noting that in some situations, further leniency—or “an extra dose of grace”—may be warranted “in recognition of the difficulty in proceeding pro se”
How later courts described this case
- noting that in some situations, further leniency—or “an extra dose of grace”—may be warranted “in recognition of the difficulty in proceeding pro se”
- applying this framework to a § 1983 suit seeking monetary and punitive damages
Written by the judges who cited it.
The opinion
USCA11 Case: 24-14124 Document: 38-1 Date Filed: 08/20/2025 Page: 1 of 13
[DO NOT PUBLISH]
In the
United States Court of Appeals
For the Eleventh Circuit
____________________
No. 24-14124
Non-Argument Calendar
____________________
EDWARD RAYMOND,
Plaintiff-Appellant,
versus
HILLSBOROUGH COUNTY,
a government entity,
FLORIDA, HILLSBOROUGH COUNTY SHERIFF'S OFFICE,
a government entity,
et al,
Defendants-Appellees.
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2 Opinion of the Court 24-14124
____________________
Appeal from the United States District Court
for the Middle District of Florida
D.C. Docket No. 8:24-cv-01404-TPB-CPT
____________________
Before NEWSOM, GRANT, and ANDERSON, Circuit Judges.
PER CURIAM:
Edward Raymond, proceeding pro se, appeals the district
court’s order dismissing his complaint with prejudice because the
named defendant Hillsborough County Sheriff’s Office (“HCSO”)
was not a proper party and denying him leave to amend because
amendment would be futile, as he failed to allege sufficient facts to
state any claim for relief.
I.
We review a district court’s order granting a motion to dis-
miss for failure to state a claim de novo. EEOC v. STME, LLC,
938 F.3d 1305, 1313 (11th Cir. 2019). “Pro se pleadings are held to a
less stringent standard than pleadings drafted by attorneys and will,
therefore, be liberally construed.” Tannenbaum v. United States,
148 F.3d 1262, 1263 (11th Cir. 1998).
To overcome a Rule 12(b)(6) motion to dismiss, a complaint
must include “a short and plain statement of the claim showing that
the pleader is entitled to relief.” See Fed. R. Civ. P. 8(a)(2);
Swierkiewicz v. Sorema N.A., 534 U.S. 506, 512 (2002). The
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24-14124 Opinion of the Court 3
complaint must include factual allegations sufficient “to raise a
right to relief above the speculative level.” Bell Atl. Corp. v.
Twombly, 550 U.S. 544, 555 (2007) (quotation marks omitted).
“Threadbare recitals of the elements of a cause of action, supported
by mere conclusory statements” are insufficient to state a claim for
relief. Ashcroft v. Iqbal, 556 U.S. 662, 678 (2009) (citing Twombly, 550
U.S. at 555). To survive a motion to dismiss under Rule 12(b)(6), a
complaint is required to contain “enough facts to state a claim to
relief that is plausible on its face.” Twombly, 550 U.S. at 570. “A
claim is facially plausible when the plaintiff pleads sufficient facts to
allow the court to draw the reasonable inference that the defendant
is liable for the alleged misconduct.” STME, LLC, 938 F.3d at
1313 (quotation marks omitted). Plausible facts “raise a reasonable
expectation that discovery could supply additional proof of [a de-
fendant’s] liability.” Chaparro v. Carnival Corp., 693 F.3d 1333,
1337 (11th Cir. 2012). The district court must “take the factual al-
legations in the complaint as true and construe them in the light
most favorable to the plaintiffs.” Edwards v. Prime, Inc., 602 F.3d
1276, 1291 (11th Cir. 2010).
“Sheriff’s departments and police departments are not usu-
ally considered legal entities subject to suit, but capacity to sue or
be sued shall be determined by the law of the state in which the
district court is held.” Dean v. Barber, 951 F.2d 1210, 1214 (11th Cir.
1992) (citations and quotation marks omitted). Under Florida law,
“[t]he state or its subdivisions are not liable in tort for the acts or
omissions of an officer . . . committed in bad faith or with malicious
purpose or in a manner exhibiting wanton and willful disregard of
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4 Opinion of the Court 24-14124
human rights, safety, or property.” Fla. Stat. § 768.28(9)(a). We
have concluded that state law claims for intentional infliction of
emotional distress and malicious prosecution against a sheriff’s of-
fice were barred by sovereign immunity under Florida law.
Weiland v. Palm Beach County Sheriff’s Off., 792 F.3d 1313, 1330 (11th
Cir. 2015).
“Although the Supreme Court has held that local govern-
ment may be subject to liability under § 1983, a plaintiff cannot rely
upon the doctrine of respondeat superior to hold the government
liable.” Id. at 1328. A plaintiff must “establish that the government
unit has a ‘policy or custom’ that caused the injury. Id. (reviewing
§ 1983 claims against a sheriff’s office).
“[We] may affirm the judgment of the district court on any
ground supported by the record, regardless of whether that ground
was relied upon or even considered by the district court.” Kernel
Records Oy v. Mosley, 694 F.3d 1294, 1309 (11th Cir. 2012).
Here, the district court did not err by dismissing Raymond’s
complaint because it correctly determined that the HCSO does not
have the legal capacity to be sued under Florida law as to his state
law claims for false arrest, kidnapping, intentional infliction of
emotional distress, and malicious prosecution. Any error by the
district court in determining that the HCSO did not have the legal
capacity to be sued under federal law was harmless. As discussed
below, the district court, in denying leave to amend, correctly con-
cluded that Raymond failed to allege sufficient facts to state a claim
for relief as to his federal claims.
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24-14124 Opinion of the Court 5
II.
We review for an abuse of discretion the denial of leave to
amend a complaint but review de novo “the underlying legal con-
clusion of whether a particular amendment to the complaint would
be futile.” Chang v. JPMorgan Chase Bank, N.A., 845 F.3d 1087,
1093-94 (11th Cir. 2017) (quotation marks omitted).
Generally, a plaintiff proceeding pro se must receive at least
one opportunity to amend the complaint if he might be able to
state a claim by doing so before the district court dismisses a com-
plaint with prejudice. Woldeab v. Dekalb Cnty. Bd. of Educ., 885 F.3d
1289, 1291-92 (11th Cir. 2018); see also Silberman v. Miami Dade
Transit, 927 F.3d 1123, 1132-33 (11th Cir. 2019) (noting that in some
situations, further leniency—or “an extra dose of grace”—may be
warranted “in recognition of the difficulty in proceeding pro se”). A
district court need not allow amendment in the event of undue de-
lay, bad faith, repeated failure to cure deficiencies, undue prejudice
to the opposing party, or futility of the amendment. Foman v. Da-
vis, 371 U.S. 178, 182 (1962). A proposed amendment is futile if the
complaint, as amended, would still be subject to dismissal. Hall v.
United Ins. Co. of Am., 367 F.3d 1255, 1263 (11th Cir. 2004). “Leave
to amend would be futile if an amended complaint would still fail
at the motion-to-dismiss or summary-judgment stage.” L.S. ex rel.
Hernandez v. Peterson, 982 F.3d 1323, 1332 (11th Cir. 2020). “In
other words, the question is whether the underlying facts or cir-
cumstances relied upon by a plaintiff may be a proper subject of
relief.” Id. (quotation marks omitted).
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6 Opinion of the Court 24-14124
Section 1983 provides a cause of action for private citizens
against government actors for violating their constitutional rights
and other federal laws. 42 U.S.C. § 1983. In order to recover dam-
ages for an allegedly unconstitutional conviction or for other harm
caused by actions whose unlawfulness would render a conviction
or sentence invalid in a § 1983 action, a plaintiff must show that the
conviction or sentence “has been reversed on direct appeal, ex-
punged by executive order, declared invalid by a state tribunal au-
thorized to make such determination, or called into question by a
federal court’s issuance of a writ of habeas corpus.” Heck v. Humph-
rey, 512 U.S. 477, 486-87 (1994) (applying this framework to a § 1983
suit seeking monetary and punitive damages). If this type of § 1983
action is brought before the challenged conviction or sentence is
invalidated, it must be dismissed. Id. at 487. Thus, the district
court considers whether a favorable judgment for the plaintiff
would “necessarily imply the invalidity of his conviction or sen-
tence.” Id. If the outcome would imply invalidity, then the plain-
tiff’s complaint must be dismissed unless the plaintiff can establish
that the conviction or sentence was already invalidated. Id.
In Dyer v. Lee, we clarified that for Heck to apply, a successful
§ 1983 suit and the underlying conviction must be logically contra-
dictory such that the § 1983 suit would negate the conviction.
488 F.3d 876, 879-80, 884 (11th Cir. 2007). We ask whether “it is
possible that the facts could allow a successful § 1983 suit and the
underlying conviction both to stand without contradicting each
other.” Harrigan v. Metro Dade Police Dep’t Station #4, 977 F.3d 1185,
1193 (11th Cir. 2020) (quotation marks omitted). The Heck
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24-14124 Opinion of the Court 7
doctrine only applies when the “invalidation of a conviction or
speedier release would . . . automatically flow from success on the
§ 1983 claim.” Id. (quotation marks omitted).
In Hughes v. Lott, we stated that “[b]ecause an illegal search
or arrest may be followed by a valid conviction, a successful § 1983
action for Fourth Amendment search and seizure violations does
not necessarily imply the invalidity of a conviction. As a result,
Heck does not generally bar such claims.” 350 F.3d 1157, 1161 (11th
Cir. 2003) (citation and footnote omitted).
A claim for false arrest arises when an arrest occurs without
a warrant and without probable cause. Brown v. City of Huntsville,
608 F.3d 724, 734 (11th Cir. 2010). The existence of probable cause
at the time of arrest serves as an absolute bar to a false arrest claim.
Id.; see also District of Columbia v. Wesby, 583 U.S. 48, 61 (2018) (hold-
ing that an arrest is justified where “a reasonable officer could con-
clude . . . that there was a substantial chance of criminal activity”
(quotation marks omitted)); Garcia v. Casey, 75 F.4th 1176,
1180 (11th Cir. 2023) (affirming that the “test in Wesby should be
applied to answer whether probable cause exists for an arrest or
qualified immunity prevents liability for a false arrest claim”).
“[T]he any-crime rule . . . insulates officers from false-arrest
claims so long as probable cause existed to arrest the suspect for
some crime, even if it was not the crime the officer thought or said
had occurred.” Williams v. Aguirre, 965 F.3d 1147, 1158 (11th Cir.
2020). In contrast, “the any-crime rule does not apply to claims of
malicious prosecution under the Fourth Amendment.” Id. at 1162.
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8 Opinion of the Court 24-14124
“In order to establish a federal malicious prosecution claim
under § 1983, a plaintiff must prove (1) the elements of the com-
mon law tort of malicious prosecution, and (2) a violation of [his]
Fourth Amendment right to be free of unreasonable seizures.”
Paez v. Mulvey, 915 F.3d 1276, 1285 (11th Cir. 2019) (quotation
marks omitted, alteration adopted).
“The constituent elements of the common law tort of mali-
cious prosecution include: (1) a criminal prosecution instituted or
continued by the present defendant; (2) with malice and without
probable cause; (3) that terminated in the plaintiff accused’s favor;
and (4) caused damage to the plaintiff accused.” Id. (quotation
marks omitted, alterations adopted). “To demonstrate a favorable
termination of a criminal prosecution for purposes of the Fourth
Amendment claim under § 1983 for malicious prosecution, a plain-
tiff need only show that his prosecution ended without a convic-
tion.” Thompson v. Clark, 596 U.S. 36, 39, 49 (2022) (remanding for
further consideration in the first instance of “additional questions
that may be relevant on remand, including whether [the plaintiff]
was ever seized as a result of the alleged malicious prosecution,
whether he was charged without probable cause, and whether re-
spondent is entitled to qualified immunity”).
Under Florida law, nolo contendere pleas are considered con-
victions. Stephens v. DeGiovanni, 852 F.3d 1298, 1319 (11th Cir.
2017).
“The Equal Protection Clause of the Fourteenth Amend-
ment commands that no State shall deny to any person within its
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24-14124 Opinion of the Court 9
jurisdiction the equal protection of the laws, which is essentially a
direction that all persons similarly situated should be treated alike.”
City of Cleburne v. Cleburne Living Ctr., 473 U.S. 432, 439 (1985) (quo-
tation marks omitted). “A successful equal protection claim under
the Fourteenth Amendment requires proof of both an intent to dis-
criminate and actual discriminatory effect.” Greater Birmingham
Ministries v. Sec’y of State for State of Ala., 992 F.3d 1299, 1321 (11th
Cir. 2021).
“A supervisory official is not liable under section 1983 for an
injury resulting from his failure to train subordinates unless his fail-
ure to train amounts to deliberate indifference to the rights of per-
sons with whom the subordinates come into contact and the failure
has actually caused the injury of which the plaintiff complains.”
Belcher v. City of Foley, 30 F.3d 1390, 1397 (11th Cir. 1994) (quotation
marks omitted). “Only when the failure to train amounts to ‘delib-
erate indifference’ can it properly be characterized as the ‘policy’ or
‘custom’ that is necessary for section 1983 liability to attach.” Id.
“Failure to train can amount to deliberate indifference when the
need for more or different training is obvious, such as when there
exists a history of abuse by subordinates that has put the supervisor
on notice of the need for corrective measures, and when the failure
to train is likely to result in the violation of a constitutional right.”
Id. at 1397-98 (internal citations omitted).
The district court did not err by determining that Ray-
mond’s claims of malicious prosecution and “abuse of process” by
way of malicious prosecution were barred by the Heck doctrine
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10 Opinion of the Court 24-14124
because Raymond pled nolo contendere to state misdemeanors,
which count as convictions under Florida law, and the success of
his civil claims would necessarily imply the invalidity of his under-
lying convictions. The district court erred by determining that
Raymond’s claims of unreasonable search and seizure, a racial dis-
crimination and equal protection violation, and deliberately indif-
ferent policies resulting in failure to train were barred by the Heck
doctrine because the claims would not necessarily imply the inva-
lidity of Raymond’s underlying convictions. However, we may af-
firm on any ground supported by the record, and the district court
correctly concluded that Raymond failed to allege sufficient facts
to state a claim for relief as to any of these claims because he did
not allege sufficient facts to show that the officers’ actions were ob-
jectively unreasonable and malicious, the officers had an intent to
discriminate, and there was a history of abuse putting a supervisor
on notice. Further, the court did not err when it found that amend-
ment would be futile because Raymond did not indicate—either in
the district court or in his appellate brief—that he could amend his
pleading to include such allegations.
III.
“[P]robable cause constitutes an absolute bar to both state
and § 1983 claims alleging false arrest . . . .” Rankin v. Evans,
133 F.3d 1425, 1435 (11th Cir. 1998). A criminal defendant’s nolo
contendere plea acts as acknowledgement by the defendant that
probable cause exists “unless it be shown that the judgment was
obtained by fraud, perjury, or other corrupt means.” Stephens,
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24-14124 Opinion of the Court 11
852 F.3d at 1319-20 (quotation marks omitted and alteration
adopted).
In Florida, the tort of intentional infliction of emotional dis-
tress requires the Plaintiff to prove the following elements:
“(1) [t]he wrongdoer’s conduct was intentional or reckless, that is,
he intended his behavior and he knew or should have known that
emotional distress would likely result; (2) the conduct was outra-
geous, that is, as to go beyond all bounds of decency, and to be
regarded as odious and utterly intolerable in a civilized commu-
nity; (3) the conduct caused emotional distress; and (4) the emo-
tional distress was severe.” LeGrande v. Emmanuel, 889 So. 2d 991,
994 (Fla. 3rd Dist. Ct. App. 2004) (quotation marks omitted).
Florida law requires the following showing for a malicious
prosecution claim:
In order to prevail in a malicious prosecution action,
a plaintiff must establish that: (1) an original criminal
or civil judicial proceeding against the present plain-
tiff was commenced or continued; (2) the present de-
fendant was the legal cause of the original proceeding
against the present plaintiff as the defendant in the
original proceeding; (3) the termination of the origi-
nal proceeding constituted a bona fide termination of
that proceeding in favor of the present plaintiff;
(4) there was an absence of probable cause for the
original proceeding; (5) there was malice on the part
of the present defendant; and (6) the plaintiff suffered
damage as a result of the original proceeding.
Alamo Rent-A-Car, Inc. v. Mancusi, 632 So. 2d 1352, 1355 (Fla. 1994).
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12 Opinion of the Court 24-14124
Federal law does not create a “private right of action any
time a civil plaintiff” alleges the violation of a federal criminal stat-
ute. See Adventure Outdoors, Inc. v. Bloomberg, 552 F.3d 1290,
1302-03 (11th Cir. 2008).
“Under Florida law, a mere violation of the penal statutes
does not give rise to liability per se.” Lavis Plumbing Servs., Inc. v.
Johnson, 515 So. 2d 296, 298 (Fla. 3d Dist. Ct. App. 1987). Instead,
it “remains for the Legislature to create a private cause of action.”
Mailloux v. Briella Townhomes, LLC, 3 So. 3d 394, 396 (Fla. 4th Dist.
Ct. App. 2009).
Here, the district court did not err by determining that Ray-
mond failed to allege sufficient facts to state a claim as to his state
law claims and that amendment of these claims would be futile.
Because Raymond pled nolo contendere to his underlying criminal
charges, this precluded his false arrest and malicious prosecution
claims. Additionally, he failed to allege facts sufficient to show the
officers’ intent, how their conduct was outrageous, and that his
emotional distress was severe. With respect to Raymond’s claim
of a Second Amendment violation pursuant to § 1983 (assuming
arguendo that there is a cognizable civil claim for a Second Amend-
ment violation pursuant to § 1983), Raymond pled nolo contendere
and admitted that there was probable cause for the search, and thus
Raymond would not be able to plead facts sufficient to show any
violation of the Second Amendment for his claim, even if he were
permitted the chance to amend his complaint. Because there are
no cognizable civil actions for Florida kidnapping and criminal
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24-14124 Opinion of the Court 13
violation of postal laws pursuant to 18 U.S.C. § 1703, the district
court also did not err in dismissing these claims.
AFFIRMED.