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DiFronzo v. City of Somerville

2026-09-21

Authorities cited

Opinion

majority opinion

United States Court of Appeals

For the First Circuit

No. 25-1210

DANTE A. DIFRONZO,

Plaintiff, Appellee,

v.

CITY OF SOMERVILLE; JOSEPH CURTATONE, Mayor;

DAVID FALLON, Chief of Police; BERNARD COTTER, Police Captain,

Defendants, Appellants.

APPEAL FROM THE UNITED STATES DISTRICT COURT

FOR THE DISTRICT OF MASSACHUSETTS

[Hon. F. Dennis Saylor, IV, U.S. District Judge]

Before

Gelpí, Rikelman, and Aframe,

Circuit Judges.

Leonard H. Kesten, with whom Alexander Kesten, Michael V.

Glennon, and Brody, Hardoon, Perkins & Kesten, LLP, were on brief, for appellants.

Peter A. Brown, with whom Brown Legal PLLC, Timothy M. Burke,

Jared S. Burke, and Law Offices of Timothy M. Burke, were on brief, for appellee.

September 21, 2026

AFRAME, Circuit Judge. This appeal primarily involves

the question of when a party may conform its pleadings to the trial

evidence. The Federal Rules of Civil Procedure afford parties the

right to know in advance the claims and defenses asserted against

them and the grounds on which those claims and defenses rest.

Thus, absent consent, a party may not try unpleaded issues without

amending the complaint. That principle provides the basis for

partially reversing the judgment in this employment dispute.

Plaintiff Dante DiFronzo, a City of Somerville,

Massachusetts, police officer, was terminated from his public

employment for alleged on-duty misconduct. DiFronzo fought the

termination on two fronts. He sued Somerville Mayor Joseph

Curtatone, Somerville Police Chief David Fallon, and Somerville

Police Captain Bernard Cotter (together, the "defendants")

claiming, inter alia, that they terminated his employment in

retaliation for his exercise of constitutional rights, 42 U.S.C.

§ 1983, and interfered with his advantageous relations with the

City of Somerville in violation of Massachusetts law. He also

challenged the termination via an arbitration proceeding commenced

under the City's collective bargaining agreement with the police

union of which DiFronzo was a member.

While DiFronzo's case proceeded in federal court, the

arbitrator ordered DiFronzo reinstated to his position,

determining that there was no just cause for his termination.

- 2 -Mayor Curtatone responded to that order by placing DiFronzo on

paid administrative leave. DiFronzo never sought to amend his

complaint to allege liability based on Curtatone's decision to

place him on paid leave but nevertheless was permitted to present

evidence at trial about the paid-leave decision as a basis for

damages. Although the defendants consistently objected that the

paid-leave issue could not be a basis for damages because it was

not alleged in the complaint, the district court permitted the

jury to consider the paid-leave decision for that purpose. That

was error. The motive for the paid-leave decision was an unpleaded

issue; absent an amended complaint or the defendants' consent, the

issue should not have been tried. Accordingly, we reverse the

judgment insofar as it awarded DiFronzo damages based on

Curtatone's decision to place him on paid leave.

I. BACKGROUND

The dispute between DiFronzo and the defendants

commenced over a decade ago. In the winter of 2015, DiFronzo

worked as a Somerville police detective and was assigned to

investigate a burglary in which an individual named Henry Alvarez

was a suspect. DiFronzo needed to locate Alvarez and used an

informant named Jonathan Machado to help him do so.

Machado was independently trying to locate Alvarez

because Machado believed that Alvarez had stolen marijuana from

him. Machado told DiFronzo that he intended to harm Alvarez if he

- 3 -found him. Nevertheless, DiFronzo continued to solicit Machado's

help and provided Machado with information about Alvarez's

location. Machado eventually found Alvarez and attacked him with

a machete. DiFronzo was also responsible for investigating the

attack on Alvarez but did not immediately inform his police

colleagues about his contacts with Machado, including Machado's

desire to locate and harm Alvarez. DiFronzo arrested Machado for

assaulting Alvarez about three weeks after the incident and still

did not disclose his involvement with Machado.

Eventually, DiFronzo obtained search warrants for

Machado's telephone as part of the investigation into the attack

on Alvarez. A Massachusetts state trooper conducted the search.

In reviewing the phone data, the trooper saw text messages between

Machado and DiFronzo suggesting that DiFronzo had helped Machado

find Alvarez, even after Machado disclosed his intent to harm

Alvarez. The trooper reported this information to the Middlesex

County District Attorney's Office and the Somerville Police

Department.

After this disclosure, on September 29, 2016,

then-Somerville Police Chief David Fallon placed DiFronzo on

administrative leave while the District Attorney's Office

investigated DiFronzo's conduct. On March 23, 2017, the District

Attorney's Office provided the Somerville Police Department with

a copy of a so-called Brady letter about DiFronzo, with a

- 4 -coversheet indicating that the District Attorney's Office would

provide the letter to defense lawyers in any case in which DiFronzo

would testify.1 The letter described DiFronzo's misconduct in

relation to the Alvarez assault, including that DiFronzo had made

material omissions in relevant police reports.

Just over two months later, on May 31, 2017, Chief Fallon

further penalized DiFronzo by suspending him for five days without

pay because he concealed his role in the attack on Alvarez. Fallon

notified DiFronzo that he was also recommending to Mayor Curtatone

that DiFronzo's employment be terminated. In August 2017, while

the termination recommendation was pending, Chief Fallon assigned

Captain Bernard Cotter to formally investigate DiFronzo's conduct.

On October 26, 2017, while Captain Cotter's

investigation proceeded, DiFronzo wrote to Mayor Curtatone

complaining about certain practices at the Somerville Police

Department that he thought "should be brought to the attention of

an outside public body." For example, DiFronzo alleged that the

Police Department had not discharged other employees who had

engaged in misconduct that DiFronzo believed was more serious than

the allegations against him. DiFronzo specified that one of these

1 The letter is named after the United States Supreme

Court's seminal opinion in Brady v. Maryland, 373 U.S. 83 (1963), which imposed a due process obligation on the government to

disclose favorable information to the defense in criminal cases.

- 5 -officers was spared discipline because he was "personally close"

to Curtatone.

A month later, on November 27, 2017, DiFronzo wrote

again to Mayor Curtatone alleging that the City was retaliating

against him for his earlier letter by keeping him "in limbo" on

mandatory leave while Chief Fallon's termination recommendation

remained pending. In his second letter, DiFronzo stated that he

was compelled to report the alleged "violations of law" within the

Police Department to the Massachusetts Attorney General.

In December 2017, Captain Cotter completed his

investigation, which DiFronzo labeled a "sham," and concluded that

DiFronzo had violated several Somerville Police Department rules

and regulations. Chief Fallon adopted Cotter's findings and issued

amended administrative charges against DiFronzo. Mayor Curtatone

then hired a local attorney to hold hearings to examine the

misconduct allegations against DiFronzo. Those hearings lasted

from February to April 2018, and they concluded with the attorney

recommending DiFronzo's discharge. On May 8, 2018, Curtatone

ordered DiFronzo's termination from the Police Department. Soon

after, Curtatone and Fallon were quoted in a Boston Globe article

about DiFronzo's firing as accusing him of having committed a

crime.

Following the termination, DiFronzo appealed the

decision through neutral arbitration as provided for in the

- 6 -collective bargaining agreement between the City and the police

union. The arbitration began in October 2018 and lasted until

June 2021.

While the arbitration was pending, on March 26, 2021,

DiFronzo filed a complaint in Middlesex Superior Court alleging,

inter alia, claims against the defendants for terminating his

employment (1) in retaliation for his exercise of his First

Amendment rights under 42 U.S.C. § 1983, and (2) for tortious

interference with contractual and advantageous relations in

violation of Massachusetts law. The complaint noted the existence

of the pending arbitration proceedings but made no further

allegations about it. The defendants removed the case to federal

court.

On June 4, 2021, about three months after DiFronzo

initiated his court case and over three years since his

termination, the arbitrator released his decision. The arbitrator

ordered DiFronzo (1) reinstated to his position as a Somerville

Police Department detective but (2) denied him back pay for the

three-year period since his termination. In other words, the

arbitrator found that while there was no just cause for DiFronzo's

termination, there was a sufficient basis to have denied DiFronzo

his pay from May 2018 through June 2021. The City challenged the

arbitration decision in state court, and that case apparently is

ongoing.

- 7 -Following the arbitration decision, the Middlesex

District Attorney's Office issued a second Brady letter stating

that, "[b]arring extraordinary circumstances," it would not call

DiFronzo to testify in any future case. After this letter issued,

Mayor Curtatone instructed the new police chief (Chief Fallon had

retired at this point) to place DiFronzo on paid administrative

leave until further notice. DiFronzo received notice of that

decision on July 1, 2021. Curtatone left office in January 2022.

The new mayor, Katjana Ballantyne, kept DiFronzo on paid leave.

DiFronzo's placement on paid leave denied him the opportunity to

earn overtime and other additional compensation opportunities.

In January 2023, the defendants moved for summary

judgment in the federal court case. In their motion, the

defendants noted that DiFronzo never amended his complaint "to

include any claims related to the City's decision to place [him]

on paid . . . leave in July 2021" following the arbitration

decision that ordered his reinstatement. Thus, the defendants

asserted it was not their "responsibility to recast [DiFronzo's]

claims as alleged" and that they would instead address them "as

defined by the four corners of the complaint." The district court

agreed with the defendants on this point, stating that it would

"not consider evidence concerning events that occurred after the

filing of the complaint, as plaintiff has not sought leave to

supplement or amend the complaint." Nevertheless, the court denied

- 8 -the defendants' summary judgment motion on the First Amendment

retaliation claim and the tortious interference claims because

there were disputed facts related to the motives for the

termination decision.2

Prior to trial, the parties filed a joint memorandum.

In relevant part, DiFronzo's portion of the memorandum described

the facts surrounding the decision to place him on paid leave after

the arbitration decision, which he characterized in a later filing

as "highlight[ing]" the City's "retaliatory animus" against him.

The defendants also recited their version of the City's actions in

response to the arbitration decision but noted that this

information was provided "[f]or purposes of background" because

the "issues before the court . . . based on what was pleaded" were

limited to the termination decision. The defendants further noted

that the trial should be limited to the decision to terminate

DiFronzo's employment because "other issues that postdate that

decision were . . . not encompassed by the pleadings."

Much of the trial focused on the defendants' motivations

for DiFronzo's termination. Mayor Curtatone's decision to place

DiFronzo on paid leave post-arbitration first arose during

Curtatone's direct examination in the defense case:

2 The district court granted the defendants summary

judgment on other claims and still others were dismissed at trial. We discuss only the First Amendment and tortious interference

claims because those are the only claims that reached the jury.

- 9 -Defense counsel: Do you recall that after

the arbitrator's decision,

the District Attorney's

[Office] sent a second

letter to the department, a

Brady letter?

Curtatone: I do recall that. I do

remember that.

Defense counsel: Do you recall they said

they were never going to

call [DiFronzo] to testify?

Curtatone: I do recall it clearly,

yes.

Defense counsel: And as a result of the

second Brady letter, did

you then tell [the]

Chief . . . to put

[DiFronzo] on []paid

leave . . . ?

Curtatone: Paid leave, yes.

On cross-examination, Curtatone was briefly questioned again on

this topic:

Plaintiff's [D]o you remember reviewing

counsel: the arbitrator's decision

that was issued with regard

to the discipline imposed

upon Detective DiFronzo?

Curtatone: Yes.

Plaintiff's And when the decision came

counsel: out, were you still mayor?

Curtatone: Yes.

Plaintiff's And were you involved in

counsel: the decision to not allow

Detective DiFronzo to

- 10 -return to work as ordered

by the arbitrator?

Curtatone: Yes.

Plaintiff's Again, [DiFronzo] had

counsel: complained about your

behavior, not only are you

making the decision to

terminate him, now

subsequent to that, you're

making the decision to not

allow him to return to

work, correct?

Curtatone: Correct.

Whether the jury could consider Mayor Curtatone's

decision to place DiFronzo on paid leave as a basis for awarding

damages came to a head during the charge conference. In a

discussion about the damages instruction, the defendants noted

that DiFronzo "never amended" to say that the decision to place

him on paid leave after the arbitration decision was unlawful, and

they therefore argued that the jury could not award damages for

that decision because "it's a different case."

DiFronzo disagreed, claiming that the paid-leave issue

was "part and parcel of what is before this . . . jury." DiFronzo

amplified Mayor Curtatone's testimony that "he was involved in the

decision not to allow Detective DiFronzo to be reinstated" and

that Curtatone is "a defendant in this case." The defendants

replied, "all you have to do is look at the

- 11 -complaint . . . . [T]his is why you need to amend if you want to

make a new claim."

Ultimately, the district court permitted the jury to

award damages based on Mayor Curtatone's post-arbitration decision

to place DiFronzo on paid leave. The court, however, asked the

jury to specify any damages it was awarding for Curtatone's

paid-leave decision so that if "an appellate court concludes that

it was wrong to have anything after July 2021[,] [the date of the

paid-leave decision], we will have a record of what the jury's

verdict was."

The jury returned a verdict that was largely in

DiFronzo's favor. It found the defendants liable for First

Amendment retaliation and tortious interference with advantageous

relations claims. For conduct occurring before July 2021, the

jury awarded no lost compensation damages and $300,000 in emotional

distress damages. For conduct occurring after the paid-leave

decision, it also awarded $200,000 in lost compensation damages

and $300,000 in emotional distress damages against Mayor

Curtatone.

The defendants subsequently moved for a new trial,

renewing the contention that it was improper to award damages based

on Mayor Curtatone's paid-leave decision because DiFronzo

"fail[ed] to amend his pleadings to include allegations" about

- 12 -post-arbitration events. The court denied the motion and rejected

the argument:

It is true, as a general matter, that

pleadings must be amended in order to assert

new claims or defenses. However, new

developments, or new facts relevant to claims

alleged in an original complaint, are

routinely adduced through discovery and trial

testimony. A common example is the ongoing

occurrence of damages (such as medical

expenses) arising from a personal injury.

Here, plaintiff did not amend the pleadings,

instead electing to present post-2021 evidence

to the jury as part of an ongoing harm arising

from the claim he initially pleaded, rather

than as an independent claim. And at trial,

defendant Curtatone's testimony on

cross-examination provided a link between his

2021 decision not to reinstate plaintiff and

plaintiff's prior, protected

conduct. . . . A reasonable jury could

therefore award damages for harm arising in

and after 2021 as a result of defendant

Curtatone's conduct.

II. DISCUSSION

On appeal, the defendants renew the argument that the

district court incorrectly allowed the jury to award damages based

on Mayor Curtatone's decision to place DiFronzo on paid leave in

July 2021. Before addressing that issue, we consider the

defendants' additional argument that the district court should

have excluded from evidence the arbitration decision ordering

DiFronzo's reinstatement.

- 13 -A. The Arbitration Decision

We review a preserved challenge to an evidentiary ruling

for an abuse of discretion. Lech v. von Goeler, 92 F.4th 56, 63

(1st Cir. 2024). An abuse of discretion occurs "when a material

factor deserving significant weight is ignored, when an improper

factor is relied upon, or when all proper and no improper factors

are assessed, but the court makes a serious mistake in weighing

them." Id. (quoting Ruiz-Troche v. Pepsi Cola of P.R. Bottling

Co., 161 F.3d 77, 83 (1st Cir. 1998)). An error of law is an abuse

of discretion. Id. at 64.

Prior to trial, the defendants sought to exclude

evidence about the arbitration decision. They argued that such

evidence was unduly prejudicial because the federal case was about

DiFronzo's termination, which occurred before the arbitration

decision issued.

The district court partially disagreed. It ruled that

understanding the arbitration decision was necessary context for

the jury to evaluate the effect of the termination decision on

DiFronzo's potential damages. Because the arbitrator ordered

DiFronzo reinstated, that order ended the period for which DiFronzo

went unpaid due to his termination. Nevertheless, because the

arbitrator declined to order back pay, the termination decision

still resulted in DiFronzo losing pay for the three-year period

between the termination decision and the reinstatement order.

- 14 -Thus, the court concluded that "to make sense of the damages

claim," the jury needed to know "that the arbitrator ordered

[DiFronzo] reinstated with pay but . . . that he not receive back

pay." The court held, however, that it would preclude the jury

from hearing the arbitrator's reasoning for his decision because

such evidence would be unduly prejudicial.

On appeal, the defendants argue against the limited

admission of the arbitration decision on two grounds. First, they

contend that the district court misapplied the Supreme Court's

decision in Alexander v. Gardner-Denver Co., 415 U.S. 36 (1974),

and second, that the court abused its discretion in admitting the

evidence under Fed. R. Evid. 403. We reject both arguments.3

In Gardner-Denver, the Supreme Court held that a

plaintiff who seeks to vindicate his rights under a

nondiscrimination clause of a collective-bargaining agreement may

also pursue a claim under a federal anti-discrimination statute.

Id. at 49. In reaching that conclusion, the Court provided

guidance on when a court may substantively use an arbitrator's

decision in deciding the merits of a subsequent statutory claim.

See id. at 60 & n.21. In this regard, the Court gave guideposts

to consider in deciding the "weight to be accorded an arbitral"

3 DiFronzo contends that the defendants did not adequately

preserve the Gardner-Denver argument in the district court. We

bypass the preservation issue because even if we assume the

argument was preserved, it fails.

- 15 -ruling. Id. at 60 n.21. These include: (1) whether the provisions

of the collective bargaining agreement "conform substantially with

Title VII"; (2) "the degree of procedural fairness in the arbitral

forum"; (3) the "adequacy of the record with respect to the issue

of discrimination"; and (4) "the special competence of particular

arbitrators." Id. The Court noted that where an arbitral decision

"gives full consideration to an employee's Title VII rights, a

court may properly accord it great weight," especially when the

issue presented "is solely one of fact." Id.

The defendants contend that the district court abused

its discretion because it admitted the arbitration decision

without analyzing the Gardner-Denver factors. This argument

misunderstands the purpose of these factors. They guide a district

court's evaluation of arbitration decisions as substantive

evidence of discrimination when adjudicating a similar case under

a federal anti-discrimination law. Here, the court did not admit

the arbitration decision as substantive evidence of retaliation.

Rather, the court admitted only the arbitrator's bottom-line order

of reinstatement without back pay to provide context for the jury

in calculating damages for the termination decision. The court,

however, prevented the jury from hearing the arbitrator's

reasoning precisely because it did not want the jury's substantive

judgment to be influenced by that reasoning. Because the

Gardner-Denver factors are directed toward the "weight" that

- 16 -should be afforded an arbitration decision in deciding the merits

of a discrimination claim, those factors are inapposite here given

the limited, non-substantive purpose for which the court admitted

the arbitration decision. See id.

For similar reasons, the district court acted well

within its discretion by admitting the arbitration decision for a

limited purpose under Fed. R. Evid. 403. That Rule requires

exclusion of evidence when the probative value of the evidence is

substantially outweighed by the danger of unfair prejudice. United

States v. Villa-Guillen, 102 F.4th 508, 518 (1st Cir. 2024). "A

district court . . . is afforded especially wide latitude in

making Rule 403 determinations, which are disturbed only

rarely -- and in extraordinarily compelling circumstances."

United States v. Armenteros-Chervoni, 133 F.4th 8, 28 (1st Cir

2025) (citation modified).

Courts have sometimes excluded arbitral awards on Rule

403 grounds when a party seeks to introduce the arbitrator's

decision as substantive evidence in support of the claim before

the court. See, e.g., Jackson v. Bunge Corp., 40 F.3d 239, 246

(7th Cir. 1994). Indeed, the District of Massachusetts did so

recently in Hayes v. Town of Dalton because "[t]he arbitrator's

decision address[ed] questions that [were] at the core of this

case and there [was therefore] a risk that a jury would afford the

arbitrator's decision undue weight." No. 3:21-cv-30055, 2025 WL

- 17 -918684, at *6 (D. Mass. Mar. 25, 2025). The defendants argue that

we should apply the Hayes court's reasoning here to find an abuse

of discretion.

Again, the defendants ignore the limited purpose for

which the district court admitted the arbitration decision in this

case. The parties had not agreed on the compensatory damages that

would follow from concluding that DiFronzo was unlawfully

terminated. Thus, the jury was responsible for determining both

liability and, if necessary, damages. The jury would be unable to

make a damages calculation without knowing that the arbitrator had

ordered DiFronzo reinstated but also had declined to order back

pay for the time that he was out of work because of the termination

decision. In other words, knowledge of this aspect of the arbitral

decision was necessary so the jury would not inadvertently over- or

undervalue damages. The court admitted the evidence only for this

purpose. And to make that point clear, the court provided the

following limiting instruction:

The arbitration . . . and this lawsuit are

kind of proceeding on parallel paths. The

arbitrator made a decision under the

collective bargaining agreement.

You are being asked to make a somewhat

different decision or set of decisions

[regarding] whether Mr. DiFronzo's

constitutional rights were violated or whether

the defendants improperly interfered with his

employment relationship.

- 18 -Those are different issues with different

standards. The evidence in the two

proceedings overlaps quite a bit, but you are

to make your own separate independent

decision. Your decision could align with the

arbitrator or it could be completely different

or it could be different in part. It's totally

up to you, but you should not assume that the

arbitrator got it right, that he had better

information or evidence than you had or had

better judgment.

This instruction effectively dispels the defendants'

concern that admitting the arbitration decision "invited the jury

to substitute [the arbitrator's] legal and factual conclusions for

their own." We have noted before that a "careful limiting

instruction given by the trial court" to the jury "as to the

limited purpose for which [evidence] was to be considered" can

have a "salutary effect" that alleviates the impact of unfair

prejudice. United States v. Smith, 292 F.3d 90, 100-01 (1st Cir.

2002). That is the circumstance here. The jury was told not to

use the arbitration decision in deciding the merits of DiFronzo's

claims, and we presume that jurors follow instructions.4 See

4 Despite failing to object contemporaneously to the

limiting instruction quoted above at trial, the defendants now

attempt to challenge it on appeal. Specifically, they critique

the instruction's wording, claiming that it misstates the jury's

role by suggesting that the jury should decide whether it agreed

with the arbitration decision and that the instruction, taken as

a whole, encourages the jury to "align" with the arbitration

decision. Even assuming that this challenge is preserved, the

claim fails. We review an objection to the form and wording of an instruction for an abuse of discretion. United States v. Gonzalez, 570 F.3d 16, 21 (1st Cir. 2009). The instruction plainly told the jury that it was to make a "separate and independent decision" on

- 19 -United States v. Freeman, 208 F.3d 332, 344 (1st Cir. 2000). Given

the limited purpose for which the arbitration decision was admitted

and the clear instruction delineating that purpose, we see no abuse

of discretion in allowing the jury to learn the basics of the

arbitral decision so that it could understand that decision's

relationship to potential damages arising from DiFronzo's

termination.5

B. The Paid-Leave Decision

We turn now to whether the district court erred in

permitting the jury to award damages based on Mayor Curtatone's

July 2021 decision to place DiFronzo on paid leave following the

arbitration decision ordering his reinstatement. The defendants

argue that the paid-leave decision was not part of the case because

the claims before it, even though it learned of the arbitrator's

ruling on related claims. We do not see how the district court

could have been clearer in explaining that the jury was not to

give weight to the arbitration decision in conducting its own

evaluation of the evidence.

5 On appeal, the defendants identify a hodgepodge of

testimony which they argue should have been excluded as

inadmissible hearsay. These arguments are unpreserved because the defendants either made no objection at all during the trial or

offered only a general objection specifying no grounds. See United States v. Holmquist, 36 F.3d 154, 168 (1st Cir. 1994) (stating

that a party does not preserve a claim regarding the admission of evidence by offering only a general objection to the district

court). Thus, to the extent any review is available, it would be

for plain error. Id. at 168 n.15. The defendants, however, have

not addressed any of the plain-error factors and, in any event,

their arguments as to each identified piece of testimony are

cursory at best. We therefore deem these hearsay claims waived.

See United States v. Baxter, 179 F.4th 73, 91 (1st Cir. 2026).

- 20 -DiFronzo filed his complaint prior to the arbitration decision and

never sought to amend the complaint to add allegations that the

subsequent paid-leave decision was unlawful. DiFronzo responds

that the complaint was sufficient to encapsulate the paid-leave

decision, and in any event, he was not required to amend the

complaint because the paid-leave decision related to the overall

employment dispute addressed in the complaint; the paid-leave

decision was explored in discovery; and Curtatone was not

prejudiced from having to defend the paid-leave decision at trial.

Resolution of this issue turns on two rules of Federal

Civil Procedure, Rules 8 and 15(b).6 Rule 8(a) describes the

requirements for stating a claim for relief. Rule 15(b) describes

when unpleaded issues may be presented at trial.

We begin with Rule 8. In the federal system, a pleading

asserting a claim need only provide "a short and plain statement

of the claim showing that the pleader is entitled to relief." Fed.

R. Civ. P. 8(a)(2). And a court construing a complaint should do

so "generously, paying more attention to substance than to form."

Rodriguez v. Doral Mortg. Corp., 57 F.3d 1168, 1171 (1st Cir.

6 The defendants also argue that the district court's

decision to permit the jury to award damages for the decision to

place DiFronzo on paid leave following the arbitration ruling

violated their due process rights. Because we conclude that the

defendants prevail on their challenge to this aspect of the jury

verdict based on their Rule 15(b) arguments, we do not reach their due process argument.

- 21 -1995); see also Fed. R. Civ. P. 8(e). Nevertheless, a "fundamental

purpose of pleadings under the Federal Rules of Civil Procedure is

to afford the opposing party fair notice of the claims asserted

against [them] and the grounds on which those claims rest." Rinsky

v. Cushman & Wakefield, Inc., 918 F.3d 8, 17 (1st Cir. 2019)

(quoting Rodriguez, 57 F.3d at 1171). That includes the facts on

which liability is premised. Artuso v. Vertex Pharms., Inc., 637

F.3d 1, 5 (1st Cir. 2011) (stating that a complaint must include

"factual content" showing "that the defendant is liable for the

misconduct alleged" (quoting Ashcroft v. Iqbal, 556 U.S. 662, 678

(2009))).

DiFronzo does not contend that his complaint

specifically alleges that Mayor Curtatone unlawfully placed him on

paid leave after the arbitration decision. Of course, he does not

do so because there was no arbitration decision until several

months after DiFronzo filed his complaint.

Nevertheless, DiFronzo suggests that his complaint

contained sufficient allegations to permit him to proceed to trial

on the paid-leave decision as a basis for liability because the

complaint "expressly alleged . . . that he was seeking damages for

the ongoing harm arising from [the defendants'] retaliatory

conduct." More specifically, DiFronzo relies on the following

complaint allegation as providing notice that the paid-leave

decision was a basis for liability: "The damage done to the

- 22 -[p]laintiff's reputation by his wrongful termination and media

exploitation by the [d]efendants continues to this day." DiFronzo

suggests that the "damage done . . . continues to this day"

language encapsulates everything that Mayor Curtatone did to him,

including placing him on paid leave after the partially favorable

arbitration decision.

While we read pleadings generously, see Rodriguez, 57

F.3d at 1171, DiFronzo's suggestion that the "continues to this

day" allegation encompasses Mayor Curtatone's post-arbitration

conduct takes this solicitude too far. Fairly read, DiFronzo's

pleading refers to continuing damages arising from the termination

decision and the media coverage of that decision. When DiFronzo

filed his pleading, he was still unpaid because of the termination

decision and suffered continuing financial harm from that

decision. And the alleged ongoing harm to his reputation was

caused by statements that Mayor Curtatone made to the press in

relation to the termination decision. Thus, the complaint's

reference to damages "continu[ing] to this day" refers to harm

arising from the termination decision, not the separate paid-leave

decision. As the district court recognized, both when issuing its

summary judgment ruling and when ultimately allowing the jury to

impose liability based on the paid-leave decision, there is nothing

in the complaint suggesting that DiFronzo was claiming damages

from that decision.

- 23 -DiFronzo says that even if his original complaint did

not raise the paid-leave issue, he still could raise the issue at

trial without filing a supplemental pleading. Rule 15(d) permits

a court to allow a supplemental pleading "setting out any

transaction, occurrence, or event that happened after the date of

the pleading to be supplemented." Fed. R. Civ. P. 15(d). DiFronzo

thus could have covered the pleading gap in this case by obtaining

the district court's permission to serve a supplemental pleading

setting forth the post-arbitration events, including the

paid-leave decision. Choosing not to do so was not necessarily

fatal; it meant, however, that for DiFronzo to have properly

litigated the paid-leave issue at trial, he had to comply with

Rule 15(b). See Heinkel ex rel. Heinkel v. Sch. Bd. of Lee Cnty.,

194 F. App'x. 604, 607 n.4 (11th Cir. 2006) (per curiam) (stating

that even though the plaintiff failed to adhere to Rule 15(d)'s

requirements, an unpleaded issue was properly considered at trial

because there was compliance with Rule 15(b)).

While it is preferable for the parties to seek to update

the pleadings before trial, sometimes that does not happen and

thus it "becomes necessary to adjust the pleadings to reflect the

case as it actually was litigated in the courtroom." 6A Wright &

Miller's Federal Practice & Procedure § 1491 (3d ed. 2026). "Rule

15(b) is designed to serve that purpose." Id. The Rule provides

two "quite different" procedures for conforming the pleadings to

- 24 -the trial evidence. Id. These procedures together are intended

to "avoid the tyranny of formalism"; Rule 15(b) is construed

"liberally" to achieve this objective. Id. Nevertheless, the

Rule "does not offer a failsafe for any and every faulty pleading."

Dan Ryan Builders, Inc. v. Crystal Ridge Dev., Inc., 783 F.3d 976,

983 (4th Cir. 2015).

The first procedure appears in Rule 15(b)(1). It

authorizes a court to permit amendment of the pleadings when a

party objects that evidence introduced at trial is not within the

"issues" raised by the pleadings. See Fed. R. Civ. P. 15(b)(1).

This subsection encourages courts to "freely permit" such

amendments when doing so will aid consideration of the merits and

the objecting party has failed to demonstrate prejudice.7 Id.

Under Rule 15(b)(1), however, "a court may not sua sponte" amend

the pleadings when an objection is made; rather, a formal motion

7 Rule 15(b)(1) states in full that

[i]f, at trial, a party objects that evidence

is not within the issues raised in the

pleadings, the court may permit the pleadings

to be amended. The court should freely permit

an amendment when doing so will aid in

presenting the merits and the objecting party

fails to satisfy the court that the evidence

would prejudice that party's action or defense

on the merits. The court may grant a

continuance to enable the objecting party to

meet the evidence.

Fed. R. Civ. P. 15(b)(1).

- 25 -is required. Moncrief v. Williston Basin Interstate Pipeline Co.,

174 F.3d 1150, 1163 n.7 (10th Cir. 1999); see also 3 Moore's

Federal Practice § 15.18[2] (3d ed.).8 Thus, "when proper

objections have been made but no Rule 15(b) motion has been filed,

the lack of prejudice to a party does not provide a basis for an

amendment." Green Country Food Mkt., Inc. v. Bottling Grp., LLC,

371 F.3d 1275, 1281 (10th Cir. 2004).

Rule 15(b)(2) provides the second procedure. Unlike

Rule 15(b)(1), it does not require a party to seek to amend the

pleadings. See Fed. R. Civ. P. 15(b)(2). Rather, under Rule

15(b)(2), "[w]hen an issue not raised by the pleadings is tried by

the parties' express or implied consent, it must be treated in all

respects as if raised in the pleadings."9 Id.

8 That is because parties bear the responsibility for

articulating their claims. See Dan Ryan Builders, 783 F.3d at 985 ("It is not the responsibility of a trial court to wade through

ambiguously or incorrectly labeled allegations in pursuit of any

potential basis for awarding relief.").

9 Rule 15(b)(2) provides in full that

[w]hen an issue not raised by the pleadings is

tried by the parties' express or implied

consent, it must be treated in all respects as

if raised in the pleadings. A party may

move -- at any time, even after judgment -- to

amend the pleadings to conform them to the

evidence and to raise an unpleaded issue. But

failure to amend does not affect the result of

the trial of that issue.

Fed. R. Civ. P. 15(b)(2).

- 26 -The district court appears not to have applied Rule 15(b)

when permitting the jury to award damages based on the paid-leave

decision because it thought that, while "pleadings must be amended

in order to assert new claims or defenses," there is no such

requirement for the introduction of unpleaded factual theories of

liability. That is incorrect.

Rule 15(b) applies to an unpleaded "issue." Fed. R.

Civ. P. 15(b). In legal parlance, an "issue" is a "point in

dispute between two or more parties." Issue, Black's Law

Dictionary (12th ed. 2024). "In federal civil procedure, an issue

is a single, certain, and material point arising out of the

allegations and contentions of the parties." Id. (citation

modified). Consistent with this understanding, on a point in

dispute, the Federal Rules of Civil Procedure distinguish "issue"

from "claim" in a way that gives "issue" a more factual hue. Cf.

Vicor Corp. v. FII USA Inc., 132 F.4th 1, 6 (1st Cir. 2025)

(comparing "issue" with "claim" in the context of a 28 U.S.C.

§ 1659 action and noting that "issue" means "fundamental factual

and legal allegations").

For example, Rule 52(c) provides that

[i]f a party has been fully heard on an issue

during a nonjury trial and the court finds

against the party on that issue, the court may

enter judgment against the party on a claim or

defense that, under the controlling law, can

be maintained or defeated only with a

favorable finding on that issue."

- 27 -Fed. R. Civ. P. 52(c). Rule 52(c) therefore uses "issue" to

describe a court's determination that will resolve a "claim" under

"controlling law." See id. In other words, "issue" connotes a

subsidiary determination necessary to resolve a claim. Such

subsidiary findings often involve factual determinations.

Rule 42 draws a similar distinction. Where there is a

"common question of law or fact" in multiple actions, Rule 42(a)

permits the court to "join for hearing or trial any or all matters

at issue in the actions." Fed. R. Civ. P. 42(a)(1). And Rule

42(b) allows a court in a single action to "order a separate trial

of one or more separate issues, claims, crossclaims,

counterclaims, or third-party claims." Fed. R. Civ. P. 42(b). We

read this language to mean that "issue" is not synonymous with

"claim."

Thus, consistent with its plain meaning, "issue" as used

in the Federal Rules of Civil Procedure operates below the level

of a claim, defense, crossclaim, counterclaim, or third-party

claim. It refers to the constituent parts of a claim or defense,

including central points of factual dispute.

Caselaw applying Rule 15(b) also supports the view that

"issue" applies to central points of factual disagreement. In

Jimenez v. Tuna Vessel Granada, 652 F.2d 415 (5th Cir. 1981), the

Fifth Circuit reversed a judgment where the plaintiff brought a

- 28 -claim based on one factual predicate, but the court awarded damages

based on a different, unpleaded predicate. The plaintiff in

Jimenez sought damages based on an injury to his back by asserting

a claim that the boat was unseaworthy. Id. at 415-16. Before

trial, the plaintiff asserted a sole factual theory of

unseaworthiness, i.e., that the navigator's conduct in operating

fishing equipment rocked the boat and caused the injury. Id. at

416, 420. At trial, however, the plaintiff introduced another

factual theory for his unseaworthiness claim, i.e., that the

condition of certain other equipment and bad weather caused the

injury. Id. at 420. The district court awarded damages only on

the latter theory regarding equipment condition and bad weather.

Id. at 418. The Fifth Circuit reversed the judgment on the grounds

that Rule 15(b) was not satisfied because there was neither express

nor implied consent to try this additional factual basis for

liability. Id. at 420-22. The appellate court held that, even

though the plaintiff prevailed on his original unseaworthiness

claim, the judgment could not stand because he did so by proving

an unpleaded issue for how the boat was unseaworthy. Id.

The Fourth Circuit reached a similar conclusion in Dan

Ryan Builders, 783 F.3d 976. In that case, the plaintiff brought

a breach of contract claim asserting violations of various

provisions of an amended purchase agreement. Id. at 979. The

district court rejected the plaintiff's argument that Rule 15(b)

- 29 -permitted him to obtain damages based on the breach of a different

contract. Id. at 982-83. The court of appeals affirmed,

concluding that because there was no amendment of the pleadings or

consent from the defendant under Rule 15(b), the plaintiff could

not offer a contract other than the one he pleaded as the basis

for his breach-of-contract claim.10 Id. at 983-84.

These cases demonstrate that Rule 15(b) applies when a

party does not change the legal nature of his claim but offers a

different factual predicate for the claim. That is what DiFronzo

did here. His complaint alleges claims of retaliation for the

exercise of constitutional rights and interference with

advantageous relations based only on the termination decision; he

therefore had to comply with Rule 15(b) to try his case based on

the unpleaded paid-leave decision.

We address now whether DiFronzo complied with Rule

15(b). We first will consider Rule 15(b)(2). As a reminder, that

provision provides that an unpleaded issue must be treated in all

10 Finally, we note that sometimes litigants avail

themselves of Rule 15(b) "when it is to the party's advantage for issue-preclusion purposes to have the record show that a particular issue has been determined." 6A Wright & Miller's Federal Practice & Procedure § 1491 (3d ed. 2026) (emphasis added). And, of course, issue preclusion -- unlike claim preclusion -- is about the

relitigation of a "fact essential for rendering a judgment." Cruz Berrios v. Gonzalez-Rosario, 630 F.3d 7, 12 (1st Cir. 2010)

(quoting Gener-Villar v. Adcom Grp., Inc., 417 F.3d 201, 205 (1st Cir. 2005) (per curiam)).

- 30 -respects as if raised in the pleadings so long as the parties

provide express or implied consent to try the issue. Id.

There was no express consent here. The defendants argued

throughout this litigation that DiFronzo could not present the

paid-leave decision as a basis for damages because it was not a

pleaded issue in the complaint. The defendants made this assertion

at the summary judgment stage, when filing their pretrial

memorandum, at trial, and in post-trial motions.

That leaves us to consider whether, despite these

objections, the defendants still provided implicit consent based

on their trial conduct. We have recognized that the "trial of

unpleaded issues by implied consent is not lightly to be inferred

under Rule 15(b) in light of the notice demands of procedural due

process." In re Fustolo, 896 F.3d 76, 86 (1st Cir. 2018) (citation

modified). As such, "consent to the trial of an [unpleaded] issue

may be implied if, during the trial, a party acquiesces in the

introduction of evidence which is relevant only to that issue."

Rodriguez, 57 F.3d at 1172 (citation modified). However, "the

introduction of evidence directly relevant to a pleaded issue

cannot be the basis for a founded claim that the opposing party

should have realized that a new issue was infiltrating the case."

Id. (citation modified). Accordingly, "the record must indicate

that the parties understood that the evidence was aimed at an

unpleaded issue." Id. (citation modified).

- 31 -Here, we recognize that despite the defendants' repeated

objections to the jury considering the paid-leave issue as a basis

for liability, the defendants were the first party to introduce

trial evidence about Mayor Curtatone's decision to place DiFronzo

on paid leave after the arbitration decision. On our reading,

however, the defendants introduced evidence about the paid-leave

decision because it related to their motivation for the earlier

termination decision, which was the central trial issue based on

the pleadings. The defendants contended that the decision to

terminate DiFronzo was non-retaliatory because it was an

appropriate response to the Middlesex District Attorney's Office's

issuance of a Brady letter, which substantially limited DiFronzo's

ability to serve as a government witness in future cases.

Mayor Curtatone testified that he made the decision to

place DiFronzo on paid leave in response to the District Attorney's

Office sending an even more pointed Brady letter after the

arbitrator ordered DiFronzo's reinstatement. Thus, as presented

by the defendants, the paid-leave evidence showed consistency in

Curtatone's conduct, i.e., he acted against DiFronzo each time the

District Attorney's Office issued a Brady letter, which suggests

that the Brady letter, not retaliatory animus, motivated the

termination decision. In this sense, the paid-leave evidence was

relevant for the jury to assess motive as it related to the

allegation of unlawful termination. The defendants were not

- 32 -consenting to consideration of the paid-leave decision as a

separate basis for liability by asking Curtatone about his reasons

for placing DiFronzo on paid leave. Accordingly, the defendants

did not expressly or impliedly consent to trying the paid-leave

issue as a basis for damages.

That leaves Rule 15(b)(1), which permits the court to

allow amendment of the pleadings when a party makes an objection

that evidence is not within the issues raised in the pleadings.

As mentioned already, the defendants objected at every stage,

arguing that DiFronzo should not be allowed to obtain relief based

on a factual predicate that he did not plead. For reasons that

are not apparent to us, despite the defendants' repeated objections

throughout the case, DiFronzo did not seek to amend his complaint

at any point to resolve the pleading gap. As we stated already,

a court cannot sua sponte amend the pleadings based on a Rule

15(b)(1) objection. Supra at 25.

DiFronzo's final response is that the defendants'

conduct demonstrates that they knew the paid-leave issue was

lurking throughout the litigation, and therefore there was no

prejudice to Mayor Curtatone by requiring him to answer for his

post-arbitration conduct. There are at least two reasons why this

argument fails. First, whether there was prejudice is not

dispositive. As noted earlier, "when proper objections have been

made but no Rule 15(b) motion has been filed, the lack of prejudice

- 33 -to a party does not provide a basis for an amendment." Green

Country Food Mkt., Inc., 371 F.3d at 1281; see also Kenda Corp. v.

Pot O'Gold Money Leagues, Inc., 329 F.3d 216, 232 (1st Cir. 2003)

("A finding that the nonmoving party would not be prejudiced by an

untimely amendment does not compel a determination that the

amendment is appropriate." (citation modified)).

Second, in any event, there was prejudice. The

defendants' objections demonstrated that they were trying the case

based only on the termination decision. Adopting that strategy,

the defendants successfully moved to exclude as irrelevant the

testimony of Mayor Ballantyne, the official who replaced Mayor

Curtatone a few months after he placed DiFronzo on paid leave.

Depending on her testimony, Ballantyne could have provided an

intervening, non-retaliatory cause for DiFronzo remaining on paid

leave after Curtatone left office, which may have reduced the

damages award based on the paid-leave decision. Because DiFronzo

did not amend the pleadings to include the paid-leave decision,

the defendants did not litigate what happened after Curtatone left

office. Had DiFronzo successfully amended the pleadings, the

district court likely would have granted the defendants the

opportunity to litigate the damages, if any, that arose from the

paid-leave decision, which could have included evidence about

events after Curtatone's departure. See Fed. R. Civ. P 15(b)(1)

- 34 -(stating that the court may grant a continuance to enable the

objecting party to address the previously-unpleaded issues).

To summarize, the district court correctly observed that

"new developments, or new facts relevant to claims alleged in an

original complaint, are routinely adduced through discovery and

trial testimony." But when those new developments or facts inject

an unpleaded "issue" into a trial, as they did here, the party

relying on the unpleaded issue must satisfy Rule 15(b). Because

the defendants did not consent to the unpleaded issue being tried,

and DiFronzo did not seek leave to amend his complaint when the

defendants objected, DiFronzo failed to satisfy Rule 15(b)'s

requirements for presenting an unpleaded issue to the jury.

Therefore, the district court erred in permitting the jury to award

damages based on the unpleaded paid-leave decision.

There is one loose end. The defendants contend that

because of the "cumulative errors," the district court should have

granted a new trial. But, as is now apparent, there was only one

error -- allowing the jury to award damages based on the paid-leave

decision. The court, however, asked the jury to award separate

damages for the termination and paid-leave decisions. And the

defendants have not argued here how allowing the jury to consider

the paid-leave decision could have infected the jury's decision to

award emotional distress damages for the termination decision. We

- 35 -therefore reverse the jury's award only insofar as it awarded

damages based on the paid-leave decision.

III. CONCLUSION

For these reasons, we reverse the judgment for the

amounts awarded as lost compensation and emotional distress

damages occurring after July 2021. We remand for further

proceedings consistent with this opinion. No costs are allocated.

- 36 -