City of Lake Worth, Florida v. Joseph Viera
CourtDistrict Court of Appeal of Florida
Date FiledJuly 22, 2026
Docket4D2024-3001
StatusPublished
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Full Opinion
DISTRICT COURT OF APPEAL OF THE STATE OF FLORIDA
FOURTH DISTRICT
CITY OF LAKE WORTH, FLORIDA,
Appellant,
v.
JOSEPH VIERA, LYNN DEMCHAK-VIERA, and C.D-V., a child,
Appellees.
No. 4D2024-3001
JOSEPH VIERA, LYNN DEMCHAK-VIERA, and C.D-V., a child,
Appellants,
v.
CITY OF LAKE WORTH, FLORIDA,
Appellee.
No. 4D2025-0301
[July 22, 2026]
Appeals from the Circuit Court for the Fifteenth Judicial Circuit, Palm
Beach County; Luis Delgado, Jr., Judge; L.T. Case No.
502019CA001457XXXXMB.
Debbie Maken and Forrest Lee Andrews of Lydecker LLP, Miami, for
appellant.
Daniel Lustig, Michael J. Pike, and Talina Bidwell of Pike & Lustig, LLP,
West Palm Beach, for appellees.
LOTT, J.
When is a contract ambiguous? And when does the jury, rather than
the judge, get to resolve that ambiguity?
In this case, Joseph Viera, a police officer who retired years ago after
being injured in the line of duty, sued his former employer, the City of Lake
Worth, for breach of a 2018 settlement agreement. The City claimed that
the contract obligated it to pay for Viera’s medical, dental, and vision
insurance. Viera claimed that the contract also required the City to
provide other insurance products offered to its employees, such as life
insurance and accidental death insurance.
There was no dispute as to what benefits the City actually provided.
The only dispute was over what the contract required the City to provide.
The trial court denied the parties’ cross-motions for summary judgment
on that question and submitted the issue to the jury. The jury found that
the City breached the contract by failing to pay for supplemental benefits
worth approximately $135,000 over a six-year period, and awarded Mr.
and Mrs. Viera, and their child, (collectively, “the Vieras”) damages totaling
over $9 million after prejudgment interest.
We need not address the propriety of the damages award. The trial
court erred when it denied the City’s motion for summary judgment.
The contract was not ambiguous—or at least not ambiguous in such a
way that would permit the jury to weigh any evidence and resolve the
meaning of the ambiguities as a matter of fact. The plain language of the
contract, read as a whole and viewing each term in context, required the
City to pay for medical, dental, and vision insurance, and not other
supplemental insurance.
Because there was no material dispute that the City provided the
benefits it was required to provide, and thus did not breach the contract,
summary judgment should have been entered in its favor. 1
I. Background
A. Before the Contract’s Execution
Joseph Viera began working for the City of Lake Worth Police
Department in April 2000. In December 2000, about six months after he
began that employment, he was injured in the line of duty while
responding to an emergency call. The City later approved Viera’s disability
retirement in good standing, effective June 22, 2001. Viera was also
1 We affirm without comment the trial court’s decision in the consolidated appeal,
No. 4D2025-0301.
2
awarded Social Security Disability Insurance benefits beginning June 1,
2003.
In 2008, Viera and the City settled his workers’ compensation case. In
that settlement, the City acknowledged Viera was permanently and totally
disabled, and the settlement included a carveout preserving the City’s
future obligations, if any, under section 112.19(2)(h)1., Florida Statutes
(2008). The parties later disputed whether Viera continued to qualify for
statutory health-insurance benefits after the workers’ compensation
settlement.
In 2010, Viera filed a petition for declaratory relief against the City,
seeking a judgment that the City was required to pay health-insurance
premiums for him and his family under section 112.19(2)(h)1.
After the 2010 action remained dormant for several years, the City
moved to dismiss on statute-of-limitations grounds, and the trial court
granted the motion. Viera appealed, and this Court reversed in part. This
Court held that section 112.19(2)(h)1. created a statutory entitlement to
health-insurance benefits paid periodically over time, so Viera’s claims for
benefits accruing after January 2006 were not time-barred. Viera v. City
of Lake Worth, Florida, 230 So. 3d 484, 487 (Fla. 4th DCA 2017).
B. The 2018 Settlement Agreement
After remand, the parties mediated and reached a tentative settlement.
The City approved the settlement during a May 2018 shade session, 2 and
the parties executed the written settlement agreement dated May 15, 2018.
The agreement resolved the parties’ dispute over the Vieras’ statutory
entitlement to future health-insurance benefits. In the agreement, the City
acknowledged that, “as of the date” of the agreement, Viera met the
qualifications for benefits under section 112.19(2)(h)1., Florida Statutes.
The City also agreed that Viera would not be required in the future to
provide additional proof of his entitlement to those benefits.
In exchange, the Vieras released the claims asserted in the 2010
petition concerning their section 112.19(2)(h)1. rights, and the City agreed
2 “A ‘shade meeting’ is a meeting held pursuant to section 286.011(8), which
creates an exemption to the Sunshine Law to permit counsel for public bodies to
obtain nonpublic advice from public bodies concerning ‘settlement negotiations’
and ‘strategy sessions related to litigation expenditures’ regarding pending
litigation.” Anderson v. City of St. Pete Beach, 161 So. 3d 548, 551 n.2 (Fla. 2d
DCA 2014).
3
to pay $75,000 for past medical expenses. The agreement also stated that
the “[p]ayments and other benefits” the City agreed to provide were benefits
the Vieras would not be entitled to receive but for the agreement.
The provisions most relevant to this appeal are sections 7(l), 7(m), 7(o),
and 14. Section 7(l) defines the “health insurance benefits contemplated
under this Agreement” as “those health insurance benefits that the CITY
provides to its benefits eligible employees and retired employees.” Section
7(l) then gives the Vieras “the sole right to choose from any provided
insurance plans offered by the CITY to its employees or retirees.” The same
paragraph adds that “the benefits contemplated and offered herein shall
be equal to or greater than those offered to the Director of Human
Resources or Law Enforcement Officers employed by the City, including
the chief of police, if any.” Section 7(l) further provides that, for the 2017–
2018 plan year, the City “currently offers medical insurance, dental
insurance, and vision insurance to its employees and retired employees,”
which “would be provided to the Petitioners as provided herein.”
Section 7(m) separately addresses life insurance. That provision states
that Viera “already maintains Life Insurance benefits,” that those benefits
“will continue in accordance with all terms and conditions previously in
place,” and that they “will not be impacted by this Agreement.”
Section 7(o) requires the City to provide Viera with the same forms and
information it provides to its employees and retirees when health-
insurance options are being selected. Section 14 then governs payment of
premiums and opt-out payments. Under section 14(b), if the Vieras timely
opt into coverage offered pursuant to the agreement, the City must ensure
that all payments are timely made to any insurance carrier selected by the
Vieras and must pay the “entire premium cost of health insurance options
selected by the Petitioners within any and all policies offered by the CITY
pursuant to this Agreement.”
Thus, as relevant here, the agreement required the City to provide and
pay for the health-insurance benefits and options offered pursuant to the
agreement, while also stating that Viera’s preexisting life-insurance
benefits would continue separately and would not be affected by the
agreement.
C. The Proceedings Below
After executing the settlement agreement, the Vieras selected health,
prescription, dental, vision, life, and supplemental insurance policies
during the City’s open-enrollment process. The City paid the Vieras’
health, prescription, dental, and vision insurance premiums, but did not
4
pay premiums for life or supplemental policies. The Vieras then notified
the City that it was in breach of the settlement agreement. When the City
did not cure the alleged breaches, the Vieras filed the underlying action
for breach of contract and declaratory and injunctive relief.
The parties filed competing motions for summary judgment concerning
the meaning of the settlement agreement and the scope of the City’s
insurance obligations. The City argued that the agreement required it to
pay only for medical, dental, and vision coverage, which the City
maintained it had provided. The Vieras argued that the agreement
required the City to provide broader “health insurance” benefits equal to
or greater than those offered to the City’s Human Resources Director,
including life insurance, accidental death and dismemberment coverage,
employee assistance program coverage, and supplemental insurance
products. The trial court denied both parties’ motions for summary
judgment and allowed the case to proceed to trial.
At trial, the central dispute was not what benefits the City had actually
paid for, but what benefits the settlement agreement required the City to
provide and pay for. The jury was asked whether the City complied with
the settlement agreement and whether the City breached specific
provisions of that agreement. The jury found that the City failed to comply
with the settlement agreement. The jury further found that the City failed
to provide payments and benefits under sections 5, 7(l), and 14 of the
agreement, and awarded $135,051.96 in compensatory damages,
$1,075,000 in liquidated damages, and $3,813,859.19 as a contract
buyout.
The jury also found that the Vieras were entitled to benefits under
section 112.19(2)(h)1., Florida Statutes, as required by section 7(n) of the
settlement agreement, and awarded $1,000,000 in special damages on
that theory. The jury found that the City violated section 7(d) of the
agreement and awarded another $1,000,000 as a lump-sum payment or
buyout remedy under that provision. Finally, the jury found that the City
failed to provide records under section 7(e) and statutes covered by section
7(n), and awarded $150,000 in special damages for that breach.
The total damages awarded by the jury were $7,173,911.15.
After trial, the City moved for judgment notwithstanding the verdict, to
alter or amend the verdict, or, alternatively, for new trial. The City also
moved for remittitur or, alternatively, for new trial on damages. The City
argued, among other things, that the trial court should have construed the
settlement agreement as a matter of law, that the City had not breached
5
the agreement because it paid the health-insurance benefits required by
the contract, and that the jury awarded damages not authorized by the
agreement.
The trial court denied the City’s post-trial motions. The court found
the City’s motion for judgment notwithstanding the verdict procedurally
barred because the City had not moved for directed verdict at the close of
the Vieras’ case or at the close of all evidence. The court also found that
the City waived any challenge to the jury’s interpretation of the settlement
agreement by entering into the Joint Pretrial Stipulation and agreeing to
proposed jury instructions concerning the disputed contract provisions.
In denying remittitur, the trial court found that the total damages award
was supported by substantial competent evidence and that the jury’s
apportionment of damages did not affect the integrity of the verdict.
Although the court acknowledged an inconsistency in the jury’s lump-sum
or buyout findings, it found that the City waived any inconsistent-verdict
challenge by failing to object before the jury was discharged.
The trial court entered final judgment for the Vieras and against the
City in the amount of $9,974,791.42, plus post-judgment interest. The
City appealed the final judgment and all final and nonfinal orders that
necessarily merged into the final judgment.
II. Analysis
The trial court erred by denying the City’s motion for summary
judgment and submitting to the jury the question of whether the City
breached the contract by failing to pay supplemental benefits. The
contract was not ambiguous—or at least, not ambiguous in a manner that
required resolution by the jury. As a matter of law and the ordinary rules
of contract interpretation, the contract’s plain language provided that the
City was obliged to provide only the benefits that it in fact provided—
medical, dental, and vision. Because there is no dispute that it paid these
benefits, it did not breach the contract, and the City is entitled to judgment
as a matter of law.
A. Standard of Review
The interpretation of a written contract is reviewed de novo. Kipp v.
Kipp, 844 So. 2d 691, 693 (Fla. 4th DCA 2003). An order granting or
denying summary judgment is likewise reviewed de novo. Volusia Cnty. v.
Aberdeen at Ormond Beach, L.P., 760 So. 2d 126, 130 (Fla. 2000).
Summary judgment is proper where “there is no genuine dispute as to any
material fact” and the moving party “is entitled to judgment as a matter of
law.” Fla. R. Civ. P. 1.510(a) (2026).
6
B. When a Judge, versus a Jury, decides “ambiguity” in a
contract.
1. The rule: the court decides whether an ambiguity
exists, and then ambiguous language is a question of
fact for the jury
“Whether an ambiguity exists in a contract is a question of law[.]”
Torwest, Inc. v. Killilea, 942 So. 2d 1019, 1020 (Fla. 4th DCA 2006).
But we have held that “[w]hen a contract is ambiguous, an issue of fact
is created that cannot be resolved by summary judgment.” Talbott v. First
Bank Florida, FSB, 59 So. 3d 243, 245 (Fla. 4th DCA 2011); see also
Campaniello v. Amici P’ship, 832 So. 2d 870, 872 (Fla. 4th DCA 2002)
(“[W]hen the terms of a written instrument are disputed and rationally
susceptible to more than one construction, an issue of fact is presented
which cannot properly be resolved by summary judgment.”); see also N.
Star Beauty Salon, Inc. v. Artzt, 821 So. 2d 356, 358 (Fla. 4th DCA 2002)
(“A trial court’s interpretation of a contract is reviewable by this court
under a de novo standard of review provided the language is clear and
unambiguous and free of conflicting inferences. In such case of ambiguity,
the existence of the ambiguity is a question of law, and the ambiguity must
be resolved as a question of fact.” (citations omitted)).
Factual determination of ambiguous contracts is necessary because of
the ancient rule that evidence extrinsic to the contract itself is admissible
(only) to resolve ambiguities. As the Florida Supreme Court has held:
If a written contract is ambiguous or obscure in its terms, so
that the contractual [intention] of the parties cannot be
understood from a mere inspection of the instrument,
extrinsic evidence of the subject-matter of the contract, of the
relations of the parties to each other and of the facts and
circumstances surrounding them when they entered into the
contract, may be received to enable the court to make a proper
interpretation of the instrument.
Jacobs v. Parodi, 39 So. 833, 837 (Fla. 1905) (quoting L’Engle v. Scottish
Union & Nat’l Fire Ins. Co., 37 So. 462, 467 (1904)); see Emerald Pointe
Prop. Owners’ Ass’n, Inc. v. Com. Constr. Indus., Inc., 978 So. 2d 873, 877
(Fla. 4th DCA 2008) (“Where contractual terms are clear and
unambiguous, the court is bound by the plain meaning of those terms.
The intent of the parties by their use of such terms must be discerned from
within the four corners of the document. However, when contractual
language is found to be ambiguous, extrinsic evidence may be considered
7
by the court to ascertain the intent of the parties.” (citation and quotations
omitted)); accord Contragolpe LLC v. 505 NE 30 St., LLC, 403 So. 3d 358,
361 (Fla. 3d DCA 2025) (“In the absence of an ambiguity, the intent of the
parties to a written contract must be ascertained from the words used
without resort to extrinsic evidence.” (cleaned up)).
“An agreement is ambiguous if as a whole or by its terms and conditions
it can reasonably be interpreted in more than one way.” Hillcrest Country
Club Ltd. P’ship v. Zyscovich, Inc., 288 So. 3d 1265, 1269 (Fla. 4th DCA
2020) (citation omitted). “Language in a contract is ambiguous where it is
fairly susceptible to more than one interpretation.” Torwest, 942 So. 2d
at 1020 (quotation omitted). “[W]here the contract is susceptible to two
different interpretations, each one of which is reasonably inferred from the
terms of the contract, the agreement is ambiguous.” Miller v. Kase, 789
So. 2d 1095, 1097–98 (Fla. 4th DCA 2001).
However, “[a] true ambiguity does not exist merely because a contract
can possibly be interpreted in more than one manner. Indeed, fanciful,
inconsistent, and absurd interpretations of plain language are always
possible. It is the duty of the [courts] to prevent such interpretations.”
Hillcrest, 288 So. 3d at 1269 (cleaned up). “A provision is not ambiguous
simply because it is complex or requires analysis . . . .” Penzer v. Transp.
Ins. Co., 29 So. 3d 1000, 1005 (Fla. 2010).
We have further broken down ambiguity in contracts into two types—
“latent” and “patent.” Prime Homes, Inc. v. Pine Lake, LLC, 84 So. 3d 1147,
1151 (Fla. 4th DCA 2012) (“There are two types of ambiguities—patent and
latent.”). “Patent ambiguities are on the face of the document, while latent
ambiguities do not become clear until extrinsic evidence is introduced and
requires parties to interpret the language in two or more possible ways.”
Nationstar Mortg. Co. v. Levine, 216 So. 3d 711, 715 (Fla. 4th DCA 2017)
(citation omitted).
“A patent ambiguity is intrinsically apparent on the face of the
document due to the use of defective, obscure, or insensible language.” Id.
(quotations omitted).
“A latent ambiguity, on the other hand, arises when the language in a
contract is clear and intelligible, but some extrinsic fact or extraneous
evidence creates a need for interpretation or a choice between two or more
possible meanings.” Id. (quotations omitted). “A latent ambiguity exists
where the language of an agreement is facially clear but an extrinsic fact
or extraneous circumstance creates a need for interpretation or reveals an
insufficiency in the contract or a failure to specify the rights or duties of
8
the parties in certain situations.” Id. (quotations omitted). “[A] latent
ambiguity can only be brought to light when extraneous circumstances
reveal ‘an insufficiency in the contract not apparent from the face of the
document.’” Id. (cleaned up).
“A significant difference between patent and latent ambiguities is that
extrinsic evidence is normally not admissible to construe [patent
ambiguities] because its admittance would allow a trial court to rewrite a
contract with respect to a matter the parties clearly contemplated when
they drew their agreement, whereas extrinsic evidence is admissible to
explain a latent ambiguity because doing so is but to remove the ambiguity
by the same kind of evidence as that by which it is created.” Id. (cleaned
up); see also Bd. of Trs. of the Internal Improvement Tr. Fund v. Lost Tree
Vill. Corp., 805 So. 2d 22, 26 (Fla. 4th DCA 2001) (“Whenever a party
presents an arguable claim that a document contains a latent ambiguity,
the court is obliged to consider the extrinsic evidence, at least to the extent
necessary to determine whether the claimed latent ambiguity actually
exists.”); accord Wheeler v. Wheeler, Erwin & Fountain, P.A., 964 So. 2d
745, 749 (Fla. 1st DCA 2007) (“Extrinsic evidence is admissible regarding
the intent of parties to a contract only if a latent ambiguity exists.”).
We have recognized an exception to the rule that extrinsic evidence is
inadmissible to resolve a patent ambiguity: “courts allow [extrinsic]
evidence regarding identity, capacity, and the parties’ relationship with
one another even when the ambiguity exists on the face of the document
because the court would not be rewriting the terms of the contract.”
Nationstar, 216 So. 3d at 716.
2. The “new” twist—the court interprets the whole text of
the document in assessing whether ambiguity exists
How, then, is a court to go about determining the legal question of
“[w]hether an ambiguity exists?” Torwest, 942 So. 2d at 1020.
The answer is by exhausting the ordinary rules of contractual and
textual interpretation. Cf. Khosrow Maleki, P.A. v. M.A. Hajianpour, M.D.,
P.A., 771 So. 2d 628, 631 (Fla. 4th DCA 2000) (“The interpretation of a
contract is a question of law[.]”).
We had long held that “[w]hen the language of a contract is clear and
unambiguous, courts must give effect to the contract as written and
cannot engage in interpretation or construction as the plain language is
the best evidence of the parties’ intent.” Talbott, 59 So. 3d at 245. The
somewhat confusing corollary to this maxim was that if a contract is not
unambiguous, then it is ambiguous—and ambiguous contracts give rise
9
to questions of fact that should be decided by the jury. Id. (“When a
contract is ambiguous, an issue of fact is created that cannot be resolved
by summary judgment.”).
If unambiguous contracts were not to be interpreted, and ambiguous
contracts were questions of fact for the jury, when would a court ever
interpret a contract? This line of authority left a gap through which the
rules of judicial interpretation and construction of contracts may have on
occasion fallen.
But the Florida Supreme Court has since abrogated the “misleading
and outdated” rule that a clear and unambiguous legal text is not subject
to the rules of interpretation. Conage v. United States, 346 So. 3d 594,
598 (Fla. 2022). Rather, “judges must exhaust all the textual and
structural clues that bear on the meaning of a disputed text.” Id.
(quotations omitted). “That is because the plainness or ambiguity of
[legal] language is determined by reference to the language itself, the
specific context in which that language is used, and the broader context
of the statute as a whole.” Id. (emphasis added) (quotations omitted). “It
would be a mistake to think that our law of [textual] interpretation requires
interpreters to make a threshold determination of whether a term has a
plain or clear meaning in isolation, without considering the statutory
context and without the aid of whatever canons might shed light on the
interpretive issues in dispute.” Id.
Although Conage concerned a question of statutory interpretation, it is
equally applicable to the interpretation of contracts. As the Florida
Supreme Court reaffirmed, “[p]rovisions in the texts of statutes and
contracts cannot be viewed in isolation from the full textual context of
which they are a part.” Allstate Ins. Co. v. Revival Chiropractic, LLC, 385
So. 3d 107, 113 (Fla. 2024). Our sister district courts have applied
Conage’s holding to the interpretation of contracts. See City of Gainesville
v. Parkwood Alachua Land Invs., Inc., 2026 WL 943052, at *10 (Fla. 1st
DCA Apr. 8, 2026) (adopting Conage’s “‘full textual context’ approach when
construing contractual text”); Paraiso CU-1, LLC v. PRH Paraiso Four, LLC,
414 So. 3d 271, 274 (Fla. 3d DCA 2025) (“This is a question of contractual
construction. We therefore begin our analysis with the words of the text,
while remaining cognizant that ‘the traditional canons of interpretation
can aid the interpretive process from beginning to end.’” (cleaned up)
(quoting Conage, 346 So. 3d at 598)); Fla. Farm Bureau Gen. Ins. Co. v.
Worrell, 359 So. 3d 890, 893 n.1 (Fla. 5th DCA 2023) (“While many of the
cases in Florida law interpreting legal texts involve interpretation of
statutes, these principles of interpretation apply to this Court’s work when
interpreting contracts.”); 16205 Captiva Dr., LLC v. Levinson as Co-Tr. of
10
16201 Captiva Dr. Land Tr. dated Mar. 29, 2010, 418 So. 3d 751, 755 (Fla.
6th DCA 2025) (“[W]e interpret written agreements according to the plain
meaning of their text, looking to ‘all the textual and structural clues that
bear on the meaning of a disputed text’ and using the traditional
interpretive canons for guidance where helpful. [Conage, 346 So. 3d at
598]. When a contested contractual term is not defined in the contract,
we presume the term bears its ordinary meaning at the time of contracting,
in context[.]”); see also Antonin Scalia & Bryan A. Garner, Reading Law:
The Interpretation of Legal Texts 51 (Thomson/West 2012) (“Sections 1–37
of this treatise deal with principles for interpreting all types of legal
instruments, from constitutions to statutes to ordinances to regulations
to contracts to wills.”).
Accordingly, the court’s inquiry in deciding “whether an ambiguity
exists” means applying the normal rules of textual interpretation to the
document and determining as a matter of law the intrinsic meaning of
disputed language.
This approach accords with the different roles of the judge and jury. It
is, of course, axiomatic that the jury decides issues of disputed fact while
the court decides questions of law. E.g., Alford v. Barnett Nat’l Bank of
Jacksonville, 188 So. 322, 330 (Fla. 1939) (collecting authority).
Indeed, if no evidence goes to the jury, what facts are there for the jury
to decide? Cf. Elias v. Elias, 152 So. 3d 749, 752 (Fla. 4th DCA 2014)
(“When a contract is ambiguous and the parties suggest different
interpretations, the issue of the proper interpretation is an issue of fact
requiring the submission of evidence extrinsic to the contract bearing
upon the intent of the parties.” (citation omitted)). As the First District
sagely noted, “[o]nly when an ambiguity exists requiring resolution by
resort to extrinsic evidence is a question of fact presented.” Wheeler, 964
So. 2d at 749; see also Strama v. Union Fid. Life Ins. Co., 793 So. 2d 1129,
1132 (Fla. 1st DCA 2001) (“[I]f the facts of the case are not in dispute, the
court will also be able to resolve the ambiguity as a matter of law.”); cf.
Mac-Gray Servs., Inc. v. Savannah Assoc. of Sarasota, LLC, 915 So. 2d 657,
659–60 (Fla. 2d DCA 2005) (Canady, J.) (“Where there is a latent ambiguity
affecting a disputed contract provision, there necessarily will be a disputed
issue of material fact” and thus “the issue of the correct interpretation of
the agreement is an issue of fact which precludes summary judgment.”
(citation omitted)).
The judge decides the legal questions of contractual meaning that do
not require weighing disputed evidence. If evidence is put before the jury,
then the jury’s job is to weigh that evidence and decide ambiguities
11
brought to bear by that evidence. But purported “ambiguity” intrinsic to
the text is resolved by the court based on sound interpretive principles.
Accord Martinez v. Bustamante, 432 So. 3d 76, 78 (Fla. 3d DCA 2026),
reh’g denied (Apr. 29, 2026) (“A court generally can’t resolve a ‘patent
ambiguity’ in contractual language by examining extrinsic evidence. . . .
[T]he patent ambiguity must be resolved, if possible, by relying on the
language of the contract as a whole and canons of construction.” (citation
omitted)); Washington v. VyStar Credit Union, 2026 WL 317434, at *8 (Fla.
5th DCA Feb. 6, 2026) (“Florida’s courts have, using various legal
remedies, generally resolved patent ambiguities as a matter of law.”).
3. Putting it together
In sum, as we have long held: “the existence of the ambiguity is a
question of law, and the ambiguity must be resolved as a question of fact.”
N. Star Beauty Salon, 821 So. 2d at 358.
In assessing “the existence of the ambiguity,” courts interpret contracts
as a whole according to the normal principles of textual interpretation.
Courts, not juries, resolve disputes regarding the intrinsic meaning of
language that parties may argue is “ambiguous” or otherwise susceptible
to different interpretations.
A question of fact may arise where the jury must properly consider and
resolve disputed extrinsic evidence bearing on the contract’s meaning.
Extrinsic evidence generally may be offered to bear on the meaning of a
latent ambiguity or, in exceptional cases regarding identity, capacity, and
the parties’ relationship with one another, a patent ambiguity. In those
cases, where there is disputed evidence for the jury to consider that may
bear on an ambiguity extrinsic to the text, “the ambiguity must be resolved
as a question of fact” by the jury. Id.
The familiar rule that ambiguous contracts may present questions of
fact remains intact. But that rule applies only after the court has
performed its threshold legal task: interpreting the contract as a whole,
using ordinary principles of textual interpretation, to determine whether
the disputed language is reasonably susceptible to more than one meaning
and whether any remaining ambiguity depends on disputed extrinsic facts.
Where the material facts are undisputed and the alleged ambiguity can be
resolved from the contract’s text and structure, the issue remains one of
law for the court.
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C. Contractual Interpretation
Florida courts’ approach to interpreting legal texts, including contracts,
“reflects a commitment to the supremacy-of-text principle, recognizing
that the words of a governing text are of paramount concern, and what
they convey, in their context, is what the text means.” Planned Parenthood
of Sw. & Cent. Florida v. State, 384 So. 3d 67, 77 (Fla. 2024) (cleaned up);
accord Atl. Candy Co. v. Yowie N. Am., Inc., 400 So. 3d 850, 854 (Fla. 5th
DCA 2025) (“When interpreting any legal text [including contracts], we
follow the ‘supremacy-of-text principle.’” (cleaned up)).
“In interpreting a [text], our task is to give effect to the words that the
legislature has employed in the statutory text.” Lab. Corp. of Am. v. Davis,
339 So. 3d 318, 323 (Fla. 2022). “We also adhere to Justice Joseph Story’s
view that every word employed in a legal text is to be expounded in its
plain, obvious, and common sense, unless the context furnishes some
ground to control, qualify, or enlarge it.” Ham v. Portfolio Recovery Assocs.,
LLC, 308 So. 3d 942, 946–47 (Fla. 2020) (cleaned up). “We strive to
determine the text’s objective meaning through the application of the text
to given facts on the basis of how a reasonable reader, fully competent in
the language, would have understood the text at the time it was issued.”
Levy v. Levy, 326 So. 3d 678, 681 (Fla. 2021) (cleaned up). “This requires
a methodical and consistent approach involving faithful reliance upon the
natural or reasonable meanings of language and choosing always a
meaning that the text will sensibly bear by the fair use of language.” Ham,
308 So. 3d at 947 (cleaned up).
“Because the plainness or ambiguity of [a text’s] language is determined
by reference to the language itself, the specific context in which that
language is used, and the broader context of the statute as a whole,”
“judges must exhaust all the textual and structural clues that bear on the
meaning of a disputed text.” Conage, 346 So. 3d at 598 (cleaned up).
“Viewed properly as rules of thumb or guides to interpretation, rather than
as inflexible rules, the traditional canons of [textual] interpretation can aid
the interpretive process from beginning to end.” Id. “Context is a primary
determinant of meaning. Under the whole-text canon, proper
interpretation requires consideration of ‘the entire text, in view of its
structure and of the physical and logical relation of its many parts.’” Lab.
Corp., 339 So. 3d at 324 (citation omitted); acccord, e.g., F.H. Paschen, S.N.
Nielsen & Assocs. LLC v. B&B Site Dev., Inc., 311 So. 3d 39, 44 (Fla. 4th
DCA 2021) (“A contract should be read as a whole. Courts must give
reasonable meaning to all provisions of a contract, rather than rendering
part of the contract useless. Specific provisions in a contract control over
general provisions.” (citations omitted)).
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D. Interpretation of the Settlement Agreement
Here, the parties did not ask the trial court to resolve a latent ambiguity
created by disputed extrinsic evidence, nor did they proffer extrinsic
evidence bearing on identity, capacity, or the parties’ relationship that
would permit a resolution of a patent ambiguity as a factual matter.
Rather, both sides maintained that the settlement agreement was clear
and unambiguous and filed competing motions for summary judgment
asking the court to construe the agreement as a matter of law.
Accordingly, there were no facts for the jury to decide. The court should
have interpreted the contract as a matter of law to determine what benefits
the contract required the City to provide.
And applying the normal principles of contract interpretation, there is
no lingering ambiguity. The plain language of the contract provides that
the City’s obligation was to provide medical, dental, and vision insurance,
and not the supplemental insurance benefits the Vieras’ claim.
Section 7(l) defines the “health insurance benefits contemplated under
this Agreement” as “those health insurance benefits that the CITY provides
to its benefits eligible employees and retired employees.” The same
paragraph gives the Vieras “the sole right to choose from any provided
insurance plans offered by the CITY to its employees or retirees.” But that
right of selection does not stand alone; it is expressly tied to the “health
insurance benefits contemplated under this Agreement.” Section 14(b)
likewise requires the City to pay the “entire premium cost of health
insurance options selected by the Petitioners within any and all policies
offered by the CITY pursuant to this Agreement.” Read together, those
provisions require the City to pay for health-insurance options offered
pursuant to the agreement—not all employee benefits or all supplemental
insurances available through the City. See F.H. Paschen, 311 So. 3d at 44
(“A contract should be read as a whole. Courts must give reasonable
meaning to all provisions of a contract, rather than rendering part of the
contract useless.” (citations omitted)).
The surrounding language within the settlement agreement confirms
that much. Section 7(l) states that, for the 2017–2018 plan year, the City
“currently offers medical insurance, dental insurance, and vision
insurance to its employees and retired employees,” and that those benefits
“would be provided to the Petitioners as provided herein.” That sentence
identifies the operative health-insurance benefits the City was agreeing to
provide. It does not mention life insurance, accidental death and
dismemberment coverage, employee assistance program coverage,
hospital indemnity, cancer, critical illness, accident, disability, or other
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supplemental policies. If the parties intended to require the City to provide
and pay for every insurance-adjacent employee benefit offered through the
City, they could have said so. Courts may not add that obligation under
the guise of interpretation. See Jacobs v. Petrino, 351 So. 2d 1036, 1039
(Fla. 4th DCA 1976) (“Where a contract is simply silent as to a particular
matter, . . . the court should not, under the guise of construction, impose
contractual rights and duties on the parties which they themselves
omitted.” (quoting Gulf Cities Gas Corp. v. Tangelo Park Serv. Co., 253 So.
2d 744, 748 (Fla. 4th DCA 1971))).
Section 7(m) separately addresses life insurance and states that Viera
“already maintains Life Insurance benefits,” that those benefits “will
continue in accordance with all terms and conditions previously in place,”
and that they “will not be impacted by this Agreement.” If the agreement
already required the City to provide and pay for new or expanded life-
insurance benefits as part of the “health insurance benefits” in section 7(l),
section 7(m)’s separate treatment of Viera’s existing life-insurance benefits
would be difficult to explain. Reading section 7(l) to include life insurance
and other supplemental benefits would therefore collapse distinct
provisions and render section 7(m) largely superfluous. See F.H. Paschen,
311 So. 3d at 44 (requiring courts to give reasonable meaning to all
contract provisions rather than rendering part of the contract useless).
The Vieras rely heavily on section 7(l)’s statement that “the benefits
contemplated and offered herein shall be equal to or greater than those
offered to the Director of Human Resources or Law Enforcement Officers
employed by the City, including the chief of police, if any.” But that phrase
modifies “the benefits contemplated and offered herein.” The benefits
“contemplated” in section 7(l) are expressly “health insurance benefits.”
Thus, the Human Resources Director language establishes a floor for the
health-insurance benefits the City had to provide; it does not transform
every benefit or supplemental policy potentially available to the Human
Resources Director into a City-paid benefit for the Vieras. See City of
Pompano Beach v. Beatty, 222 So. 3d 598, 600 (Fla. 4th DCA 2017) (“[T]he
court’s task is to apply the parties’ contract as written, not ‘rewrite’ it
under the guise of judicial construction.”).
Nor does the phrase “any and all policies offered by the CITY pursuant
to this Agreement” in section 14(b) expand the City’s payment obligation
beyond health insurance. Section 14(b) requires the City to pay the “entire
premium cost of health insurance options selected by the Petitioners
within any and all policies offered by the CITY pursuant to this
Agreement.” The object of the payment obligation remains “health
insurance options,” and those options must be offered “pursuant to this
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Agreement.” That language does not create an independent obligation to
pay for every supplemental policy offered by the City, particularly where
both sections 7(l) and 14(b) identify the relevant health-insurance offerings
as medical, dental, and vision insurance and section 7(m) separately
excludes any change to Viera’s existing life-insurance benefits. The last
sentence of section 14 offers further support for this interpretation
inasmuch as it provides for the benefits available under section
112.19(2)(h)1., Florida Statutes, to additional children that Viera may
have. “Supplemental benefits” are explicitly excluded from those benefits
by statute. It would make little sense to require family coverage for these
supplemental benefits to his existing family but only some of the benefits
to new children he may have.
The agreement also c