Hay v. Bolonik

CourtCourt of Appeals for the Second Circuit
DecidedSeptember 10, 2025
Docket24-2413
StatusUnpublished

This text of Hay v. Bolonik (Hay v. Bolonik) is published on Counsel Stack Legal Research, covering Court of Appeals for the Second Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Hay v. Bolonik, (2d Cir. 2025).

Opinion

24-2413 Hay v. Bolonik

UNITED STATES COURT OF APPEALS FOR THE SECOND CIRCUIT

SUMMARY ORDER RULINGS BY SUMMARY ORDER DO NOT HAVE PRECEDENTIAL EFFECT. CITATION TO A SUMMARY ORDER FILED ON OR AFTER JANUARY 1, 2007, IS PERMITTED AND IS GOVERNED BY FEDERAL RULE OF APPELLATE PROCEDURE 32.1 AND THIS COURT’S LOCAL RULE 32.1.1. WHEN CITING A SUMMARY ORDER IN A DOCUMENT FILED WITH THIS COURT, A PARTY MUST CITE EITHER THE FEDERAL APPENDIX OR AN ELECTRONIC DATABASE (WITH THE NOTATION “SUMMARY ORDER”). A PARTY CITING A SUMMARY ORDER MUST SERVE A COPY OF IT ON ANY PARTY NOT REPRESENTED BY COUNSEL.

At a stated term of the United States Court of Appeals for the Second Circuit, held at the Thurgood Marshall United States Courthouse, 40 Foley Square, in the City of New York, on the 10th day of September, two thousand twenty-five.

PRESENT: JOSÉ A. CABRANES, STEVEN J. MENASHI, Circuit Judges, LEWIS J. LIMAN, District Judge. * _____________________________________

Bruce Hay,

Plaintiff-Appellant,

v. 24-2413 Kera Bolonik,

Defendant-Appellee. _____________________________________

* Judge Lewis J. Liman of the United States District Court for the Southern District of New York, sitting by designation. FOR PLAINTIFF-APPELLANT: Bruce Hay, pro se, Brookline, MA

FOR DEFENDANT-APPELLEE: Emily Alexandra Poler, Poler Legal LLC, Brooklyn, NY

Appeal from a judgment of the United States District Court for the

Southern District of New York (Oetken, J.).

UPON DUE CONSIDERATION, IT IS HEREBY ORDERED,

ADJUDGED, AND DECREED that the judgment of the district court is

AFFIRMED.

Plaintiff-Appellant Bruce Hay, a law professor representing himself, sued

Defendant-Appellee Kera Bolonik in 2020, alleging breach of contract and related

claims arising from articles Bolonik wrote about Hay in New York Magazine in

2019. Hay alleged that Bolonik “made certain promises of professionalism in

exchange for his willingness to come forward with [a] story” about his

relationship with a couple—Maria-Pia Shuman and Mischa Shuman—and

“Bolonik allegedly breached those promises” by failing to adhere to professional

journalistic principles in the articles she produced. Hay v. New York Media LLC,

No. 21-1727, 2022 WL 710902, at *2 (2d Cir. Mar. 10, 2022). The district court

2 dismissed the complaint for failure to state a claim, and this court affirmed. See

id. Hay then commenced this lawsuit in 2023, alleging that Bolonik breached oral

agreements to co-author a book about Hay’s relationship with the Shumans and

to jointly pursue related television and movie deals. The district court dismissed

the complaint as barred by res judicata because Hay could and should have

included those allegations in his first lawsuit. Hay now appeals. We assume the

parties’ familiarity with the facts and issues on appeal.

“Our review of a district court’s application of res judicata is … de novo.”

TechnoMarine SA v. Giftports, Inc., 758 F.3d 493, 498 (2d Cir. 2014). As an attorney

and law professor who is “experienced in litigation and familiar with the

procedural setting presented,” Hay does not receive “the special solicitude

ordinarily afforded to pro se litigants.” Tracy v. Freshwater, 623 F.3d 90, 100-02 (2d

Cir. 2010). “[A] lawyer representing himself ordinarily receives no such

solicitude at all.” Id. at 102.

New York law applies in this case in which the district court exercised

diversity jurisdiction. Under that law, “a final judgment on the merits of an

action precludes the parties from relitigating issues that were or could have been

raised in that action.” Duane Reade, Inc. v. St. Paul Fire & Marine Ins. Co., 600 F.3d

3 190, 195 (2d Cir. 2010) (alterations omitted) (quoting Maharaj v. Bankamerica Corp.,

128 F.3d 94, 97 (2d Cir. 1997)). “If a valid and final judgment has been entered on

the merits of a case, ‘the claim extinguished includes all rights of the plaintiff to

remedies against the defendant with respect to all or any part of the transaction,

or series of connected transactions, out of which the action arose.’” Id. at 196

(quoting Restatement (Second) of Judgments § 24(1) (1982)); see also Beijing Neu

Cloud Oriental Sys. Tech. Co. v. IBM Corp., 110 F.4th 106, 114 (2d Cir. 2024) (“Under

New York preclusion law, ‘a party may not litigate a claim where a judgment on

the merits exists from a prior action between the same parties involving the same

subject matter.’”) (quoting In re Hunter, 4 N.Y.3d 260, 269 (2005)). “In New York,

res judicata, or claim preclusion, bars successive litigation based upon the same

transaction or series of connected transactions if: (i) there is a judgment on the

merits rendered by a court of competent jurisdiction, and (ii) the party against

whom the doctrine is invoked was a party to the previous action, or in privity

with a party who was.” People v. Applied Card Sys., Inc., 11 N.Y.3d 105, 122 (2008)

(internal quotation marks and citation omitted). This rule “applies not only to

claims actually litigated but also to claims that could have been raised in the prior

litigation.” Hunter, 4 N.Y.3d at 269.

4 The district court did not err in concluding that Hay could have brought

his current claims in the first case. As the district court observed, the facts

underlying Hay’s claims occurred largely in 2019. See Compl. ¶ 23 (alleging that

the parties “settled upon the terms of their agreement” in “early 2019”); id. ¶ 32

(alleging that Bolonik wrote and circulated her book proposal in August 2019

and sold the book in September 2019); id. ¶ 35 (alleging that Hay “realized

[Bolonik] had developed a terrifying, violent, obsessive antipathy” toward the

Shumans by the “fall of 2019”); id. ¶ 39 (alleging that Bolonik “breached the

agreement” in the “summer of 2019”); id. ¶ 41 (alleging that Bolonik told Hay in

October 2019 that the Shumans’ lawyer was attempting to stop publication of the

book). Hay filed his first lawsuit in August 2020.

Hay’s primary contention on appeal is that res judicata does not bar his

second lawsuit because the claims in the two lawsuits arose from different

alleged contracts: the first contract addressed the 2019 articles and the second

contract addressed book and television deals. For that reason, he argues, the

claims would not have formed a “convenient trial unit.” We disagree.

Whether the claims in different actions form a “convenient trial unit” is

only one factor among others that a court will consider when applying res

5 judicata. See, e.g., Simmons v. Trans Express Inc., 16 F.4th 357, 360 (2d Cir. 2021)

(“In assessing whether claims arise out of the same transaction or series of

transactions, New York courts analyze whether the claims turn on facts that are

related in time, space, origin, or motivation, whether they form a convenient trial

unit, and whether their treatment as a unit conforms to the parties’ expectations

or business understanding or usage.”) (internal quotation marks omitted); Xiao

Yang Chen v. Fischer, 6 N.Y.3d 94, 100-01 (2005); see also EFCO Corp. v. U.W. Marx,

Inc., 124 F.3d 394, 397 (2d Cir. 1997) (“Under New York law, a prior decision

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Related

Tracy v. Freshwater
623 F.3d 90 (Second Circuit, 2010)
Maharaj v. Bankamerica Corp.
128 F.3d 94 (Second Circuit, 1997)
Xiao Yang Chen v. Fischer
843 N.E.2d 723 (New York Court of Appeals, 2005)
In Re the Estate of Hunter
827 N.E.2d 269 (New York Court of Appeals, 2005)
People v. Applied Card Systems, Inc.
894 N.E.2d 1 (New York Court of Appeals, 2008)
EFCO Corp. v. U.W. Marx, Inc.
124 F.3d 394 (Second Circuit, 1997)
TechnoMarine SA v. Giftports, Inc.
758 F.3d 493 (Second Circuit, 2014)

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