Mills v. City of St. Louis, Missouri et al

UNITED STATES DISTRICT COURT
EASTERN DISTRICT OF MISSOURI
EASTERN DIVISION
THEODA E. MILLS, J R ., 	)
)
Plaintiff, 	)
)
vs. 	) 	Case No. 4:25-cv-1219-MTS
)
CITY OF ST. LOUIS, et al., 	)
)
Defendants. 	)
MEMORANDUM AND ORDER
Before the Court are Plaintiff’s responses to the Courts Orders to Show Cause,
Docs. [34] & [35]; see also Fed. R. Civ. P. 11(c)(3), and Defendants’ unopposed Motion
to Dismiss, Doc. [23]. After due consideration, the Court finds that this action should be
dismissed for two independent reasons. Therefore, as explained in more detail below, the
Court will dismiss Plaintiff’s action with prejudice.
*
Theoda E. Mills, Jr. filed this pro se employment discrimination case against the
City 	of 	St. 	Louis, 	Sylvia 	Jackson-Bell, 	and 	Victoria 	Anwuri 	alleging 	that 	they
discriminated against him based on his age and sex and also subjected him to retaliation.
Doc. [1]. 	From the start of this action, Plaintiff’s filings contained misquotations or
misrepresentations about case law he cited and discussed. 	See, e.g., id. ¶ 8. 	The
egregiousness of these misstatements increased over time and progressed to Plaintiff
citing cases that do not even exist and including wholly fabricated quotations from cases
that do. 	See Mills v. City of St. Louis, 4:25-cv-1219-MTS, 2025 WL 3470293, at *1
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(E.D. Mo. Dec. 3, 2025) (providing multiple examples of Plaintiff’s misstatements). For
this misconduct, the Court required him to show cause why it should not sanction him
under Federal Rule of Civil Procedure 11(c)(3). 	Id. 	Plaintiff filed his responses,
Docs. [34] & [35], which the Court has reviewed and considered.
As the Court explained in its show cause order, Plaintiff’s errors “bear the
hallmarks of artificial intelligence hallucinations.” 	Mills, 2025 WL 3470293 at *1.
While Plaintiff does not specifically own up to using artificial intelligence to write his
filings, he acknowledges that he used “electronic drafting tools that paraphrase legal
principles.” 	Doc. [35] at 2.1 	He “mistakenly believed,” he adds, that “those summaries
accurately reflected the holdings of the cited cases.” 	Id. 	But “all litigants—represented
and 	unrepresented—must 	read 	their 	filings 	and 	take 	reasonable 	care 	to 	avoid
misrepresentations, factual and legal.” Jones v. Kankakee Cnty. Sheriff’s Dep’t, --- F.4th
----, No. 25-1251, 2026 WL 157661, at *3 (7th Cir. Jan. 21, 2026).
Whether Plaintiff used artificial intelligence is largely beside the point in a
determination of whether he violated Rule 11 because the fact remains that he provided
the Court with multiple filings that contained fictitious and misleading information.
Whatever the reason, this kind of misinformation is “fundamentally incompatible with
our justice system,” a system that “is constructed in a way that depends on integrity and
honesty from the parties.” 	See Jessica R. Gunder, Why Can’t I Have a Robot Lawyer?
Limits on the Right to Appear Pro Se, 98 Tul. L. Rev. 363, 406 (2024). Thus, regardless
1 See also Doc. [34] at 5 (claiming he used “AI-assisted drafting tools” only “for grammar and
clarity”).
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of the origins of the fake case law and quotations, Plaintiff’s “attempt to persuade a court
or oppose an adversary by relying on fake opinions is an abuse of the adversary system.”
See Mata v. Avianca, Inc., 678 F. Supp. 3d 443, 461 (S.D.N.Y. 2023).
As other courts have recognized, “[e]very filing in a federal court that contains
citations to phony case law amounts to a violation of Rule 11(b) of the Federal Rules of
Civil Procedure.” 	Turnage v. Associated Bank, N.A., 0:25-cv-3004-ECT, 2025 WL
3052638, at *3 (D. Minn. Sept. 12, 2025), aff’d summarily, 25-3092 (8th Cir. Nov. 25,
2025); accord Wadsworth v. Walmart Inc., 348 F.R.D. 489, 495 (D. Wyo. 2025);
Elizondo v. City of Laredo, 5:25-cv-0050-MGM, 2025 WL 2071072, at *2 (S.D. Tex.
July 23, 2025). 	Plaintiff’s actions, regardless of the nature of their origin, violated Rule
11, and the Court concludes these violations warrant sanctions.2 	The question now is
what sanction is appropriate here.
Choosing a Rule 11 sanction is a context-sensitive matter and should be based on a
case-by-case inquiry. See Protective Life Ins. Co. v. Dignity Viatical Settlement Partners,
L.P., 171 F.3d 52, 56 (1st Cir. 1999); Orlett v. Cincinnati Microwave, Inc., 954 F.2d 414,
419 n.5 (6th Cir. 1992); see also Vallejo v. Amgen, Inc., 903 F.3d 733, 747 (8th Cir.
2018) (recognizing that district courts have “broad discretion in the choice of sanctions”).
2 Previous versions of Rule 11(c) made sanctions mandatory upon the finding of a violation.
O’Connell v. Champion Int’l Corp., 812 F.2d 393, 395 (8th Cir. 1987). 	After Rule 11’s
amendment 	in 	1993, 	district 	courts 	have 	discretion 	to 	determine 	whether 	sanctions 	are
appropriate in response to a violation. Fed. R. Civ. P. 11(c) (providing “the court may impose an
appropriate sanction” (emphasis added)); Franklin v. Pinnacle Ent., Inc., 289 F.R.D. 278, 288
n.11 (E.D. Mo. 2012); see also 5A Wright & Miller’s Federal Practice & Procedure § 1336.1
(4th ed.). Exercising this discretion often will involve fact-intensive close calls. Clark v. United
Parcel Serv., Inc., 460 F.3d 1004, 1010 (8th Cir. 2006).
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After careful consideration of the facts and circumstances here, the Court finds that
dismissal of this action is the appropriate sanction. 	See Carman v. Treat, 7 F.3d 1379,
1382 (8th Cir. 1993) (finding district court did not abuse its discretion by dismissing
action with prejudice as a Rule 11 sanction); Hernandez v. Acosta Tractors Inc., 898 F.3d
1301, 1305 (11th Cir. 2018) (“Certainly, the Federal Rules of Civil Procedure give courts
authority to enter default judgments or dismissals as sanctions.” (citing Fed. R. Civ. P.
11)).
Although the Court has considered the full range of facts and circumstances at
play here, three key circumstances underpin the Court’s chosen sanction. See Clark, 460
F.3d at 1008 (noting district courts should “explain the basis” for their chosen Rule 11
sanction). 	First, Plaintiff made numerous 	misstatements 	in multiple filings. 	His
misconduct, in other words, was “part of a pattern of activity,” not an “isolated event.”
See Fed. R. Civ. P. 11 advisory committee’s note to 1993 amendment. It is intuitive that
a pattern of wrongdoing will, at least at times, “require stiffer sanctions than an isolated
incident.” 	See In re Prudential Ins. Co. of Am. Sales Pracs. Litig., 169 F.R.D. 598, 615
(D.N.J. 1997).
Second, even after the Court brought this matter to Plaintiff’s attention, he
continued this pattern of activity. 	Plaintiff made an objectively false representation
regarding yet another case in a filing he made to the Court days after the Court’s show
cause order. 	See Doc. [32] at 3, 4 (claiming, multiple times, that this Court appointed
counsel to the pro se plaintiff in Zekert v. FieldWorks, LLC, 4:20-cv-0471-RWS (E.D.
Mo.), which the Court did not do). The Court views this additional misrepresentation as
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especially egregious given that the Court had put Plaintiff on notice of the falsification
issue and its seriousness.3 So, while even “a pure heart and empty head” is not enough to
“avoid the sting of Rule 11 sanctions,” Smith v. Ricks, 31 F.3d 1478, 1488 (9th Cir.
1994), 	and 	regardless 	of 	Plaintiff’s 	state 	of 	mind 	when 	he 	made 	his 	earlier
misrepresentations, 	he 	made 	this 	latest 	misrepresentation 	with 	more 	than 	mere
negligence. 	See Fed. R. Civ. P. 11 advisory committee’s note to 1993 amendment
(noting courts may consider “[w]hether the improper conduct was willful, or negligent”
when fashioning a sanction).
Third, Plaintiff simply should have known better. He is a well-educated individual
who has earned a doctorate degree in his field. Cf. Pruitt v. Mote, 503 F.3d 647, 655 (7th
Cir. 2007) (en banc) (noting courts consider a plaintiff’s literacy, communication skills,
and educational level when determining his competence to litigate his own case). 	To be
sure, Plaintiff heavily leans into his self-represented status to excuse his misdeeds. 	But
“[t]here is no pro se exception to Rule 11(b).” 	Turnage, 2025 WL 3052638, at *3;
accord Ferguson v. Comm’r of Tax & Fin., 739 F. App’x 19, 22 (2d Cir. 2018). Not only
has the U.S. Court of Appeals for the Eighth Circuit explained time and again that pro se
representation “does not excuse a party from complying . . . with the Federal Rules of
Civil Procedure,” Ackra Direct Mktg. Corp. v. Fingerhut Corp., 86 F.3d 852, 856 (8th
Cir. 1996), Rule 11’s plain terms apply to an “unrepresented party,” Fed. R. Civ. P.
11(b). 	Declining to issue sanctions because a litigant is pro se “would effectively place
3 There is no doubt that Plaintiff saw the Court’s show cause order before he wrote and
submitted this filing because he referenced the Court’s “Rule 11(b) concerns” in the filing, right
alongside his Zekert misrepresentations. Doc. [32] at 4.
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all unrepresented parties beyond the reach of Rule 11.” 	Warren v. Guelker, 29 F.3d
1386, 1390 (9th Cir. 1994) (per curiam).
With these considerations in mind, along with the broader facts and circumstances
at play here, the Court has thoughtfully considered possible sanctions to arrive at one that
is not more severe than reasonably necessary to deter repetition of the conduct by
Plaintiff or comparable conduct by other litigants. 	See Fed. R. Civ. P. 11(c)(4). 	The
Court does not find that an admonition, reprimand, or censure would be adequate here.
The Court already put Plaintiff on notice of his misstatements, and he persisted in them.
Likewise, requiring participation in seminars or other educational programs for this pro
se Plaintiff would be neither adequate nor appropriate. 	And Plaintiff specifically has
requested that any sanction be “non-monetary.” 	See Doc. [35] at 4; cf. White v. Gen.
Motors Corp., 908 F.2d 675, 685 (10th Cir. 1990) (finding district courts must consider
an “offender’s ability to pay” Rule 11 monetary sanctions); Baker v. Alderman, 158 F.3d
516, 529 (11th Cir. 1998) (holding same). After measured consideration, the Court finds
that dismissal of Plaintiff’s instant action with prejudice is appropriate and necessary—
but not more severe than necessary—to deter repetition of Plaintiff’s conduct by him or
other litigants.
It is true that, at least in other contexts, the Eighth Circuit has described the
dismissal of a claim with prejudice as an “extremely harsh sanction.” 	See, e.g., Norman
v. Ark. Dep’t of Educ., 79 F.3d 748, 751 (8th Cir. 1996). This Court does not impose the
sanction lightly or indiscriminately. 	But it does note that, here, dismissal with prejudice
may, if anything, be an inadequate sanction given that dismissal of this action is
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appropriate for another independent reason. 	See Thomas v. Gen. Motors Acceptance
Corp., 288 F.3d 305, 307 (7th Cir. 2002) (Posner, J.) (“Even dismissal with prejudice
wouldn’t be much of a sanction unless the plaintiff’s suit was a winner, or at least had
some settlement value, which it may not have had.”).
Though the Court has decided that this action should be dismissed with prejudice
as a sanction for Plaintiff’s Rule 11 violations, this other matter is worth addressing if for
no other reason than that it independently warrants dismissal of this action with prejudice.
See United States v. Files, 63 F.4th 920, 935 n.4 (10th Cir. 2023) (Newson, J., joined by
Tjoflat, 	J., 	concurring) 	(explaining 	that 	when 	district 	courts 	provide 	“redundant
decisional grounds,” it can “meaningfully increase judicial efficiency”); see also, e.g.,
Thomas v. Pangburn, 4:23-cv-0046-RSB, 2023 WL 9425765, at *7 (S.D. Ga. Oct. 6,
2023) (recommending case be dismissed on the merits or, in the alternative, as a sanction
for violating Rule 11). 	Defendants filed a Motion to Dismiss this action on November
28, 2025. Doc. [23]. The Court ordered Plaintiff to “file any opposition” to that Motion
no later than December 16, 2025. Doc. [25]; see also Doc. [33] (reminding Plaintiff that
his opposition was due on December 16, 2025). 	Forty-five days have passed since that
Court-ordered deadline, but Plaintiff still has not opposed the Motion to Dismiss.
“The Court construes such failure as an abandonment of Plaintiff’s claims.”
Thomas v. Walmart Stores, LLP, 4:13-cv-0565-HEA, 2014 WL 117645, at *2 (E.D. Mo.
Jan. 13, 2014) (collecting cases and dismissing the action as to the relevant defendants).
See also Farraj v. Cunningham, 659 F. App’x 925, 927 (9th Cir. 2016) (mem.) (affirming
the district court’s dismissal of plaintiff’s complaint “based on his failure to oppose the
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motions to dismiss”). 	For this reason, the Court will grant Defendants’ unopposed
Motion to Dismiss this action.
Accordingly,
IT 	IS 	HEREBY 	ORDERED 	that 	Plaintiff 	Theoda 	E. 	Mills, 	Jr., 	is
SANCTIONED 	pursuant to 	Federal 	Rule 	of Civil Procedure 	11(c), and 	for 	such
sanction, this action will be dismissed with prejudice.
IT IS FURTHER ORDERED that Defendants’ unopposed Motion to Dismiss,
Doc. [23], is GRANTED.
A separate Order of Dismissal will be entered herewith. See Fed. R. Civ. P. 58(a).
Dated this 30th day of January 2026.
MATTHEW T. SCHELP
UNITED STATES DISTRICT JUDGE
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