguel Colón, John/Jane Does 1-10, Zachary Hurley, and Tara Freeman, (D. Mass. 2026).

Opinion

UNITED STATES DISTRICT COURT DISTRICT OF MASSACHUSETTS ____________________________________ ) DAVID A. FREEMAN, ) ) Plaintiff, ) ) Civil Action No. 25-CV-11027-AK v. ) ) TOWN OF WATERTOWN, WATERTOWN ) POLICE DEPARTMENT, CHIEF JUSTIN ) HANRAHAN, LT. KENNETH SWIFT, ) DET. MIGUEL COLÓN, JOHN/JANE ) DOES 1-10, ZACHARY HURLEY, and ) TARA FREEMAN, ) ) Defendants. ) )

MEMORANDUM AND ORDER ON DEFENDANTS TOWN OF WATERTOWN, WATERTOWN POLICE DEPARTMENT, JUSTIN HANRAHAN, KENNETH SWIFT, AND MIGUEL COLÓN’S MOTION TO DISMISS

KELLEY, D.J. Plaintiff David A. Freeman, proceeding pro se and as sole active fiduciary of Boston Jeepz, Inc. (“Boston Jeepz”), brings this action for the alleged burglary of Boston Jeepz by Defendant Zachary Hurley. Freeman alleges, inter alia, that Defendants Town of Watertown (“Town”), the Watertown Police Department (“Watertown Police”), Chief of Police Justin Hanrahan, Lieutenant Kenneth Swift, and Detective Miguel Colón (collectively, “Defendants”) failed to properly investigate the incident and preserve relevant evidence. Before the Court is Defendant’s Motion to Dismiss for Failure to State a Claim. [Dkt. 79]. For the following reasons, Defendants’ Motion to Dismiss is GRANTED. I. BACKGROUND The following allegations are drawn from the Amended Complaint [Dkt. 58] and its attached Exhibits, unless otherwise noted, and assumed as true. Freeman is the sole active fiduciary of Boston Jeepz, a Massachusetts-based automotive services company. [Id. ¶¶ 3-4]. Previously, Defendant Tara Freeman, Plaintiff’s ex-wife, and Hurley, Plaintiff’s then-stepson, shared stock ownership of Boston Jeepz. [Dkt. 94-1 at 24]. On or around October 21, 2024, Ms. Freeman and Hurley transferred all stock ownership to Plaintiff, though they contend that

Plaintiff did not sign the transfer documents, thus completing the transfer, until December 5, 2024. [See id.]. On November 4, 2024, Ms. Freeman filed for divorce against Plaintiff in state probate court.1 See Freeman v. Freeman, No. MI24D3407DR (Mass. Middlesex Cnty. Probate Ct. Mar. 9, 2026). A judgment of divorce was entered on March 9, 2026, including division of assets. Id. On the nights of November 25 and December 2, 2024, Hurley allegedly used Freeman’s identity and contact information to authorize the removal of Boston Jeepz’s corporate assets, including two vehicles, a scanner, computer, toolbox, and sports memorabilia. [Dkt. 58 ¶¶ 12A, 15; Dkt. 58-4 at 4, 14]. On December 3, 2024, Freeman placed an emergency call to the

Watertown Police to report the alleged burglary. [Dkt. 58 ¶ 12B]. Responding officers arrived at the premises, reviewed onsite security footage, and interviewed eyewitnesses. [Id. ¶¶ 12A, 12B, 12]. Freeman identified Hurley as a suspect and informed the officers that Hurley’s credibility had been “formally impeached” in 2023. [Id. ¶ 12]. Specifically, the Massachusetts Civil Service Commission bypassed Hurley’s police officer application for the City of Newton based on his “negative professional references, untruthfulness and unsuitability” for the role. [Dkt. 48-2 at 10-

1 The Court may take judicial notice of other court proceedings. Kader v. Sarepta Therapeutics, Inc., No. 14-CV-14318, 2016 WL 1337256, at *15 n.10 (D. Mass. Apr. 5, 2016) (noting that courts “may take judicial notice of proceedings in other cases,” though “it generally cannot do so for the truth of any matters discussed during those proceedings”). 22]. The officers provided Freeman with an incident card and report number. [Dkt. 58 ¶ 12B]. Several days later, on December 6, 2024, Freeman followed up with the Watertown Police by emailing Chief Hanrahan. [Dkt. 58-4 at 4]. In that correspondence, Freeman alleged that Colón, the investigator assigned to the incident, was failing to properly investigate the matter, maintain records, and preserve relevant information. [See id.]. Freeman further alleges

that Colón, who was not present at the scene, “authorized a report falsely implying [his] presence.” [Dkt. 58 ¶ 14]. Hanrahan acknowledged the reported breaking and entering but referred the matter to Lieutenant Swift for further handling, and the matter was internally classified as a “civil dispute” instead of a felony. [Id. ¶¶ 12D, 13]. Approximately one month later, on January 18 and 30, 2025, Freeman reported to Swift that more servers belonging to Boston Jeepz had been stolen. [Id. ¶ 12F]. On January 30, 2025, the Watertown Police filed a criminal complaint against Hurley in the Waltham District Court, charging him with breaking and entering. [See Dkt. 58-4 at 2]. The complaint identified Freeman as the victim; however, Freeman was not called to attend the magistrate judge’s April

29, 2025, show-cause hearing for the case. [Dkts. 58 ¶ 12C; 58-4 at 1]. During the hearing, the Watertown Police allegedly concealed Freeman’s emergency call, the corresponding Computer- Aided Dispatch (“CAD”) entry, and the incident card, and represented that “no incident” had occurred. [Id. ¶ 12B]. The magistrate judge found no probable cause existed supporting issuance of a formal complaint, though Hurley and Ms. Freeman admitted that they had possession of the servers and other items. [Dkt. 94-1 at 19]. Following the alleged burglary, Freeman sought insurance coverage for the lost assets. His insurer, however, required verification from law enforcement before processing the claim. On March 18, 2025, Freeman participated in a call with Swift and an insurance investigator, during which Swift allegedly acknowledged that Hurley had committed the breaking and entering. [Dkt. 58 ¶ 19]. However, the police record was not updated to reflect the incident as a felony and instead remained categorized as a civil dispute. [See id.]. On March 19, 2025, Freeman sent a demand letter to the Watertown Police requesting release of the police report and related information, including the incident report, incident card,

and a recording or documentation of his initial emergency call. [Id. ¶ 20; Dkt. 58-4 at 5]. Freeman alleges that the Watertown Police did not provide the requested information. [Dkt. 58 ¶ 21]. As a result, Freeman’s insurance company denied coverage for lack of police verification, and Boston Jeepz ceased operations. [Id. ¶¶ 21, 23]. On April 14, 2025, Freeman filed this action in state court, which Defendants removed on April 18, 2025. [Dkt. 1]. On August 29, 2025, Freeman filed a Second Amended Complaint, alleging procedural due process violations, fraud on the court, denial of access to courts, violations of Title II of the Americans with Disabilities Act, constructive trust and accounting, and interference with insurance and property rights. Defendants moved to dismiss all claims on

October 27, 2025. II. LEGAL STANDARD To survive a motion to dismiss under Federal Rule of Civil Procedure 12(b)(6), a complaint must allege sufficient facts to state a claim for relief that is “plausible on its face” and actionable as a matter of law. Ashcroft v. Iqbal, 556 U.S. 662, 678 (2009) (quoting Bell Atl. Corp. v. Twombly, 550 U.S. 544, 570 (2007)). Reading the complaint “as a whole,” the court must conduct a two-step, context-specific inquiry. García-Catalán v. United States, 734 F.3d 100, 103 (1st Cir. 2013). First, the court must perform a close reading of the complaint to distinguish factual allegations from conclusory legal statements. Id. Factual allegations must be accepted as true, while legal conclusions are not entitled to credit. Id. A court may not disregard properly pleaded factual allegations even if actual proof of those facts is improbable. Ocasio-Hernández v.

Free access — add to your briefcase to read the full text and ask questions with AI

Related

Knox v. Lee
79 U.S. 457 (Supreme Court, 1871)
Omnia Commercial Co. v. United States
261 U.S. 502 (Supreme Court, 1923)
Hafer v. Melo
502 U.S. 21 (Supreme Court, 1991)
Lewis v. Casey
518 U.S. 343 (Supreme Court, 1996)
Christopher v. Harbury
536 U.S. 403 (Supreme Court, 2002)
Tennessee v. Lane
541 U.S. 509 (Supreme Court, 2004)
Bell Atlantic Corp. v. Twombly
550 U.S. 544 (Supreme Court, 2007)
Ashcroft v. Iqbal
556 U.S. 662 (Supreme Court, 2009)
Kennedy Ex Rel. B.D.K. v. Town of Billerica
617 F.3d 520 (First Circuit, 2010)
Rodriguez-Cirilo v. Garcia
115 F.3d 50 (First Circuit, 1997)
Testa v. Wal-Mart Stores, Inc.
144 F.3d 173 (First Circuit, 1998)
Rodriguez-Ortiz v. Margo Caribe, Inc.
490 F.3d 92 (First Circuit, 2007)
Gagliardi v. Sullivan
513 F.3d 301 (First Circuit, 2008)
Ocasio-Hernandez v. Fortuno-Burset
640 F.3d 1 (First Circuit, 2011)
Melo-Tone Vending, Inc. v. United States
666 F.2d 687 (First Circuit, 1981)
Sovereign News Co. v. United States
690 F.2d 569 (Sixth Circuit, 1983)
Robert E. Cameron v. Henry Tomes
990 F.2d 14 (First Circuit, 1993)

Cite This Page — Counsel Stack

Bluebook (online)
David A. Freeman v. Town of Watertown, Watertown Police Department, Chief Justin Hanrahan, Lt. Kenneth Swift, Det. Miguel Colón, John/Jane Does 1-10, Zachary Hurley, and Tara Freeman, Counsel Stack Legal Research, https://law.counselstack.com/opinion/david-a-freeman-v-town-of-watertown-watertown-police-department-chief-mad-2026.