Howard v. City of New YorkHoward v. City of New York
Memorandum & Order
Kiyo A. Matsumoto, United States District Judge:
Before the Court is pro se Plaintiff Clayton Howard‘s (“Plaintiff” or “Howard“) third motion for leave to file an amended complaint, (ECF No. 54-4, the “PAC“), pursuant to
BACKGROUND
Mr. Howard‘s claims generally arise from a contentious relationship with Ms. Evins. On December 1, 2022, Mr. Howard allegedly obtained a Final Restraining Order against Ms. Evins in Essex County Superior Court in New Jersey. (PAC ¶¶ 30, 46; ECF No. 54-5 at 1-5, the “FRO“.) Mr. Howard makes various allegations that this FRO was not enforced by the 120th Precinct. (See e.g., PAC 46, 48-51.)
Mr. Howard‘s claims are premised on three arrests. On May 16, 2023, based on allegations from Ms. Evins, Detective Joseph Quirk arrested Mr. Howard even though Mr. Howard alleges he “provided documents demonstrating that the charges were” “previously dismissed in New Jersey courts.” (PAC ¶ 53, 54.) Mr. Howard alleges that he was “detained” but “released without further action.” (PAC ¶ 57.)
On November 17, 2023, based on a “fabricated complaint by Ms. Evins, alleging threats of violence,” Detective Matthew DePalma arrested Mr. Howard even though there was allegedly “clear exculpatory evidence . . . showing Plaintiff was elsewhere at the time of the alleged incident,” and ADA Gabrielle Giovinazzi allegedly directed Detective DePalma “not to detain Mr. Howard due to insufficient probable cause.” (PAC ¶¶ 61-63.) Mr. Howard alleges that he was “detained . . . for seven hours.” (PAC ¶ 63.)
On December 3, 2024, Mr. Howard filed a complaint in the instant action against the City of New York, the New York Police Department (the “NYPD“), and unnamed NYPD officers John and Jane Does 1-10 (together with the City, “Defendants“), alleging false arrest, malicious prosecution, equal protection, failure to intervene, due process, a Monell claim, Intentional Infliction of Emotional Distress, and various state claims against Defendants. (ECF No. 1, the “Compl.“.) Mr. Howard‘s initial complaint only alleged claims in relation to his two arrests on May 16, 2023, and November 18, 2023, based on allegations from Ms. Evins. (See
On May 23, 2025, the City of New York answered the complaint. (ECF No. 10.) The same day, Mr. Howard filed a stipulation of dismissal as to the New York Police Department, who was subsequently terminated as a defendant. (ECF Nos. 11, 12.)
On July 8, 2025, Mr. Howard informed Magistrate Judge Eshkenazi that he had dismissed his attorney. Mr. Howard has since proceeded pro se. On September 3, 2025, Magistrate Judge Eshkenazi adopted a proposed case management plan setting the deadline to move to amend to October 3, 2025, and various other discovery deadlines. On September 25, 2025, Mr. Howard moved for leave to amend his complaint. (ECF No. 17, “First Motion“.) On October 10, 2025, the City opposed. (ECF No. 20.) Before any decision was issued on the First Motion, on October 23, 2025, Mr. Howard filed a second motion for leave to amend his complaint. (ECF No. 25, “Second Motion“.) On December 5, 2025, the City opposed Mr. Howard‘s Second Motion. On February 12, 2026, Magistrate Judge Eshkenazi held a hearing on the First Motion and Second Motion, denied as moot the First Motion, denied the Second Motion without prejudice for the reasons stated on the record, and set a briefing schedule for any additional motion for leave to amend.
On March 15, 2026, Mr. Howard filed this instant Third Motion for leave to file the PAC. On April 16, 2026, the City opposed Mr. Howard‘s Third Motion. On April 18, 2026, Mr. Howard filed
LEGAL STANDARD
“‘[I]t is within the sound discretion of the district court to grant or deny leave to amend.‘” Wilson v. Merrill Lynch & Co., 671 F.3d 120, 139 (2d Cir. 2011) (quoting McCarthy v. Dun & Bradstreet Corp., 482 F.3d 184, 200 (2d Cir.2007)).
An amendment to the complaint is futile if the “proposed claim could not withstand a motion to dismiss pursuant to
The Court liberally construes pro se complaints, but “even pro se litigants may be denied leave to amend when an amendment would be futile.” Foy v. N.Y. State Unified Ct. Sys., 740 F. Supp. 3d 136, 155 (E.D.N.Y. 2024), appeal dismissed, No. 24-2242, 2025 WL 2470039 (2d Cir. Mar. 12, 2025) (citing Terry v. Inc. Vill. of Patchogue, 826 F.3d 631, 633 (2d Cir. 2016)). “Where it appears that granting leave to amend is unlikely to be productive, . . . it is not an abuse of discretion to deny leave to amend.” Ruffolo v. Oppenheimer & Co., 987 F.2d 129, 131 (2d Cir. 1993) (citation modified).
DISCUSSION
I. Prolixity
As an initial matter, the City argues that leave to amend
A complaint must include a “short and plain statement of the claim showing that the pleader is entitled to relief.”
Although “only complaints that are so confused, ambiguous, vague, or otherwise unintelligible are dismissed for running afoul of
Mr. Howard filed approximately 250 pages in support of the instant Third Motion, including a 68-page, 384-paragraph (with numerous sub-paragraphs) proposed second amended complaint and eight exhibits including irrelevant discovery correspondence. (See generally Third. Mot.) Although the Court agrees that Mr. Howard‘s filings in support of his Third Motion are, at times, “unnecessarily long-winded,” “unintelligible,” Gatling-Brooks, 2024 WL 5186527, at *2 and contain “extraneous matter,” Nungesser, 2017 WL 1102661, at *1, the Court will consider below whether leave should be granted to Mr. Howard to add the additional claims asserted and additional defendants in Mr. Howard‘s PAC.
II. Mr. Howard May Amend His Complaint to Add an Additional May 18, 2023 False Arrest Claim
To state a
“[T]he law in the Second Circuit is clear that once a government official has a reasonable basis to believe that there is probable cause to arrest, the official ‘is not required to explore and eliminate every theoretically plausible claim of innocence before making an arrest.‘” Barkai v. Neuendorf, No. 21-CV-4060 (KMK), 2024 WL 710315, at *12 (S.D.N.Y. Feb. 21, 2024) (quoting Garcia v. Does, 779 F.3d 84, 93 (2d Cir. 2015)); see also Panetta, 460 F.3d at 398 (“Once an officer has probable cause, he or she is ‘neither required nor allowed’ to continue investigating, sifting and weighing information.“).
The PAC adds false arrest allegations regarding an additional May 18, 2023 arrest by Detective Christopher Robley. (See PAC ¶¶ 58-60.) Mr. Howard alleges that Detective Robley arrested Mr. Howard based on allegations filed by Ms. Smith. (PAC ¶ 58.) Mr. Howard alleges that he “provided documents demonstrating that the allegations were dismissed in March 2023 for lack of service of
Mr. Howard‘s allegations are vague and border on conclusory because the PAC fails to allege what Mr. Howard was arrested for and how any of the “documents” he allegedly “provided” raise doubt as to Ms. Smith or Ms. Smith‘s allegations. (See PAC ¶¶ 58-60.) It may be that following motion practice or discovery, Mr. Howard‘s false arrest claim based on his May 18, 2023 arrest may not pass muster. However, construing Mr. Howard‘s allegations in the light most favorable to Mr. Howard, we assume, for now, that that the documents Mr. Howard allegedly provided to Detective Robley establish without any doubt that Detective Robley lacked probable cause to arrest Mr. Howard. Accordingly, Mr. Howard is given leave to amend his complaint to add a false arrest claim based on his May 18, 2023 arrest.1
III. Mr. Howard May Amend His Complaint to Name Detectives Joseph Quirk, Christopher Robley and Matthew DePalma as Defendants in their Individual Capacities
The PAC seeks to add Detectives Joseph Quirk, Matthew DePalma, and Michael Levy as Defendants in their individual capacities. (PAC ¶¶ 4-6.) The PAC also lists various other officers including Christopher Robley. (See e.g., PAC ¶¶ 58-60.) Mr. Howard is granted leave to amend his complaint to name Joseph Quirk, Christopher Robley, and Matthew DePalma (together, the “Arresting Officers“) as Defendants because these are the three arresting officers who allegedly committed the May 16, 2023, May 18, 2023, and November 17, 2023 arrests. See Strachn v. City of New York, No. 19-CV-7046 (RRM) (JO), 2020 WL 2542128, at *3 (E.D.N.Y. May 19, 2020) (granting pro se plaintiff leave to amend to attempt to state a claim against the individual officers); Nzomo v. Wheeler, No. 10-cv-8530 (RA), 2014 WL 92711, at *1 (S.D.N.Y. Jan. 9, 2014)
Mr. Howard is not granted leave to amend to assert claims against Officer Michael Levy because Mr. Howard only alleges conspiracy and
IV. Mr. Howard‘s Obstruction of Justice Claim is Futile (Count 7 likely meant Count 9)
Mr. Howard‘s PAC seeks to add an obstruction of justice claim under
V. Mr. Howard‘s Proposed Claims Against the RCDA Victims Rights Employees are Futile
The PAC adds Courtney Chase and Mckenzie Upshaw, two Richmond County District Attorney employees with the job title “Supervisor of Victim Advocates,” as defendants.3 (PAC ¶¶ 7-8.) The City opposes the proposed addition of the RCDA Victim Rights Employees as defendants because they are covered under absolute immunity and amendment to add them is futile. (Opp. at 3.)
Based on a liberal construction of Mr. Howard‘s PAC, Mr. Howard seeks leave to amend to bring malicious prosecution, false arrest, Equal Protection selective enforcement and prosecution,
1. Malicious Prosecution
Although Mr. Howard argues that RCDA Victim Rights Employees are not covered by absolute immunity because they serve in “victim services administration, not prosecutorial advocacy,” (Rep. at 3), courts “take a ‘functional approach,’ examining ‘the nature of the function performed, not the identity of the actor who performed it.‘” Simon v. City of New York, 727 F.3d 167, 171 (2d Cir. 2013) (quoting Buckley v. Fitzsimmons, 509 U.S. 259, 269 (1993)). “This immunity thus ‘extends to those performing functions closely associated with that process,’ including non-lawyer employees at a district attorney‘s office.” Malik v. City of New York, 841 F. App‘x 281, 284 (2d Cir. 2021) (holding that non-attorney employee in district attorney‘s office was entitled to absolute prosecutorial immunity to same extent as the prosecutor the employee was assisting) (quoting Hill v. City of New York, 45 F.3d 653, 660 (2d Cir. 1995)). This includes functions such as “evaluating and organizing evidence for presentation at trial or to a grand jury” or “determining which offenses are to be charged.” Hill, 45 F.3d at 661.
2. False Arrest
“For a false arrest claim to survive a motion to dismiss, [] ‘each individual must have been personally involved in the arrest in order to be held liable.‘” Hollenquest v. City of New York, No. 21-CV-08801-LTS, 2025 WL 1827644, at *4 (S.D.N.Y. July 2, 2025) (quoting Turner v. Procopio, No. 13-CV-693, 2020 WL 2220244, at *9 (W.D.N.Y. Mar. 27, 2020)) (citing Colon v. Coughlin, 58 F.3d 865, 873 (2d Cir. 1995). Mr. Howard fails to allege any connection between the Arresting Officers and the RCDA Victim Rights Employees. Thus, Mr. Howard‘s false arrest claims against the RCDA Victim Rights Employees are futile and may not be added to an amended complaint because Mr. Howard fails to allege that the RCDA Victim Rights Employees “w[ere] personally involved in plaintiff‘s arrest,” or “any facts that would give[] rise to an inference of direct involvement.” Rodriguez v. City of New York, 649 F. Supp. 2d 301, 305 (S.D.N.Y. 2009).
3. Discriminatory Enforcement and Selective Prosecution
To prevail on a selective enforcement or selective
In support of Mr. Howard‘s Equal Protection claims, Mr. Howard alleges that the “RCDA prioritized [Ms. Evins, Mr. Howard‘s former domestic partner‘s] claims,” and “publicly honor[ed] Ms. Evins as a domestic violence ‘victim,’ despite having certified documentation confirming her documented history of harassment and false reporting against Plaintiff.” (PAC ¶¶ 186, 191.) Mr.
Mr. Howard‘s Equal Protection claims are futile and may not be added to an amended complaint because he fails to allege that Ms. Evins is a suitable comparator who is similarly situated to Mr. Howard. Here, Mr. Howard fails to allege any facts regarding Mr. Howard‘s or Ms. Evins’ conduct showing that they both engaged in similar conduct and actions. See Graham v. Long Island R.R., 230 F.3d 34, 40 (2d Cir. 2000) (“[T]he standard for comparing conduct requires a reasonably close resemblance of the facts and circumstances of plaintiff‘s and comparator‘s cases.“).
Mr. Howard‘s Equal Protection claims are also futile because he has failed to allege that any “disparate treatment was caused by the impermissible motivation,” Hillary, 2023 WL 4169427, at *1, other than the conclusory factual statement that he is a “male victim of domestic violence” and Ms. Evins’ is female. (PAC ¶¶ 90, 129.) Mr. Howard has not alleged any facts showing that Defendants’ alleged actions were taken because he was a man.
Moreover, Mr. Howard‘s Equal Protection allegations are premised on the conclusory allegation that the NYPD only acted on Ms. Evins’ claims and not Mr. Howard‘s, but “[m]ere failure to prosecute other offenders is not a basis for a finding of denial
Accordingly, Mr. Howard‘s request for leave to amend to add Equal Protection claims against the RCDA Victim Rights Employees is respectfully denied.
4. Due Process Claims
Mr. Howard seeks to add due process suppression of exculpatory evidence claims against the RCDA Victim Rights Employees. (PAC ¶¶ 195-199). Mr. Howard seeks to add allegations that Ms. Chase directed subordinates not to assist Mr. Howard and fabricated information alleging that the FRO against [Ms.] Evins was ‘unenforceable’ within Richmond County New York.” (PAC ¶ 192.) Mr. Howard‘s due process claims against the RCDA Victim Rights
VI. Mr. Howard‘s Proposed Non-Conspiracy Section 1983 Claims Against Ms. Evins and Ms. Smith are Futile Because There is No State Action
The Court construes Mr. Howard‘s pro se complaint liberally to allege non-conspiracy
To support a theory of joint action, Mr. Howard alleges that Ms. Evins provided false information to the prosecutors and the NYPD and filed false complaints against Mr. Howard. (See e.g., PAC ¶ 119.) Mr. Howard alleges that Ms. Smith “created 20+ fraudulent Facebook accounts,” “monitored [Mr. Howard‘s] activities and gathered intelligence provided to Ms. Evins and conspirators for [a] harassment campaign,” and fabricated a May 18, 2023 complaint, (PAC ¶ 119; see also ¶¶ 220, 317), which resulted in Mr. Howard‘s arrest after which he was “released without further action.” (Id. ¶ 58-60.).
First, Mr. Howard‘s allegation that Ms. Smith created fraudulent Facebook accounts involves private conduct that does not render Ms. Smith an actor under “color of state law.” Second, “the mere fact that a private person falsely reported criminal conduct to government officials is insufficient to establish liability as a state actor under
Thus, to the extent the PAC alleges
VII. Mr. Howard‘s Conspiracy Claims Are Futile
Mr. Howard‘s PAC adds a conspiracy claim alleging that the NYPD Officers, the RCDA Defendants, and the Individual Defendants conspired against Mr. Howard to coordinate false arrests, refuse
1. Section 1983 Conspiracy
“Although a successful
A Section 1983 conspiracy claim requires: “(1) an agreement between two or more state actors or between a state actor and a private entity; (2) to act in concert to inflict an
The Second Circuit “has repeatedly held that complaints containing only ‘conclusory,’ ‘vague,’ or ‘general allegations’ of a conspiracy to deprive a person of constitutional rights will be dismissed.” Ostrer v. Aronwald, 567 F.2d 551, 553 (2d Cir. 1977) (collecting cases); see also Ciambriello, 292 F.3d at 325 (same). “Diffuse and expansive allegations are insufficient, unless amplified by specific instances of misconduct.” Id.
First, any conspiracy claim premised on Mr. Howard‘s proposed additional Section 1983 obstruction of justice, malicious
Second, Mr. Howard‘s alleged
The only facts alleged from which an inference can be drawn of any connection between the Individual Defendants and the Arresting Officers is that Ms. Evins made false complaints that led to Mr. Howard‘s May 16, 2023 and November 17, 2023 arrests, and Ms. Smith made a false complaint that led to Mr. Howard‘s May 18, 2023 arrest. (PAC ¶¶ 53-61.) But the mere fact that Ms. Evins and Ms. Smith made the allegations and complaints that led to Mr. Howard‘s arrests is not evidence of any conspiracy and agreement to arrest Mr. Howard. Moreover, as mentioned in Section VI, “the mere fact that a [ ] person falsely reported criminal conduct to government officials is insufficient to establish liability as a state actor under
Mr. Howard‘s allegations regarding Ms. Evins’ alleged links to the RCDA are also not evidence of any agreement with the Arresting Officers. Mr. Howard alleges that Ms. Evins has “personal connections to Michael McMahon (Staten Island District attorney) through an NYPD [ ] Lieutenant Victor Allen Brown who is the pastor of her church and also an associate of [Mr. Howard],” and that Ms. Evins provided restricted RCDA documents in an unrelated February 16, 2023 Essex Couty Family Court hearing. (PAC
Lastly, Mr. Howard‘s conclusory allegations that the Arresting Officers‘, the RCDA Victim Rights Employees‘, and the Individual Defendants’ “coordination in false arrests” and refusal to enforce the FRO, were “all actions [that] benefited Ms. Evins/harmed Plaintiff,” (PAC ¶¶ 214-217, 221), are merely allegations of “parallel conduct” which, “without more[ ] is insufficient to state a claim for conspiracy.” Caruso v. Bon Secours Charity Health Sys. Inc., No. 14 CV 4447, 2015 WL 5472577, at *6 (S.D.N.Y. June 25, 2015) (discussing how Bell Atlantic Corporation v. Twombly, 550 U.S. 554, 556-57 (2007) held that allegations of parallel conduct are insufficient to state a claim for conspiracy). Thus, Mr. Howard cannot amend his complaint to add a Section 1983 conspiracy claim because this claim is futile.
2. Section 1985 Conspiracy
Mr. Howard‘s PAC also fails to state a claim for Section 1985 conspiracy, so any Section 1985 conspiracy claim is thus futile
Construed liberally, the PAC alleges that the Arresting Officers and the City of New York conspired with the Individual Defendants and the RCDA Victim Rights Employees to violate Mr. Howard‘s rights under the Equal Protection Clause. But for the same reasons Mr. Howard‘s allegations fail to allege any evidence of agreement to the conspiracy under Section 1983, Mr. Howard‘s
CONCLUSION
For the reasons set forth above, Mr. Howard‘s motion for leave to amend his complaint is GRANTED IN PART AND DENIED IN PART.
Mr. Howard‘s motion for leave to amend is granted as to: (i) the addition of a false arrest claim based on Mr. Howard‘s alleged May 18, 2023 arrest and (ii) the naming of three New York Police Detectives—Joseph Quirk, Christopher Robley, and Mathew DePalma—as defendants in their individual capacities, who allegedly falsely arrested Mr. Howard on May 16, 2023, May 18, 2023, and November 17, 2023.
Mr. Howard‘s motion for leave to amend is DENIED as to (i) alleging an obstruction of justice claim under Section 1983; (ii)
By August 14, 2026, Mr. Howard shall file his amended complaint, including a copy of a redline showing the differences between Mr. Howard‘s amended complaint and his initial complaint, and serve the City of New York with his amended complaint. For the avoidance of any doubt, Mr. Howard must remove any new allegations made in his proposed amended complaint filed at ECF No. 54-4 that relate to the claims the Court has denied leave to amend to as futile, including paragraphs 5, 7-10, 17-28, 33(c)-39, 52, 87, 114-147, 210-243, 355-379, before Mr. Howard files his amended complaint. Mr. Howard is cautioned that any amended complaint will replace the previous existing complaint and would need to be a single document that does not rely upon any other materials that have previously been filed with the Court.
Because Mr. Howard‘s proposed amended complaint adds Joseph Quirk, Christopher Robley, and Matthew DePalma as Defendants in their individual capacities, Mr. Howard must also serve such defendants with a summons and a copy of the amended complaint pursuant to
By August 28, 2026, the City of New York shall file a letter
So ordered.
Dated: August 5, 2026
Brooklyn, New York
Kiyo A. Matsumoto
United States District Judge
Eastern District of New York