Nathan Roberts v. Progressive Preferred Ins. Co.

CourtCourt of Appeals for the Sixth Circuit
DecidedFebruary 24, 2026
Docket24-3454
StatusPublished

This text of Nathan Roberts v. Progressive Preferred Ins. Co. (Nathan Roberts v. Progressive Preferred Ins. Co.) is published on Counsel Stack Legal Research, covering Court of Appeals for the Sixth Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Nathan Roberts v. Progressive Preferred Ins. Co., (6th Cir. 2026).

Opinion

RECOMMENDED FOR PUBLICATION Pursuant to Sixth Circuit I.O.P. 32.1(b) File Name: 26a0052p.06

UNITED STATES COURT OF APPEALS FOR THE SIXTH CIRCUIT

┐ NATHAN ROBERTS; FREEDOM TRUCK DISPATCH, LLC, │ on behalf of themselves and all others similarly │ situated, │ Plaintiffs-Appellants, > No. 24-3454 │ │ v. │ │ PROGRESSIVE PREFERRED INSURANCE COMPANY; │ PROGRESSIVE CASUALTY INSURANCE COMPANY; │ CIRCULAR BOARD INC., originally named as Circular │ Board, LLC, │ Defendants-Appellees. │ ┘

Appeal from the United States District Court for the Northern District of Ohio at Cleveland. No. 1:23-cv-01597—Patricia A. Gaughan, District Judge.

Argued: July 24, 2025

Decided and Filed: February 24, 2026

Before: BOGGS, McKEAGUE, and MATHIS, Circuit Judges. _________________

COUNSEL

ARGUED: Benjamin M. Flowers, ASHBROOK BYRNE KRESGE FLOWERS LLC, Cincinnati, Ohio, for Appellants. Stephanie Schuster, MORGAN, LEWIS & BOCKIUS LLP, Washington, D.C., for the Progressive Appellees. Neal Kumar Katyal, MILBANK LLP, Washington, D.C., for Appellee Circular Board Inc. ON BRIEF: Benjamin M. Flowers, Joseph P. Ashbrook, Julie E. Byrne, ASHBROOK BYRNE KRESGE FLOWERS LLC, Cincinnati, Ohio, Jonathan F. Mitchell, MITCHELL LAW PLLC, Austin, Texas, Gene P. Hamilton, Nicholas R. Barry, AMERICA FIRST LEGAL FOUNDATION, Washington, D.C., for Appellants. Stephanie Schuster, MORGAN, LEWIS & BOCKIUS LLP, Washington, D.C., for the Progressive Appellees. Neal Kumar Katyal, David M. Foster, Reedy C. Swanson, HOGAN LOVELLS US LLP, Washington, D.C., for Appellee Circular Board Inc. William A. Jacobson, EQUAL PROTECTION PROJECT OF THE LEGAL INSURRECTION FOUNDATION, No. 24-3454 Roberts et al. v. Progressive Preferred Ins Co et al. Page 2

Barrington, Rhode Island, Keith Harrison, CROWELL & MORING LLP, Washington, D.C., for Amici Curiae.

MATHIS, J., delivered the opinion of the court in which McKEAGUE, J., concurred. BOGGS, J. (pp. 13–26), delivered a separate dissenting opinion. _________________

OPINION _________________

MATHIS, Circuit Judge. Progressive Preferred Insurance Company and Progressive Casualty Insurance Company (collectively, “Progressive”) partnered with Circular Board Inc. to administer a grant program. Through that program, they offered $25,000 grants to ten small businesses to help them buy a commercial vehicle. Like most grants, the program had a few eligibility requirements. One was that the small business had to be black owned and operated.

Nathan Roberts, who is white, learned about the program and started filling out an online application. But he never applied. He closed the application without submitting it after learning that only black-owned businesses could receive the grants. A few months later, Roberts and his company, Freedom Truck Dispatch LLC (collectively, “Roberts”), filed a putative class-action complaint against Progressive and Circular Board for racially discriminatory grantmaking under 42 U.S.C. § 1981. He sought damages and injunctive relief.

The district court dismissed the complaint for lack of subject-matter jurisdiction. Roberts now appeals the dismissal of his damages claims only. Because Roberts has failed to show that he has standing to sue Progressive and Circular Board, we affirm.

I.

Nathan Roberts owns and operates a commercial trucking business, Freedom Truck Dispatch LLC. In late 2022, Roberts bought a commercial insurance policy from Progressive No. 24-3454 Roberts et al. v. Progressive Preferred Ins Co et al. Page 3

Preferred Insurance Company.1 Then in 2023, Progressive partnered with Circular Board to administer Progressive’s Driving Small Business Forward Fund grant program.

Through the grant program, Progressive offered ten $25,000 grants to black-owned small businesses to help with the purchase of a commercial vehicle. Progressive identified several eligibility requirements. Those requirements included: (1) being a black-owned business; (2) having ten or fewer employees and grossing less than $5 million annually; (3) showing a need for a commercial vehicle for the business; and (4) not being in the rideshare or food- delivery business. To apply, interested businesses completed an online application.

In May 2023, Progressive emailed Roberts an advertisement for the grant program. Roberts opened the grant application and began completing it. Then he realized that only black- owned businesses were eligible for the grants. Because he is white, Roberts closed the application without submitting it.

Roberts asserted that he was “able and ready to apply” for the grant and that his company “satisfied all of the purported eligibility requirements except for the requirement that the applicant be a black-owned business.” R. 32, PageID 267 (quotation omitted). The complaint also stated that “[o]n information and belief,” Defendants did not enforce any of the eligibility requirements besides “the black-owned business criterion.” Id. at 266.

Two months after the application deadline for the grant, Roberts sued Progressive and Circular Board, under 42 U.S.C. § 1981, individually and on behalf of a putative class of others who were able and ready to apply for the grant program and “have been or would be subjected to racial discrimination.” Id. at 268. Roberts asserted that Progressive and Circular Board injured him by refusing to enter into “two, sequential contractual agreements” with him because of his race: (1) “the contract to compete for the grant money”—the application-stage contract, and (2) “the subsequent contract connected to receipt of the grant money”—the grant-stage contract. Id. at 262, 267, 270. Roberts sought declaratory and injunctive relief, as well as nominal, compensatory, and punitive damages.

1 Roberts sued both Progressive Preferred Insurance Company and Progressive Casualty Insurance Company. Because most of Roberts’s allegations fail to distinguish between the two, we treat them the same for purposes of this appeal. No. 24-3454 Roberts et al. v. Progressive Preferred Ins Co et al. Page 4

The complaint describes the application-stage and grant-stage contracts. Starting with the application-stage contract, the complaint alleges that “[i]n exchange for being allowed to compete for the grant, applicants agreed to certain terms and conditions that,” to their detriment, “provide[d] benefits to” Progressive and Circular Board. Id. at 266. For example, applicants gave Progressive and Circular Board access to their information and data “for cross-selling and other marketing purposes.” Id. As for the grant-stage contract, the complaint alleges that after Progressive and Circular Board reviewed the applications, they would enter into contracts with the grant winners. This grant-stage contract required, “[i]n addition to other various benefits and detriments, [that] grant recipients . . . use the money toward the purchase of a commercial vehicle.” Id.

Progressive and Circular Board moved to dismiss Roberts’s complaint in part for lack of subject-matter jurisdiction. The district court concluded that Roberts lacked standing and dismissed the case. The court then entered judgment “in favor of all defendants.”

On appeal, Roberts challenges only the dismissal of his damages claims. He also argues that the district court erred by entering judgment for Progressive and Circular Board after concluding that it lacked subject-matter jurisdiction.

II.

The district court dismissed Roberts’s complaint for lack of subject-matter jurisdiction. We review that decision de novo. Mackinac Ctr. for Pub. Pol’y v. Cardona, 102 F.4th 343, 350 (6th Cir. 2024).

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Related

§ 1981
42 U.S.C. § 1981

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Nathan Roberts v. Progressive Preferred Ins. Co., Counsel Stack Legal Research, https://law.counselstack.com/opinion/nathan-roberts-v-progressive-preferred-ins-co-ca6-2026.