No. 25A381

Upsolve, Inc., et al. v. Letitia James, Attorney General of New York

Lower Court: Second Circuit
Docketed: 2025-10-02
Status: Application
Type: A
Experienced Counsel
Tags: constitutional-review content-based-restriction first-amendment intermediate-scrutiny purpose-based-distinction speech-regulation
Latest Conference: N/A
Question Presented (AI Summary)

Whether content-based speech restrictions that purport to draw distinctions based on the purpose of regulated speech are subject to strict or intermediate First Amendment scrutiny

Question Presented (OCR Extract)

No question identified. : To the Honorable Sonia Sotomayor, as Circuit Justice for the United States Court of Appeals for the Second Circuit: Applicants respectfully request pursuant to Supreme Court Rule 13.5 that the time to file a Petition for Certiorari in this matter be extended by 30 days, up to and including January 7, 2026. On September 9, 2025, the United States Court of Appeals entered an opinion and judgment vacating the district court’s preliminary injunction in this case. See Attachment A. That opinion held that a New York restriction on Petitioners’ ability to give advice on a specific topic (legal advice) was not a content-based restriction on speech. Instead, considering itself bound by earlier circuit precedent, it held that regulations that define speech based on the speech’s “particular purpose, focus, and circumstance” are content-neutral and therefore subject only to intermediate scrutiny. Slip op. 20-21. That holding conflicts with the law of other circuits, including the Third Circuit,! as well as with this Court’s repeated holdings. The question of how to evaluate speech restrictions that purport to draw their distinctions based on the purpose of the regulated speech is also directly implicated by the arguments in Chiles v. Salazar, No. 23-539, currently pending on this Court’s merits docket. Reasons for Granting an Extension of Time Applicants’ pro bono counsel requests a 30-day extension of time to permit the preparation of a petition for certiorari that fully and fairly presents the issues to this 1 See Schrader v. Dist. Att’y of York Cty., 74 F.4th 120, 127 (8d Cir. 2028). 2 Court. The extension is necessary to accommodate the press of other business, including briefing in other cases pending before this Court and in other courts, as well as substantial work travel commitments throughout the fall of 2025. Counsel therefore requests an extension of 30 days—until January 7, 2026—to ensure the Petition is prepared with sufficient care. Conclusion Applicants request that the time to file a petition for a writ of certiorari in this case be extended 30 days, to and including January 7, 2026. Dated this 29th day of September, 2025. Respectfully submitted, (,—_— Robert J. McNamara Counsel of Record Elizabeth (Betsy) Sanz INSTITUTE FOR JUSTICE 901 N. Glebe Road, Suite 900 Arlington, Virginia 22203 Tel: (703) 682-9320 rmcnamara@jj.org Counsel for Applicants

Docket Entries

2025-12-17
Application (25A381) granted by Justice Sotomayor extending the time to file until February 6, 2026.
2025-12-10
Application of Upsolve, Inc., et al. for a further extension of time submitted.
2025-12-10
Application (25A381) to extend further the time from January 7, 2026 to February 6, 2026, submitted to Justice Sotomayor.
2025-10-05
Application (25A381) granted by Justice Sotomayor extending the time to file until January 7, 2026.
2025-09-29
Application (25A381) to extend the time to file a petition for a writ of certiorari from December 8, 2025 to January 7, 2026, submitted to Justice Sotomayor.

Attorneys

Letitia James, in her official capacity as Attorney General of New York
Barbara Dale UnderwoodNew York Solicitor General, Respondent
Barbara Dale UnderwoodNew York Solicitor General, Respondent
Upsolve, Inc., et al.
Robert James McNamaraInstitute for Justice, Petitioner
Robert James McNamaraInstitute for Justice, Petitioner