11-3486-cv 

Looney v. Black et al. 

1 

2 UNITED STATES COURT OF APPEALS 

3 FOR THE SECOND CIRCUIT

4 _______________ 

5 August Term, 2012 

6 (Argued: September 27, 2012 Decided: December 21, 2012) 

7 Docket No. 11-3486 

8 _______________ 

9 PATRICK LOONEY, 

10 

11 Plaintiff-Appellee, 

12 – v. – 

13 

14 WILLIAM BLACK, RIVA R. CLARK, AND JOSEPH LABELLA, 

15 

16 Defendants-Appellants, 

17 TOWN OF MARLBOROUGH, 

18 

19 Defendant.

20 _______________ 

21 Before: JACOBS, Chief Judge, STRAUB AND DRONEY, Circuit Judges. 

22 _______________ 

23 An appeal from an order of the United States District Court for the District of 

24 Connecticut (Vanessa L. Bryant, Judge), denying Defendants-Appellants Black, Clark, and 

25 LaBella’s motion to dismiss on the ground that they were each entitled to qualified immunity. 

26 We hold that the District Court erred in determining that defendant Black was not entitled to 

27 qualified immunity as to plaintiff’s procedural due process claim, as plaintiff does not adequately 

28 allege that he had a constitutionally protected property right in retaining full-time, rather than 

29 part-time, employment. We hold also that the District Court erred in determining that 

30 defendants Black, Clark, and LaBella were not entitled to qualified immunity as to plaintiff’s 

31 claim under the First Amendment, as plaintiff does not adequately allege he engaged in protected 

32 speech made as a private citizen. 

33 Accordingly, the order of the District Court is REVERSED, and the case is 

34 REMANDED with direction to enter judgment for the Defendants-Appellants. 

35 

36 Judge DRONEY dissents in a separate opinion. 
2 

1 _______________ 

2 JACQUES J. PARENTEAU (Justin E. Theriault, on the brief), Madsen, Prestley & 

3 Parenteau, LLC, New London, CT, for Plaintiff-Appellee. 

4 

5 MICHAEL J. ROSE (Robin B. Kallor and Johanna G. Zelman, on the brief), 

6 Rose Kallor LLP, Hartford, CT, Andrew L. Houlding, Rome McGuigan, 

7 P.C., Hartford, CT, for Defendants-Appellants.

8 _______________ 

9 

10 STRAUB, Circuit Judge: 

11 Plaintiff Patrick Looney served as the Building Official for the Town of Marlborough, 

12 Connecticut from 1994 until 2010. He now sues Marlborough as well as three members of 

13 Marlborough’s Board of Selectmen, Defendants-Appellants William Black, Riva Clark, and 

14 Joseph LaBella, under 42 U.S.C. § 1983, alleging that he was deprived of his procedural due 

15 process and free speech rights when his position was reduced from full to part time after he made 

16 certain statements regarding the use of wood-burning stoves, as well as when he subsequently 

17 was not reappointed as the town’s Building Official. 

18 For the reasons that follow, we hold that the District Court erred in determining that 

19 Defendant-Appellant Black was not entitled to qualified immunity as to Looney’s Fourteenth 

20 Amendment procedural due process claim, as Looney has not adequately alleged that he had a 

21 constitutionally protected property right in full-time employment. We hold also that the District 

22 Court erred in determining that Defendants-Appellants Black, Clark, and LaBella were not 

23 entitled to qualified immunity as to Looney’s First Amendment claim, as Looney does not 

24 adequately allege that he spoke in his capacity as a private citizen. Accordingly, we 

25 REVERSE the order of the District Court, and REMAND the case with the direction that the 

26 District Court enter judgment for Defendants-Appellants. 
3 

1 BACKGROUND

2 The following facts are drawn from the allegations in Looney’s Second Amended 

3 Complaint (“SAC”) and are assumed true for purposes of this appeal. 

4 The position of Building Official is established in the town of Marlborough, 

5 Connecticut’s Town Charter (“Charter”). The Charter notes that the powers and duties of the 

6 position are prescribed by ordinance and the Connecticut General Statutes. The Charter also 

7 gives Marlborough’s Board of Selectmen the power to appoint all officers set forth therein, 

8 including the Building Official. 

9 Connecticut law provides that a Building Official is appointed to a “term of four years 

10 and until his successor qualifies . . . .” Conn. Gen. Stat. § 29-260(a). A Building Official may 

11 be “dismissed” under the procedures set forth in Connecticut General Statutes § 29-260(b) and 

12 (c) if and when he “fails to perform the duties of his office.” Id. § 29-260(b), (c). The Charter 

13 notes that approval of the entire Board of Selectmen is needed to discharge or remove any 

14 appointed official or employee of the town, including the Building Official. 

15 Looney was appointed as Marlborough’s Building Official on August 15, 1994. He 

16 learned of the position from a public notice that quoted a salary and stated that the position 

17 included a pension and benefits package, both of which are available only to full-time 

18 employees. Prior to his accepting the job, Marlborough’s then-First Selectman Howard Dean 

19 told Looney that he would be given full-time, salaried employment at $33,000 per year, along 

20 with a full benefits package.

21 Subsequently, Looney was reappointed as Marlborough’s Building Official four times, in 

22 November 1995, November 1999, February 2004, and April 2006. At this last reappointment, 
4 

1 Marlborough’s Board of Selectmen “decided to ‘continue [his] appointment per C.G.S. Sec. 

2 29-260(a) for an additional four years.’” (JA-90, ¶ 17.) No other conditions or terms of this 

3 last reappointment were noted by the Board of Selectmen at that time. 

4 Throughout these appointments, and until February 2, 2010, Looney was always a 

5 “full[-]time employee entitled to all benefits provided to full-time employees according to 

6 Section 1.1C of the Town’s Personnel Rules and Regulations. These benefits included, but 

7 were not limited to, group health and dental insurance, group life insurance, long term disability 

8 insurance, contributions to retirement, bereavement leave, personal days, leave of absence with 

9 pay for jury duty, reimbursement/ accumulated sick leave, holiday pay, and vacation pay.” 

10 (JA-90-91, ¶ 19.) A collective bargaining agreement (“CBA”) entered into between the town 

11 and Local 1303-433 of Council 4 AFSCME, AFL-CIO (“Union”) on July 1, 2007 recognized the 

12 position of Building Official as full time. 

13 In October 2009, Looney filed a grievance relating to a purported infringement of his 

14 First Amendment rights by his supervisor Peter Hughes, who served as Marlborough’s Planning 

15 & Development Director. Hughes allegedly attempted “to limit [Looney’s] communication of 

16 information to a Town resident regarding wood burning boiler/stove and smoke discharge as 

17 public health concerns.” (JA-91-92, ¶ 23.) 

18 After Looney filed his grievance against Hughes, matters escalated. Hughes again 

19 requested that Looney not “engage in discussions of substantive matters outside his job duties 

20 concerning other Town agenc[ies] or jurisdiction[s].” (JA-92, ¶ 24.) Looney continued to 

21 protest Hughes’s attempts to limit his communication with the public and ultimately retained 

22 counsel. His counsel sent Black a letter on December 23, 2009 advising him that Hughes’s 
5 

1 restriction was an “illegal prior restraint on speech in violation of the First Amendment.” 

2 (JA-92, ¶¶ 25, 26.) Marlborough announced a week later that it would not remove the 

3 restriction Hughes had placed on Looney’s speech, and threatened to discipline or discharge 

4 Looney. On January 4, 2010, Marlborough’s counsel informed the Union that certain of its 

5 members would be laid off or have their hours reduced, and that the Building Official position 

6 would be reduced to 20 hours a week. 

7 Looney then received a letter from Black on January 28, 2010, confirming the reduction 

8 in his hours, and stating that he would be paid “$33 per hour with no additional compensation for 

9 loss of benefits.” (JA-93, ¶ 29.) On April 5, 2010, Looney notified Marlborough that he 

10 intended to file suit against the town for the events that had transpired. He then commenced 

11 this litigation on June 14, 2010, asserting claims pursuant to 42 U.S.C. § 1983 based on 

12 violations of the First Amendment and the Fourteenth Amendment procedural due process 

13 guarantee. 

14 After the lawsuit had commenced, Black announced that he planned to post a notice 

15 seeking to fill the Building Official position. LaBella and Clark, as Selectmen, were included 

16 in the search committee that interviewed candidates for the position. Looney applied to be 

17 reappointed during the application period, and during his interview LaBella noted “that he had 

18 brought a lawsuit against” Marlborough. (JA-94, ¶ 39.) Clark also stated during the interview 

19 that she had “serious issues recommending someone who is suing the Town.” (JA-94, ¶ 40.) 

20 Black, Clark, and LaBella all voted for a candidate other than Looney to fill the position. 

21 Looney was not reappointed. 

22 
6 

1 On September 30, 2010, Black, Clark, and Labella moved to dismiss Looney’s complaint 

2 on the grounds that, inter alia, all three individual defendants were entitled to qualified immunity 

as to the applicable claims.1 3 Looney then sought leave to file the SAC. The District Court 

4 granted Looney’s motion to file the SAC, and denied defendants’ motion to dismiss in its 

5 entirety. 

6 In rejecting the argument made by Black that he was entitled to qualified immunity as to 

7 Looney’s Fourteenth Amendment due process claim, the District Court held that Looney had 

8 adequately alleged a valid property interest in full-time employment. Looney v. Town of 

9 Marlborough, No. 3:10-cv-1068, 2011 WL 3290202, at *8 (D. Conn. July 30, 2011). It based 

10 this determination on its understanding that while Looney’s alleged right to “full-time 

11 employment with pension and benefits was not memorialized in a written contract,” there was a 

12 sufficiently “consistent course of conduct over a period of more than fifteen years,” and Looney 

13 had “relied upon those benefits to secure medical coverage for himself and his disabled spouse.” 

14 Id. Thus, the District Court determined that Looney had a constitutionally protected property 

15 right under the Fourteenth Amendment. Id.

16 From this determination, the District Court further concluded that “the law was defined 

17 with reasonable clarity and that, based upon the allegations of the [SAC], Black’s conduct in 

18 reducing Looney’s hours was not objectively reasonable.” Id. at *9. Accordingly, it denied 

19 the motion to dismiss to the extent that Black argued he was entitled to qualified immunity as to 

20 Looney’s procedural due process claims. 

 

1

 Black is the only individual defendant named in Looney’s Fourteenth Amendment procedural due process claim. 

Black, Clark, and LaBella are all named in the First Amendment claim. The Town of Marlborough is named only in 

two separate claims that are not at issue on appeal. It did not move to dismiss the claims against it. 
7 

1 The District Court then considered Black, Clark, and LaBella’s arguments that they were 

2 entitled to qualified immunity as to Looney’s First Amendment claim. The court denied the 

3 motion to dismiss on this ground as well, holding that defendants “appear[ed] to concede that 

4 Looney spoke as a citizen instead of pursuant to his official duties,” and that Looney’s 

5 allegations regarding the speech at issue adequately established that it touched on a matter of 

6 public concern. Id. at *10. 

7 Based on this determination, the District Court held that the SAC adequately alleged both 

8 a violation of Looney’s clearly established First Amendment rights, and that Black, Clark, and 

9 LaBella had committed acts of retaliation against Looney for his speech, such that they did not 

10 act in an objectively reasonable manner. Id. at *14. Accordingly, the District Court held that 

11 the individual defendants were not entitled to qualified immunity at this stage of the litigation as 

12 to Looney’s First Amendment claims, and their motion to dismiss was denied on this ground as 

13 well. 

14 This timely appeal followed. 

15 DISCUSSION

16 Qualified immunity provides government officials “immunity from suit rather than a 

17 mere defense to liability.” Pearson v. Callahan, 555 U.S. 223, 231 (2009) (quoting Mitchell v. 

18 Forsyth, 472 U.S. 511, 526 (1985)). Government officials who are “performing discretionary 

19 functions generally are shielded from liability for civil damages insofar as their conduct does not 

20 violate clearly established statutory or constitutional rights of which a reasonable person would 

21 have known.” Harlow v. Fitzgerald, 457 U.S. 800, 818 (1982). 
8 

1 “[T]he ‘driving force’ behind creation of the qualified immunity doctrine [is] a desire to 

2 ensure that ‘“insubstantial claims” against government officials [will] be resolved prior to 

3 discovery.’” Pearson, 555 U.S. at 231 (quoting Anderson v. Creighton, 483 U.S. 635, 640 n.2 

4 (1987)); see also Saucier v. Katz, 533 U.S. 194, 200 (2001) (“A ruling” on qualified immunity 

5 “should be made early in the proceedings so that the cost and expenses of trial are avoided where 

6 the defense is dispositive”), overruled on other grounds by Pearson, 555 U.S. 223. 

7 We review a denial of qualified immunity de novo. Clubside, Inc. v. Valentin, 468 

8 F.3d 144, 152 (2d Cir. 2006); Velez v. Levy, 401 F.3d 75, 84 (2d Cir. 2005). In reviewing such 

9 a denial, “[f]irst, we ask whether there was a constitutional violation. If the answer to this 

10 question is yes, we must then determine whether the right was clearly established at the time of 

11 the violation.” Clubside, 468 F.3d at 152 (citing Saucier, 533 U.S. at 201). A right is clearly 

12 established if the law (1) was “defined with reasonable clarity,” (2) has been affirmed by “the 

13 Supreme Court or the Second Circuit[,]” and (3) where the conduct at issue would have been 

14 understood by a reasonable defendant to be unlawful under the existing law. Young v. Cnty. of 

15 Fulton, 160 F.3d 899, 903 (2d Cir. 1998); see also Reichle v. Howards, __ U.S. ___, 132 S. Ct. 

16 2088, 2093 (2012) (“To be clearly established, a right must be sufficiently clear that every 

17 reasonable official would have understood that what he is doing violates that right. In other 

18 words, existing precedent must have placed the statutory or constitutional question beyond 

19 debate.” (citations, modifications, and internal quotation marks omitted)). Finally, we must 

20 decide whether “it was objectively reasonable [for the defendants] to believe that their acts did 

21 not violate these clearly established rights.” Young, 160 F.3d at 903 (internal quotation marks 

22 omitted). 
9 

1 On appeal, Defendants-Appellants argue that the District Court erred in denying their 

2 motion to dismiss the complaint because (1) Black is entitled to qualified immunity as to 

3 Looney’s procedural due process claim, and (2) all three individual defendants are entitled to 

4 qualified immunity as to Looney’s First Amendment claim. We address these arguments in 

5 turn. 

6 I. Procedural Due Process Claim

7 In determining whether Looney’s complaint adequately alleges that there was a 

8 constitutional procedural due process violation, we inquire first as to whether he adequately 

9 alleged a property right protected under the Constitution. See Bd. of Regents of State Colls. v. 

10 Roth, 408 U.S. 564, 576-77 (1972). Such property interests cannot be found on the face of the 

11 Constitution, but rather “are created[,] and their dimensions are defined by[,] existing rules or 

12 understandings that stem from an independent source such as state law-rules or understandings 

13 that secure certain benefits.” Id. at 577. A “unilateral expectation” is not sufficient to 

14 establish a constitutionally protected property right. Id. Rather, a plaintiff must have “a 

15 legitimate claim of entitlement to” the alleged property interest. Id. 

16 Where a valid property right is established, we consider whether a plaintiff was deprived 

17 of that right without due process. Narumanchi v. Bd. of Trs. of Conn. State Univ., 850 F.2d 70, 

18 72 (2d Cir. 1988). In making this determination, we inquire into what process was due, and 

19 whether the government provided such minimum process. See Mathews v. Eldridge, 424 U.S. 

20 319, 332-35 (1976) (elaborating how to determine what process is due when a plaintiff has been 

21 deprived of a valid property interest). 

22 
10 

1 To determine whether Black is entitled to qualified immunity as to Looney’s procedural 

2 due process claim, we must determine also whether the constitutionally protected property right 

was “clearly established.”2 3 Reichle, 132 S. Ct. at 2093. This determination is a particularized 

4 inquiry based on the situation facing an individual defendant at the time of her alleged actions. 

5 A defendant’s alleged conduct must have violated plaintiff’s procedural due process rights in a 

6 manner that “every reasonable official would have understood . . . violate[d] that right.” Id. at 

7 2093 (citations, modifications, and internal quotation marks omitted). 

8 The District Court’s holding that Black was not entitled to qualified immunity as to 

9 Looney’s procedural due process claim at this stage in the litigation was grounded in the 

10 determination that Looney had a constitutionally protected property right in full-time 

11 employment. In so deciding, the court relied on three primary sources identified in Looney’s 

12 complaint. These were: (1) Connecticut General Statutes § 29-260(a)-(c), which establishes 

13 both that the Building Official is appointed for a four-year term, and the procedure for dismissing 

14 a Building Official who has failed to perform his duties, Looney, 2011 WL 3290202, at *7; (2) 

15 Marlborough’s Employee Handbook, Section 1.1.C, which identifies “full[-]time employees” as 

16 those working thirty hour weeks or more, and indicates that those employees are entitled to 

17 pension and healthcare benefits, id.; and (3) Looney’s four reappointments as Building Official 

18 over the course of fifteen years, each time beginning his term with pension and benefits as a 

19 full-time employee, id. at *8. 

20 The District Court, however, did not rely on the CBA in making its determination that 

21 Looney had a property interest in full-time employment. Indeed, Looney argued in his 

 

2

 A court may exercise its discretion in deciding to first address whether (1) a plaintiff has adequately alleged a 

constitutional violation, or (2) such a constitutional right was clearly established. See Pearson, 555 U.S. at 242. 
11 

1 sur-reply that his property interest was “protected by Connecticut Statute, not the CBA,” a 

2 statement that the District Court credited. (JA-186, 219.) 

3 The District Court based its holding on Ezekwo v. New York City Health and Hosps. 

4 Corp., 940 F.2d 775 (2d Cir. 1991). There, plaintiff Ezekwo was a doctor who had been 

5 accepted into a residency program at a hospital run by the defendant. She was notified at the 

6 outset of her residency that every resident would “serve as ‘Chief Resident’ for four months 

7 during his or her third year.” Id. at 777. Shortly before her third year began, despite receiving 

8 negative performance reviews, she was again told that she would be serving as Chief Resident 

9 later that year. After filing certain allegations of race and gender discrimination against her 

10 supervisor, Ezekwo was notified that she would not be able to serve as Chief Resident. Id. at 

11 778. We there found that the plaintiff had more than just a “unilateral expectation of becoming 

12 Chief Resident” because she had been “consistently . . . informed that she would rotate through 

13 the position of Chief Resident and receive a salary differential as a result of that designation.” 

14 Id. at 782-83. Indeed, the practice of rotating residents through the Chief Resident position 

15 “was expressly highlighted in HHC’s informational documents.” Id. at 783. Accordingly, we 

16 determined that the written documents, the “course of conduct,” and “Ezekwo’s reasonable 

17 reliance thereon” created a contractual right under New York state law that “rose to the level of a 

18 significant property interest.” Id. 

19 The District Court relied on Ezekwo to hold that both the Connecticut General Statutes 

20 and Marlborough’s Employee Handbook, in conjunction with Looney’s four consecutive 

21 reappointments to the Building Official position, gave rise to a sufficiently “consistent course of 

22 conduct” to entitle Looney not only to a property interest in his employment, but to a property 
12 

1 interest in full-time employment in particular. Looney, 2011 WL 3290202, at *9. The court 

2 emphasized that while Looney’s interest was “perhaps . . . of lesser value than Ezekwo’s 

3 once-in-a-lifetime opportunity to become a chief resident,” full-time employment was still “very 

4 important to him.” Id. at *8. 

5 Two other cases, Ciambrello v. County of Nassau, 292 F.3d 307 (2d Cir. 2002) and 

6 Harhay v. Town of Ellington Board of Education, 323 F.3d 206 (2d Cir. 2003), were 

7 distinguished by the District Court, which deemed them to be not “directly on point.” Looney, 

8 2011 WL 3290202, at *7-*8. We, however, find them to be important precedents. 

9 Ciambrello concerned a civil service employee who was demoted back to his original 

10 position from a recent promotion because Nassau County, his employer, determined he had been 

11 promoted in violation of his union’s collective bargaining agreement. Ciambrello, 292 F.3d at 

12 312. We held that the applicable collective bargaining agreement, which expressly prohibited 

13 demotion or disciplinary proceedings absent “incompetence and/or misconduct,” gave the 

14 plaintiff a “property interest in his promotion,” as he was demoted in direct violation of the 

15 collective bargaining agreement’s terms. Id. at 316. 

16 Harhay similarly involved a property right that we held was established under the terms 

17 of the applicable CBA. See Harhay, 323 F.3d at 212. Based on the text of the collective 

18 bargaining agreement at issue in that case, which provided the plaintiff a “contractual right . . . to 

19 be reappointed to any vacant position for which she was qualified,” we determined that it was 

20 “clear” that the plaintiff, a tenured school teacher, had a constitutionally protected property right 

21 in being reappointed. Id. 

22 
13 

1 Ezekwo, Ciambrello, and Harhay therefore all involved a plaintiff who had been 

2 promised something explicitly — either verbally, or in the terms of the applicable collective 

3 bargaining agreement — about specific conditions during the future term of their employment. 

4 Ezekwo was told both in writing and in person that she could expect to be chief resident during 

5 her third year of residency. Ezekwo, 940 F.2d at 782. Ciambrello was working pursuant to a 

6 collective bargaining agreement that stated he would not be demoted without engaging in 

7 incompetence or misconduct. Ciambrello, 292 F.3d at 319. Harhay was contractually 

8 promised that she would be reappointed to an available position. Harhay, 323 F.3d at 212. 

9 In this case, however, Looney does not allege that any writing or verbal communication 

10 he was a party to indicated that his position as Building Official necessarily was to continue full 

11 time, or even that he was guaranteed reappointment to the position. He alleges, instead, simply 

12 that it always had been so. 

13 In doing so, he relies on a conglomeration of sources that he argues create a sufficient 

14 “course of conduct,” including (1) the relevant Connecticut General Statutes sections; (2) a 

15 discussion he had in 1994 with then-First Selectman Dean regarding the terms of his initial 

16 appointment as Building Official; (3) the 1994 job advertisement for the position of Building 

17 Official, which indicated that it came with a “pension/benefits package”; (4) the Marlborough 

18 Employee Handbook, which defines a “full[-]time employee” as one who works thirty hours or 

19 more per week, and indicates that such employees are entitled to pension and benefits; and (5) 

20 the fact that he was reappointed four separate times over a fifteen year span, and that during the 

21 entirety of each appointment (until the last) he worked as a full-time employee, receiving 

22 pension and benefits. 
14 

1 Nothing in any of these documents or interactions, however, indicates that Marlborough 

2 or any other party provided a written guarantee or an explicit indication that Looney should 

3 expect to be employed full time from appointment to appointment, or throughout the duration of 

4 a single appointment. While Looney alleges that the discussion he had and advertisement he 

5 saw regarding the position in 1994, before he was first appointed, indicated that he could expect 

6 the job to be full time and to come with pension and benefits, those statements were made more 

7 than fifteen years ago, and indicated, at best, only the “terms and conditions” of Looney’s initial 

8 appointment. 

9 Furthermore, Connecticut General Statutes § 29-260 states only that the Building Official 

10 is to be appointed for four years, and provides a mechanism for removing the Building Official 

11 from his or her position if and when certain conditions are met. It is silent as to any guarantee 

12 or procedural requirement for reducing a Building Official’s hours from full to part time. 

13 All of the other documents identified in Looney’s complaint — the Employee Handbook, 

14 the town’s Charter, and the CBA — merely define what was or was not considered “full time” 

15 employment, and accordingly whether an employee could expect to receive, inter alia, pension 

16 and health care benefits. None of these items affirmatively indicated that Looney could expect 

17 to continue being a full-time employee. In fact, the SAC alleges only that the Board notified 

18 Looney of his final term of reappointment in April 2006 by stating that it had decided to 

19 “continue [Plaintiff’s] appointment per C.G.S. Sec. 29-260(a), for an additional four years 

20 effective August, 2006.” (JA-90, ¶ 17; JA-150.) But the Board said, and therefore 

21 guaranteed, nothing about the terms of that appointment when it so notified him. 

22 
15 

1 The complaint’s allegations, without any written or spoken guarantee as to the terms of 

2 his employment, leave Looney with nothing more than a “unilateral expectation” that he would 

3 continue to be reappointed to his position, and that such reappointment would be full time. 

4 Such a unilateral expectation does not qualify as a constitutionally protected property right. See 

5 Roth, 408 U.S at 577 (stating that an “abstract concern in being rehired” without more is 

6 insufficient to create a property interest). Indeed, while none of the documents or interactions 

7 on which Looney relies can rightly be said to create an affirmative expectation that he would 

8 continue to be a full-time employee, the CBA, which provides in Article 23 that the town may 

9 “determine[] that layoffs or reductions in hours are necessary” (JA-168), and provides also a 

10 hierarchy by which such layoffs and reductions should take place, affirmatively indicates that he 

11 should have been prepared for the possibility that his hours would be reduced. 

12 We do not doubt that Looney’s interest in his continued full-time employment was 

13 important, or that he has felt the negative effects of being deprived of his pension and health care 

14 benefits. Unfortunately, however, Looney’s interest in these items does not suffice to guarantee 

them constitutional protection as property rights to which he has any procedural entitlement.3 15 

16 We therefore conclude that Looney has not adequately alleged a constitutionally protected 

17 property interest in his full-time employment. Accordingly, the District Court erred in 

18 

 

3

 The few other Second Circuit and Supreme Court cases cited by the parties that discuss employees’ property rights 

in the specific terms of their employment do not assist Looney either. See Roth, 408 U.S. at 576-78 (holding assistant 

professor did not have property right in renewed employment where no mention of re-employment existed); 

O’Connor v. Pierson, 426 F.3d 187, 197 (2d Cir. 2005) (finding property right in forcing plaintiff to take sick leave 

without pay, as it was comparable to a suspension without pay); Finley v. Giacobbe, 79 F.3d 1285, 1294-95 (2d Cir. 

1996) (stating that at-will probationary employees do not have protectable property rights in their employment); 

Narumanchi, 850 F.2d at 72 (holding plaintiff had a property right in his employment that was violated by two-week 

suspension without pay, but determining that plaintiff had not utilized already available process for airing his 

grievance). 
16 

1 determining that Black was not entitled to qualified immunity as to Looney’s procedural due 

2 process claim. 

3 II. First Amendment Claim

4 As with Looney’s Fourteenth Amendment claim, the individual defendants moved to 

5 dismiss Looney’s First Amendment claim, and so the allegations must be read in the “light most 

6 favorable to [Looney], and [we] construe the complaint liberally.” Gregory v. Daly, 243 F.3d 

7 687, 691 (2d Cir. 2001) (internal quotation marks omitted). We are bound to make our 

8 determination based only on the contents of the complaint. See McKenna v. Wright, 386 F.3d 

9 432, 436 (2d Cir. 2004) (stating that the court can only consider the “face of the complaint” in 

10 deciding whether a defendant is entitled to qualified immunity on a motion to dismiss). 

11 In determining whether a defendant is entitled to qualified immunity as to a plaintiff’s 

12 First Amendment claims, we must first determine whether the plaintiff’s constitutional right to 

13 free speech was impinged. Generally, government employees are entitled to First Amendment 

14 protection when they speak as a private “citizen addressing matters of public concern.” 

15 Garcetti v. Ceballos, 547 U.S. 410, 417 (2006); see also Sousa v. Roque, 578 F.3d 164, 170 (2d 

16 Cir. 2009). A “matter of public concern” is one that relates to a “matter of political, social, or 

17 other concern to the community.” Connick v. Myers, 461 U.S. 138, 146 (1983). 

18 Public employees speaking “pursuant to their official duties,” however, are not afforded 

19 protections under the First Amendment. Ross v. Breslin, 693 F.3d 300, 305 (2d Cir. 2012) 

20 (internal quotation marks omitted). “This is the case even when the subject of an employee’s 

21 speech is a matter of public concern.” Id. It is also true, however, that “a public employee 

22 does not relinquish First Amendment rights to comment on matters of public interest [simply] by 
17 

1 virtue of government employment.” Connick, 461 U.S. at 140. Rather, where the speech at 

2 issue “owes its existence to a public employee’s professional responsibilities,” Garcetti, 547 U.S. 

3 at 421-22, it can properly be said to have been made pursuant to that party’s official duties. See 

4 also Ross, 693 F.3d at 308 (holding the speech at issue was not protected because it “owed its 

5 existence” to plaintiff’s “job duties”); Weintraub v. Bd. of Educ., 593 F.3d 196, 203 (2d Cir. 

6 2010) (noting that the speech alleged was “part-and-parcel” of the plaintiff’s employment 

7 responsibilities (internal quotation marks omitted)). 

8 To defeat an assertion of qualified immunity, an employee’s constitutional right to free 

9 speech must also be “clearly established” under the law. Reichle, 132 S. Ct. at 2093. Further, 

10 even where a plaintiff has shown that the defendant’s actions violated a clearly established 

11 constitutional right, the defendant may still be entitled to qualified immunity if she is alleged to 

12 have acted in an objectively reasonable way. See Amore, 624 F.3d at 530. 

13 On appeal, defendants argue that they did not, as the District Court determined, 

14 “concede” that Looney was not acting in his official capacity, and thus must have been speaking 

15 as a private citizen. It is true that defendants failed to cite Garcetti or Weintraub, or to 

16 otherwise make any arguments directly addressing this issue in their motion to dismiss or reply 

papers below.4 17 But it is also true that both the plaintiff and the District Court cited and relied 

18 on Garcetti. Looney briefed the issue of whether or not he spoke pursuant to his official duties 

19 in his opposition to defendants’ motion to dismiss. The District court also noted that “public 

20 employees are not speaking as citizens for First Amendment purposes when they make 

 

4

 Defendants argue on appeal that their general objection below that Looney did not adequately allege he had engaged 

in protected speech with any particularity encompassed, inter alia, the failure to adequately allege that he spoke as a 

private citizen. 
18 

1 statements ‘pursuant to their official duties.’” Looney, 2011 WL 3290202, at *10 (quoting 

2 Garcetti, 547 U.S. at 421). 

3 Thus, the argument is preserved for appeal. See Higgins v. N.Y. Stock Exch., Inc., 942 

4 F.2d 829, 832 (2d Cir. 1991) (considering an argument that was raised below because the 

5 “argument, although different in emphasis from the point pressed on appeal, at least introduced 

6 the notion” in the district court). Furthermore, even if the argument had been waived below, we 

7 may exercise our discretion and consider it now. See Allianz Ins. Co. v. Lerner, 416 F.3d 109, 

8 114 (2d Cir. 2005) (stating that because rule that appellate court will not consider argument not 

9 raised below “is prudential, not jurisdictional, we have discretion to consider waived arguments” 

10 (internal quotation marks omitted)). 

11 We therefore turn to the question of whether Looney’s complaint adequately alleges that 

12 his speech was made as a private citizen, rather than in the course of his official duties: 

13 The inquiry into whether a public employee is speaking pursuant to her official duties is 

14 not susceptible to a brightline rule. Courts must examine the nature of the plaintiff’s job 

15 responsibilities, the nature of the speech, and the relationship between the two. Other 

16 contextual factors, such as whether the complaint was also conveyed to the public, may 

17 properly influence a court’s decision. 

18 

19 Ross, 693 F.3d at 306 (citation and internal quotation marks omitted). The proper inquiry here 

20 is a “practical one.” Garcetti, 547 U.S. at 424. 

21 Looney’s allegations regarding the content and scope of what he said to the town 

22 resident, as well as the capacity in which he said it, are vague. The vast majority, if not the 

23 totality, of the allegations regarding Looney’s allegedly protected speech made to a town resident 

24 appear in paragraphs 23 through 25 of his complaint. They are as follows: 

25 23. On or about October 8, 2009, Plaintiff filed a grievance claiming harassment relative 

26 to his freedom of speech rights based on the attempt by Plaintiff’s supervisor, Peter 
19 

1 Hughes, Planning and Development Director, to limit the communication of information 

2 to a Town resident regarding wood burning boiler/stove and smoke discharge as public 

3 health concerns. 

4 

5 24. On October 30, 2009, Peter Hughes responded, “Mr. Looney has been requested to 

6 restrict his actions in the office to that of his duties and not to make determinations or 

7 engage in discussions of substantive matters outside his job duties concerning other Town 

8 agenc[ies] or jurisdiction[s]. 

9 

10 25. On November 5, 2009, in a memorandum to First Selectman Black, Plaintiff 

11 continued to protest limits placed on his ability to communicate information to the public 

12 relative to the outdoor burning boilers issue whereby Plaintiff was voicing his opinion 

13 regarding an outside agency enforcing a cease and desist order against Town residents. 

14 

15 (JA-91-92.) 

16 Looney alleges that he “communicat[ed] . . . information to a Town resident regarding 

17 wood burning boiler/stove and smoke discharge as public health concerns.” (JA-92, ¶ 23.) 

18 Similarly, he alleges that he “communicate[d] information to the public relative to the outdoor 

19 wood burning boilers issue” by “voicing his opinion regarding an outside agency enforcing a 

20 cease and desist order against Town residents.” (JA-92, ¶ 25.) 

21 As to the scope of his duties as Building Official, Looney alleges generally that “[a]t all 

22 times relevant” to the complaint, he was “employed as the Building Official of the Town of 

23 Marlborough,” (JA-87, ¶ 1) and as such was responsible for the “administration and enforcement 

24 of the State Building Code at the municipal level, including the organization and conduct of the 

25 building advisory, inspection and enforcement program” (JA-88, ¶ 7). He further alleges that 

26 throughout his employment he kept “uppermost in mind his obligation to enforce the State 

27 Building Code to ensure the safety of the townspeople.” (JA-91, ¶ 21.) 

28 Beyond this, the complaint does not allege specifics as to what Looney said, or the 

29 context in which he said it. The job falls to us to so infer, reading all available allegations in the 
20 

1 “light most favorable” to Looney. Daly, 243 F.3d at 691 (internal quotation marks omitted). 

2 In the absence of anything more specific, Looney’s vague allegations force us to 

3 conclude that, as the town employee who oversaw the entire “organization and conduct of the 

4 building advisory, inspection and enforcement programs,” particularly in light of his 

5 self-described “obligation to enforce the State Building Code,” the alleged speech set forth in the 

6 complaint was closely related to his work as Building Official. (JA-88, ¶ 7.) This 

7 understanding is furthered by Looney’s dual allegations that (1) it was a part of his job to “ensure 

8 the safety of the townspeople” by enforcing the relevant building codes, and (2) the smoke 

9 discharge that was causing the issue discussed regarding the wood burning stoves or boilers was 

10 a “public health concern[].” (JA-91-92, ¶¶ 21, 23.) The only sensible way to interpret 

11 Looney’s allegations is that he spoke on these issues because he was in an official position that 

12 required, or at least allowed, him to do so. It follows that these statements owed their existence 

13 to his position as the Building Official. As a consequence, Looney has not adequately alleged 

14 that he spoke as a private citizen. 

15 It is true that Looney alleges that his supervisor, in admonishing him for this alleged 

16 speech, requested that he refrain from discussing matters “outside [Looney’s] job duties.” 

17 (JA-92, ¶ 24 (emphasis added).) It is also alleged that his speech regarded an “outside agency 

18 enforcing a cease and desist order against Town residents.” (JA-92, ¶ 25 (emphasis added).) 

19 But “[f]ormal job descriptions often bear little resemblance to the duties an employee actually is 

20 expected to perform, and the listing of a given task in an employee’s written job description is 

21 neither necessary nor sufficient to demonstrate that conducting the task is within the scope of the 

22 employee’s professional duties for First Amendment purposes.” Garcetti, 547 U.S. at 424-25. 
21 

1 Similarly, whether “speech was unprotected does not rest on the fact that [the] speech was made 

2 in the workplace as opposed to elsewhere.” Ross, 693 F.3d at 307. 

3 The face of Looney’s complaint alleges nothing more than a vague set of circumstances 

4 regarding speech which necessarily “owed its existence” to Looney’s role as Building Official. 

5 Id. at 308. Because the speech at issue is alleged to have been made in the course of Looney’s 

6 official duties, he has not adequately alleged that such speech is entitled to First Amendment 

protection.5 7 

8 The District Court therefore erred in holding that Black, Clark, and LaBella were not 

9 entitled to qualified immunity as to Looney’s First Amendment claim. 

10 CONCLUSION

11 For the aforementioned reasons, the order of the District Court denying Black, Riva, and 

12 LaBella qualified immunity is REVERSED, and the case is REMANDED with the direction to 

13 enter judgment for the Defendants-Appellants. 

 

5

 As Looney has not adequately alleged that the underlying speech is entitled to First Amendment protection, to the 

extent his First Amendment claims may properly be categorized as claims of retaliation for filing a petition against the 

Defendants-Appellants, rather than freedom of speech claims, they necessarily fail as well. See Garcetti, 547 U.S. at 

424. 
1

1 DRONEY, Circuit Judge, dissenting:

2 I respectfully dissent from the majority’s resolution of both the due process and First

3 Amendment claims. I cannot conclude that the allegations in Looney’s complaint call for

4 qualified immunity and warrant dismissal at this juncture. As to Looney’s procedural due

5 process claim, the allegations of the representations and conduct by defendant First Selectman

6 Black and the other Town officials, and the importance of the salary and benefits to Looney, are

7 sufficient to show that he had a property right to full-time employment protected by procedural

8 due process during his four-year statutory term as a Building Official. As to Looney’s First

9 Amendment retaliation claim, the allegations in the complaint sufficiently demonstrate that

10 Looney’s speech was made as a private citizen and on a matter of public concern. Although

11 discovery may uncover facts to the contrary, it would be premature to conclude otherwise on a

12 motion to dismiss. Accordingly, I would affirm the district court’s denial of qualified immunity.

13 I. Procedural Due Process Claim

14 Qualified immunity may only be granted if an official has met his burden in

15 demonstrating that no rational jury could conclude “(1) that the official violated a statutory or

16 constitutional right, and (2) that the right was clearly established at the time of the challenged

17 conduct.” Ashcroft v. al-Kidd, 131 S.Ct. 2074, 2080 (2011) (internal quotation marks omitted). 

18 “A Government official’s conduct violates clearly established law when, at the time of the

19 challenged conduct, the contours of a right are sufficiently clear that every reasonable official

20 would have understood that what he is doing violates that right.” Id. at 2083 (alterations and

21 internal quotation marks omitted). “The question is not what a lawyer would learn or intuit from

22 researching case law, but what a reasonable person in [the] defendant’s position should know
2

1 about the constitutionality of the conduct. . . . [W]e use an objective standard for judging the

2 actions of state and federal officials.” Coollick v. Hughes, 699 F.3d 211, 220 (2d Cir. 2012)

3 (internal citations and quotation marks omitted). Under this standard, Looney’s factual

4 allegations, if accepted as true, would have led the defendants to conclude that reducing

5 Looney’s compensation and eliminating his benefits without a hearing violated his right to due

6 process.

7 Looney has sufficiently alleged in his complaint that he had a protected property interest

8 in his status as a full-time employee during the period of his appointment as Building Official

9 under this Court’s prior holdings in Ezekwo v. NYC Health & Hospitals Corp., 940 F.2d 775 (2d

10 Cir. 1991), Ciambriello v. County of Nassau, 292 F.3d 307 (2d Cir. 2002), and Harhay v. Town

11 of Ellington Board of Education, 323 F.3d 206 (2d Cir. 2003). Looney alleged that in 1994,

12 when he was appointed to his first statutory term as the Marlborough Building Official, the job

13 advertisement set forth a salary and “pension/benefits package” that were only available to full14 time employees of the Town. He also alleged that the then-First Selectman specifically told

15 Looney at the time he accepted the position that the Building Official role was a full-time

16 position with the benefits of other full-time employees, such as pension, healthcare, sick leave,

17 and vacation time. In addition, Looney alleged that the Town’s personnel rules and regulations

18 designated him as a “full-time employee entitled to all benefits provided to full-time employees.”

19 Looney alleged that he was reappointed four more times by the Board of Selectmen “as a

20 full time Building Official,” and he enjoyed full-time salary and benefits during his entire sixteen

21 years as the Building Official without any indication that he could be reduced from his full-time

22 status. During this period, he received a salary and the same benefits as all other full-time
1

 The collective bargaining agreement itself explicitly listed the Building Official as a

salaried employee while other listed positions, such as “Administrative Specialist” and “Tax

Clerk,” were listed as hourly positions. In addition, in their reply brief before the district court,

the defendants conceded that Looney could have pursued his grievance regarding the reduction

in hours, compensation, and benefits through the procedures established by the collective

bargaining agreement. While Looney has not identified the collective bargaining agreement as a

source for his property interest, the collective bargaining agreement does further underscore the

Town’s course of conduct upon which Looney reasonably relied to believe that he had a

protected interest in his status as a full-time employee.

3

1 Marlborough employees. The complaint also alleged that in 2007, a collective bargaining

agreement entered into by the Town recognized the Building Official position as full-time.1 2 It

3 was only in 2010 after Looney spoke out against the actions of Town officials that he was

4 reduced to part-time status and his benefits were terminated. Our prior decisions require due

5 process protection for Looney so that he was at least entitled to a hearing before this reduction in

6 his pay and benefits.

7 In Ezekwo, we considered whether the plaintiff had a property interest in serving as chief

8 ophthalmology resident at the defendant Harlem Hospital Center, which was operated by New

9 York City. The hospital had historically awarded the position to all ophthalmology residents in

10 the last year of their three-year residencies. Ezekwo, 940 F.2d at 777-78. However, after the

11 plaintiff began writing letters to the hospital complaining about various working conditions, the

12 hospital decided to change the policy for selecting chief ophthalmology residents to what it

13 claimed was a “merit-based” program and denied the plaintiff the chief resident status. Id. at

14 778-79. In concluding that the plaintiff enjoyed a property interest in the position of chief

15 resident, we focused on two factors. First, we observed a “course of conduct” in which the

16 hospital had consistently offered explicit reassurances to the plaintiff, including verbal

17 statements from supervisors and written informational documents, that she would rotate into the
4

1 chief resident position. See id. at 783. Second, we highlighted “the importance to the holder of

2 the right.” Id. (quoting Brown v. Brienen, 722 F.2d 360, 364 (7th Cir. 1983)). We found that the

3 plaintiff’s interest in serving as chief resident was sufficiently important because her interest

4 “was more than merely financial” and because the position, “due in large part to the very nature

5 of medical training itself, was of significant professional value.” Id. Accordingly, we found that

6 the plaintiff’s “expectation of performing the duties of Chief Resident was reasonable and well

7 founded and rose to the level of a property interest entitled to the protections afforded by the Due

8 Process Clause.” Id.

9 In Ciambriello, we concluded that a civil service employee enjoyed a protected property

10 interest in his position as a maintenance mechanic and thus was entitled to a hearing when his

11 employer sought to demote him back to his former position as equipment operator. 292 F.3d at

12 318. As in Ezekwo, we focused on the course of conduct toward the plaintiff and concluded that

13 he had a reasonable expectation that he would retain his position – in that case, based on the

14 terms of a collective bargaining agreement. Also, as in Ezekwo, we emphasized that the

15 plaintiff’s interest in his position, while not a “once-in-a-lifetime opportunity[,] is still

16 significant.” 292 F.3d at 318. “After working for the County for nearly five years, [the plaintiff]

17 was promoted to a position that entailed higher pay and greater benefits. [The plaintiff] served

18 in the higher position for well over two years, only to be returned to his original position and

19 salary.” Id. We therefore had “no trouble concluding that this right was a property right of

20 sufficient importance to [the plaintiff] to warrant constitutional protection.” Id. (emphasis

21 added).

22
5

1 In Harhay, we concluded that a previously terminated public school teacher possessed a

2 property interest in her position on a “reappointment list” for purposes of determining whether

3 she would be rehired when a vacancy occurred. 323 F.3d at 209, 212. Although we also

4 concluded that the plaintiff had been afforded adequate process through the grievance procedure

5 in her collective bargaining agreement, in determining whether she had a due process right in the

6 possibility of reappointment we emphasized the importance to the plaintiff of the reappointment

7 protection. See id. at 212-13. As in Ezekwo and Ciambriello, we underscored that the plaintiff’s

8 position on the reappointment list “can – and should – be characterized as an ‘important’ interest

9 as opposed to a ‘trivial and insubstantial’ interest – as it directly affects her right to be employed

10 at all.” Id. (quoting Ezekwo, 940 F.2d at 783).

11 These decisions emphasize the importance of a course of conduct on which a plaintiff

12 might reasonably rely to establish a property right in the interest in question. However, they do

13 not require, as the majority concludes, that this course of conduct be established through a

14 “written or spoken guarantee as to the terms of [the plaintiff’s] employment.” As we held in

15 Ezekwo, “[a]dditional contractual provisions may be ‘implied’ into a contract as a result of a

16 course of dealing between the parties. The parties through their conduct and practice can create

17 additional rights and duties.” 940 F.2d at 782 (citing Perry v. Sindermann, 408 U.S. 593, 602

18 (1972)). The allegations here of the initial representations to Looney for his first appointment,

19 the advertisement for the position, the Town personnel rules and regulations, and the collective

20 bargaining agreement, as well as Looney’s reappointment each time over the course of sixteen

21 years to the position of a “full-time Building Official” without any diminutions of his hours or

22 compensation, are sufficient to allege a course of conduct that implicates a property interest in
2

 The majority points to Article 23 of the collective bargaining agreement, which

provides the hierarchy under which the Town would implement “layoffs or reductions in hours.” 

In reviewing a motion to dismiss, our review is “limited to the facts as presented within the four

corners of the complaint, to documents attached to the complaint, or to documents incorporated

within the complaint by reference.” Taylor v. Vt. Dep’t of Educ., 313 F.3d 768, 776 (2d Cir.

2002). “Limited quotation does not constitute incorporation by reference.” Cosmas v. Hassett,

886 F.2d 8, 13 (2d Cir. 1989) (alteration and internal quotation marks omitted). Looney’s brief

mention of the collective bargaining agreement in his complaint does not constitute

incorporation by reference under Cosmas, and so it would be inappropriate to rely on the

collective bargaining agreement as a basis for resolving a motion to dismiss. However, even if

the collective bargaining agreement is incorporated by reference into the complaint, Article 23

provides that layoffs within a job title would take effect in inverse order of seniority, starting

with “temporary and seasonal employees,” “part-time probationary employees,” “full-time

probationary employees,” and concluding “[b]y seniority of the remaining employees in the job

title.” Looney was clearly not a temporary or seasonal employee, and because he had served as a

Town employee for more than six months, he no longer qualified as a probationary employee

under Article 13 of the collective bargaining agreement. Based on a plain reading of Article 23,

Looney therefore would seem to have been on notice about a possible reduction in hours under

the collective bargaining agreement only if there had previously been layoffs of temporary,

seasonal, and probationary employees. However, the extent to which layoffs were occurring

around the time Looney’s hours were reduced is a factual question that we cannot resolve at this

juncture.

3

 Looney alleged that the representations regarding the full-time nature of the Building

Official position were made to him the first time he was appointed Building Official. It surely is

not required that those assurances needed to have been repeated to Looney explicitly each time

he was reappointed to his new statutory term as Building Official, especially when he was at all

times treated as a full-time employee. Nevertheless, Looney alleges that each time he was

reappointed, it was “as a full-time Building Official with pension and benefits,” and he should be

given the opportunity to produce evidence to that effect.

6

full-time employment.2 1 Even if the majority is correct that the bar for such a property interest is

2 set so high as to require a “written guarantee or explicit indication,” I also believe that the

allegations in the complaint reach it.3 3

4 As to the “importance to the holder of the right,” Ezekwo, 940 F.2d at 783 (internal

5 quotation marks omitted), Looney lost all his health and retirement benefits as well as a

6 significant amount of salary due to the reduction in his hours. If the suspension of a university

7 professor for two weeks without pay implicates a protected property interest, see Narumanchi v.
7

1 Bd. of Trs., 850 F.2d 70, 72 (2d Cir. 1988), then surely such a reduction in a Building Official’s

2 compensation and the elimination of his benefits require due process protections as well. While

3 there is “no allegation that his [position] was a once-in-a-lifetime opportunity[,] the interest is

4 still significant.” Ciambriello, 292 F.3d at 318. I therefore conclude that Looney has adequately

5 alleged a clearly established, constitutionally protected interest in his full-time employment, and

6 that Black is therefore not entitled to qualified immunity as to Looney’s due process claim at this

7 stage of the litigation.

8 II. First Amendment Claim

9 The complaint also contains sufficient allegations that Looney’s speech merited the

10 protections of the First Amendment. A public employee is not protected by the First

11 Amendment only if the speech at issue “owed its existence to [the plaintiff’s] job duties and was

12 made in furtherance of those duties.” Ross v. Breslin, 693 F.3d 300, 308 (2d Cir. 2012). 

13 Evidence about both the specific content of Looney’s speech to the Marlborough residents and

14 Looney’s job responsibilities must be presented before it would be appropriate to dismiss his

15 claim on the ground of qualified immunity.

16 “In order to establish a First Amendment retaliation claim, plaintiffs must prove that: (1)

17 they engaged in constitutionally protected speech because they spoke as citizens on a matter of

18 public concern; (2) they suffered an adverse employment action; and (3) the speech was a

19 ‘motivating factor’ in the adverse employment decision.” Skehan v. Vill. of Mamaroneck, 465

20 F.3d 96, 106 (2d Cir. 2006), overruled on other grounds, Appel v. Spiridon, 531 F.3d 138, 140

21 (2d Cir. 2008) (per curiam). To demonstrate that the plaintiff was speaking as a “citizen,” the

22 plaintiff must show that he was not speaking “pursuant to [his] official duties.” Ross, 693 F.3d
4

 Looney names Black, Clark, and LaBella in his complaint on the First Amendment

claim. However, his complaint alleges that First Selectman Black reduced Looney’s hours

without having obtained the approval of the Board of Selectmen, and that Clark and LaBella’s

involvement was in recommending against reappointing Looney as Building Official in

retaliation for Looney’s lawsuit against the Town, and then voting against reappointing him. 

Nonetheless, I believe that Looney has sufficiently alleged unlawful retaliation on the part of

Clark and LaBella as well as Black. See Mt. Healthy City Sch. Dist. Bd. of Educ. v. Doyle, 429

U.S. 274, 283-84 (1977) (holding that a plaintiff may “establish a claim to reinstatement if the

decision not to rehire him was made by reason of his exercise of constitutionally protected First

Amendment freedoms”); see also Bernheim v. Litt, 79 F.3d 318, 327 (2d Cir. 1996) (Jacobs, J.,

concurring) (“It is beyond question that a state agency may not discharge, refuse to rehire, fail to

promote, or demote a public employee in retaliation for speaking on a matter of public concern.”

(citing Rutan v. Republican Party, 497 U.S. 62, 75 (1990), and Pickering v. Bd. of Educ., 391

U.S. 563, 568 (1968) (emphasis added)).

8

1 at 305 (quoting Garcetti v. Ceballos, 547 U.S. 410, 421 (2006)). If the plaintiff satisfies the

2 three prongs of the Skehan test, the

3 defendants may nevertheless escape liability if they can demonstrate that either

4 (1) 

5 the defendant would have taken the same adverse action against the plaintiff 

6 regardless of the plaintiff’s speech; or (2) the plaintiff’s expression was likely to 

7 disrupt the government’s activities and that the harm caused by the disruption 

8 outweighs the value of the plaintiff’s expression.

9

10 Skehan, 465 F.3d at 106. It is clear that Looney suffered an “adverse employment

11 action” in this case, and Looney has adequately alleged in his complaint that his speech

motivated the defendants’ decision to reduce his compensation and benefits.4 12 As a result, the

13 critical questions are whether Looney was speaking on a matter of public concern and whether

14 he was speaking as a private citizen or “pursuant to” his official duties.

15 As to the first question regarding the content of the statements, Looney’s factual

16 allegations sufficiently indicate that he was speaking on a matter of public concern. The

17 Supreme Court has defined “matters of public concern” to include “any matter of political,

18 social, or other concern to the community.” Connick v. Myers, 461 U.S. 138, 146 (1983). 
5

 Although the complaint does not say explicitly whether the outside agency enforcing

the cease and desist order relating to smoke discharges from wood-burning stoves was a state or

local agency, the complaint is clear that the order was enforced by an agency outside the one in

which Looney was employed as Building Official and related to a subject matter that was not

part of Looney’s responsibilities.

9

1 “Whether an employee’s speech addresses a matter of public concern is a question of law for the

2 court to decide, taking into account the content, form, and context of a given statement as

3 revealed by the whole record.” Lewis v. Cowen, 165 F.3d 154, 163 (2d Cir. 1999).

4 The category of issues of “public concern” discussed in Connick has been interpreted

5 broadly to include commenting on policy decisions affecting the public fisc, see Lewis, 165 F.3d

6 at 163-64, and raising concerns “about the lawfulness of public officials’ actions,” Hoyt v.

7 Andreucci, 433 F.3d 320, 330 (2d Cir. 2006). Here, according to his second amended complaint,

8 Looney was communicating with a “Town resident regarding wood burning boiler/stove and

9 smoke discharge as public health concerns” and with members of the public about an “outside

agency enforcing a cease and desist order against Town residents.”5 10 These statements are

11 commentary on public health issues and regulatory enforcement actions, and thus address a

12 matter of public concern.

13 The allegations of the complaint are also sufficient to show that Looney was speaking as

14 a private citizen, rather than “pursuant to [his] official duties.” Ross, 693 F.3d at 305 (internal

15 quotation marks omitted). The Supreme Court defines speech made “pursuant to” a public

16 employee’s job duties as “speech that owes its existence to a public employee’s professional

17 responsibilities.” Garcetti, 547 U.S. at 421. The inquiry into whether speech is “pursuant to”

18 one’s official duties is a “practical one” under which

19

20 [f]ormal job descriptions often bear little resemblance to the duties an employee

21 actually is expected to perform, and the listing of a given task in an employee’s
10

1 written job description is neither necessary nor sufficient to demonstrate that

2 conducting the task is within the scope of the employee’s professional duties for

3 First Amendment purposes.

4

5 Id. at 424-25.

6 To determine whether speech was made “pursuant to” one’s official job duties, it is

7 necessary to ascertain whether the speech at issue “owed its existence to [the plaintiff’s] job

8 duties and was made in furtherance of those duties.” Ross, 693 F.3d at 308 (emphasis added). 

9 In Ross, we considered whether a school district payroll clerk whose role informally included

10 reporting suspicious payroll requests to her supervisor was entitled to First Amendment

11 protections for writing letters to school board members containing allegations of financial

12 malfeasance. Id. at 302-03. We concluded that the clerk was not entitled to First Amendment

13 protection because her letters, despite being sent outside the chain of command, were written “in

14 furtherance of” her informal reporting duties. Id. at 308. We have also held that a teacher’s

15 complaints to a school board about the inadequate discipline of a disorderly student were

16 “part-and-parcel” of his duties because they dealt with his ability “to maintain classroom

17 discipline, which is an indispensable prerequisite to effective teaching and classroom learning.” 

18 Weintraub v. Bd. of Educ., 593 F.3d 196, 203 (2d Cir. 2010) (citation and internal quotation

19 marks omitted). Conversely, we concluded that First Amendment protections applied to a police

20 officer’s refusal to speak about a colleague’s misconduct in part because the speech “did not

21 implicate [the plaintiff’s] ability to do his own job properly.” Jackler v. Byrne, 658 F.3d 225,

22 240 (2d Cir. 2011).

23 It may be that Looney’s position as Building Official made it possible for him to deliver

24 his comments to the Marlborough residents, and so the comments may have “owed [their]
11

1 existence to [Looney’s] job duties.” Ross, 693 F.3d at 308. However, Looney’s complaint

2 sufficiently alleges that his comments were not made “in furtherance of” his job duties – either

3 formal or informal. After making the comments to a Marlborough resident, Looney alleges that

4 he was admonished by his supervisor (the Director of Planning and Development for the Town

5 of Marlborough) to “restrict his actions in the office to that of his duties and not to make

6 determinations or engage in discussions of substantive matters outside his job duties concerning

7 other Town agenc[ies] or jurisdiction[s].” Looney also alleges that he was told by that

8 supervisor to stop “voicing his opinion regarding an outside agency enforcing a cease and desist

9 order against Town residents.” It could be that a Building Official whose principal

10 responsibilities are the enforcement of the state building code would be involved as part of his

11 job with wood-burning stoves and the potential harms they pose to public health, or – less likely

12 – that his job involved other agencies’ cease and desist orders, but such a conclusion is not clear

13 on the basis of the pleadings alone. Indeed, Looney’s allegations indicate that, at the very least,

14 the Town’s Planning and Development Director believed Looney’s comments fell outside his

15 official job duties. In the absence of evidence to the contrary, I do not believe that the

16 defendants are entitled to qualified immunity on Looney’s speech claim at this stage.

17 The defendants could be entitled to qualified immunity by demonstrating that Looney’s

18 statements were “likely to disrupt the government’s activities and that the harm caused by the

19 disruption outweighs the value of [Looney’s] expression.” Skehan, 465 F.3d at 106. For

20 instance, the defendants could demonstrate that Looney’s comments were encouraging

21 Marlborough residents not to comply with other local regulations. The defendants could also

22 demonstrate that Looney occupied “an executive or policymaking position” whose “expressive
12

1 activities . . . will be more disruptive to the operation of the workplace than similar activity by a

2 low level employee.” Faghri v. Univ. of Conn., 621 F.3d 92, 98 (2d Cir. 2010) (internal

3 quotation marks omitted). But I do not believe Fahgri reaches so far as to inhibit lower-level

4 officials, such as Looney, from being able to publicly challenge Town policies based merely on

5 the allegations presented here. As a result, I conclude that dismissing Looney’s First

6 Amendment claim at this stage is premature.

7 * * *

8 Looney’s complaint contains sufficient allegations to withstand dismissal on the basis of

9 qualified immunity. On a motion to dismiss under Rule 12(b)(6) of the Federal Rules of Civil

10 Procedure, we must “construe the complaint liberally, accepting all factual allegations in the

11 complaint as true, and drawing all reasonable inference in the plaintiff’s favor.” McGarry v.

12 Pallito, 687 F.3d 505, 510 (2d Cir. 2012) (internal quotation marks omitted). Because Looney

13 has sufficiently alleged a constitutionally protected interest in his status as a full-time employee

14 and has adequately alleged that his speech was entitled to First Amendment protections, I

15 conclude that finding the defendants are entitled to qualified immunity would be premature at

16 this time. As a result, I would affirm the district court’s decision denying the motion to dismiss

17 and leave the determination of qualified immunity to another day.