Dennis W. Gaynor, Jr. v. Milwaukee Scholars Charter School and National Heritage Academies, Inc.

CourtDistrict Court, E.D. Wisconsin
DecidedJune 23, 2026
Docket2:26-cv-00368
StatusUnknown

This text of Dennis W. Gaynor, Jr. v. Milwaukee Scholars Charter School and National Heritage Academies, Inc. (Dennis W. Gaynor, Jr. v. Milwaukee Scholars Charter School and National Heritage Academies, Inc.) is published on Counsel Stack Legal Research, covering District Court, E.D. Wisconsin primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Dennis W. Gaynor, Jr. v. Milwaukee Scholars Charter School and National Heritage Academies, Inc., (E.D. Wis. 2026).

Opinion

UNITED STATES DISTRICT COURT EASTERN DISTRICT OF WISCONSIN

DENNIS W. GAYNOR, JR.,

Plaintiff, Case No. 26-CV-368-JPS v.

MILWAUKEE SCHOLARS CHARTER SCHOOL and NATIONAL HERITAGE ORDER ACADEMIES, INC.,

Defendants.

1. INTRODUCTION In March 2026, Plaintiff Dennis W. Gaynor, Jr. (“Plaintiff”), proceeding pro se, sued his former employers, Defendants Milwaukee Scholars Charter School and National Heritage Academies, Inc. (collectively, “Defendants”), for race-based disparate treatment he experienced in February 2025 following a “public basketball game incident.” ECF No. 1 at 4. In May 2026, following this Court’s screening order, ECF No. 4, he filed an amended complaint to address certain deficiencies that the Court noted, ECF No. 5. This Order screens Plaintiff’s amended complaint, finding that Plaintiff has failed to remedy the pleading issues that the Court earlier identified with respect to his Title VII race discrimination claim. That claim will be dismissed with prejudice accordingly. However, Plaintiff may proceed as to his Title VII retaliation claim. 2. SCREENING THE AMENDED COMPLAINT 2.1 Legal Standard Notwithstanding the payment of any filing fee, the Court may screen a complaint and dismiss it or any portion thereof if it raises claims that are legally “frivolous or malicious,” that fail to state a claim upon which relief may be granted, or that seek monetary relief from a defendant who is immune from such relief. 28 U.S.C. § 1915(e)(2)(B); Hoskins v. Poelstra, 320 F.3d 761, 763 (7th Cir. 2003) (“District judges have ample authority to dismiss frivolous or transparently defective suits spontaneously, and thus save everyone time and legal expense. This is so even when the plaintiff has paid all fees for filing and service . . . .”); Rowe v. Shake, 196 F.3d 778, 783 (7th Cir. 1999) (“[D]istrict courts have the power to screen complaints filed by all litigants . . . regardless of fee status.”). A claim is legally frivolous when it lacks an arguable basis either in law or in fact. Denton v. Hernandez, 504 U.S. 25, 31 (1992) (quoting Neitzke, 490 U.S. at 325); Hutchinson ex rel. Baker v. Spink, 126 F.3d 895, 900 (7th Cir. 1997) (quoting Neitzke, 490 U.S. at 325). The Court may dismiss a claim as frivolous where it is based on an indisputably meritless legal theory or where the factual contentions are clearly baseless. Neitzke, 490 U.S. at 327. To state a claim, a complaint must provide “a short and plain statement of the claim showing that the pleader is entitled to relief.” FED. R. CIV. P. 8(a)(2). This rule “requires parties to make their pleadings straightforward, so that judges and adverse parties need not try to fish a gold coin from a bucket of mud.” United States, ex rel. Garst v. Lockheed- Martin Corp., 328 F.3d 374, 378 (7th Cir. 2003). The complaint must give “fair notice of what the . . . claim is and the grounds upon which it rests.” Bell Atl. Corp. v. Twombly, 550 U.S. 544, 555 (2007) (quoting Conley v. Gibson, 355 U.S. 41, 47 (1957)). The allegations must “plausibly suggest that the plaintiff has a right to relief, raising that possibility above a speculative level.” Kubiak v. City of Chicago, 810 F.3d 476, 480 (7th Cir. 2016) (quoting EEOC v. Concentra Health Servs., Inc., 496 F.3d 773, 776 (7th Cir. 2007)). Plausibility requires “more than a sheer possibility that a defendant has acted unlawfully.” Ashcroft v. Iqbal, 556 U.S. 662, 678 (2009) (citing Twombly, 550 U.S. at 556). In reviewing the complaint, the Court is required to “accept as true all of the well-pleaded facts in the complaint and draw all reasonable inferences in favor of the plaintiff.” Kubiak, 810 F.3d at 480–81 (citing Tamayo v. Blagojevich, 526 F.3d 1074, 1081 (7th Cir. 2008)). However, the Court “need not accept as true ‘legal conclusions, or threadbare recitals of the elements of a cause of action, supported by mere conclusory statements.’” Brooks v. Ross, 578 F.3d 574, 581 (7th Cir. 2009) (quoting Iqbal, 556 U.S. at 678) (internal bracketing omitted). 2.2 Plaintiff’s Factual Allegations During the school years interceding 2023 and 2025, Plaintiff served as a board member and Board President and a paid basketball coach for Defendants.1 ECF No. 5 at 1. On February 15, 2025, Plaintiff was involved in an incident during a Milwaukee Recreation league game, in which “Milwaukee Scholars Charter School[] voluntarily participated.” Id. at 2. Although Plaintiff served as a basketball coach for Milwaukee Scholars Charter School during the season, he was “separately coach[ing]” the opposing elementary school team at the time of the incident. Id. at 1–2. During the game, the Milwaukee Scholars Charter school coach “engaged

1According to Plaintiff, “National Heritage Academic, Inc. exercised operational control over Milwaukee Scholars Charter School and its personnel.” ECF No. 5 at 1. him “in an aggressive and hostile” manner “in the presence of students, families, and school leadership.” Id. at 2. Plaintiff alleges school administrators were in attendance but did not intervene. Id. Following the game, Plaintiff “initiated concerns regarding the conduct that occurred during the game and later formally expressed concerns regarding disparate treatment and unequal treatment compared to [his] non-Black counterparts.” Id. On February 16, 2025, he “formally escalated his complaints regarding disparate treatment, racial undertones, and unequal treatment within Defendants’ handling of the matter.” Id. Within days of his escalation of the matter, Defendants “revoked [his] building access, deactivated his credentials, removed him from coaching duties, and excluded him from school-related activities.” Id. at 2–3. Plaintiff goes on to allege that there were “similarly situated non-Black employees accused of more serious misconduct” who “were not subjected to immediate removal, building access revocation, or comparable restrictions” and purports to provide at least two such examples. Id. at 2–3. 2.3 Law and Analysis The Court will evaluate his claims for disparate treatment and retaliation as laid out in his amended complaint; notably, both claims proceed under Title VII of the Civil Rights Act of 1964 (“Title VII”). It will analyze each potential claim separately. Gaines v. K-Five Constr. Corp., 742 F.3d 256, 261 (7th Cir. 2014) (“Normally, discrimination and retaliation claims are analyzed separately.”). 2.3.1 Title VII Discrimination Generally, a Title VII discrimination claim requires a showing that the plaintiff is a “member of a class protected by the statute.” Abrego v. Wilkie, 907 F.3d 1004, 1012 (7th Cir. 2018) (quoting Morgan v. SVT, LLC, 724 F.3d 990, 995 (7th Cir. 2013)); see also 42 U.S.C. § 2000e-2(a) (listing race as one such protected class). A Title VII disparate treatment claim specifically requires pleading “a materially adverse change in the terms and conditions of employment [that is] more disruptive than a mere inconvenience or an alteration of job responsibilities,” which “was motivated by intentional discrimination.” Alamo v.

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Dennis W. Gaynor, Jr. v. Milwaukee Scholars Charter School and National Heritage Academies, Inc., Counsel Stack Legal Research, https://law.counselstack.com/opinion/dennis-w-gaynor-jr-v-milwaukee-scholars-charter-school-and-national-wied-2026.