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Serafim Georgios Katergaris v. City of New York, New York

Paid petition · United States Court of Appeals for the Second Circuit, No. 24-1889 · judgment April 15, 2025


Certiorari denied · January 12, 2026
Pre-decision estimate: 1% cert probability

Before the decision, well below the 4.1% base rate, with no standout signals pointing toward a grant.

Question presented

In 2021, Petitioner discovered that New York City had issued him a notice of violation in 2015. When he filed this lawsuit to challenge the constitutionality of the underlying penalty, the City invoked the federal common law mailbox rule to argue that the courts must presume that the City mailed the notice in 2015, and that Petitioner received it then, making the lawsuit untimely. The mailbox rule presumes that a letter placed in the mail is promptly received. To trigger the presumption, the mailer provides evidence that he placed the letter in the mail. The burden then shifts to the addressee to rebut the presumption of receipt. Most circuits that have considered the issue hold that an addressee’s sworn denial of receipt is sufficient to rebut the presumption and create a triable issue of fact. The Second Circuit, by contrast, holds that a sworn denial alone is insufficient rebuttal evidence. Unlike other circuits, the Second Circuit requires an addressee to produce other evidence of non-receipt—evidence that rarely exists. In addition to splitting with its sister circuits, the Second Circuit’s approach is also at odds with the way evidentiary presumptions work under this Court’s precedent and Federal Rule of Evidence 301. The Second Circuit’s approach conflicts with these federal authorities because it derives from a state-law rule, not a federal standard. The question presented is whether, under the mailbox rule, a sworn denial of receipt creates a triable question of fact that rebuts the presumption of receipt.

Counsel of record

For petitioner
Diana Kaye Simpson
Institute for Justice

For respondent
Richard Paul Dearing
New York City Law Department

Case

Conference history
Distributed for 2 conferences

Linked docket
24A1280

Proceedings

  1. Jan 12 2026
    Petition DENIED.
  2. Dec 23 2025
    DISTRIBUTED for Conference of 1/9/2026.
  3. Dec 19 2025
    Reply of petitioner Serafim Katergaris filed. (Distributed)
  4. Dec 05 2025
    Brief of respondent City of New York in opposition filed.
  5. Nov 24 2025
    Motion to extend the time to file a response is granted and the time is further extended to and including December 5, 2025.
  6. Nov 21 2025
    Motion to extend the time to file a response from December 1, 2025 to December 5, 2025, submitted to The Clerk.
  7. Oct 03 2025
    Motion to extend the time to file a response is granted and the time is extended to and including December 1, 2025.
  8. Oct 01 2025
    Motion to extend the time to file a response from October 15, 2025 to December 1, 2025, submitted to The Clerk.
  9. Sep 15 2025
    Response Requested. (Due October 15, 2025)
  10. Sep 03 2025
    DISTRIBUTED for Conference of 9/29/2025.
  11. Aug 28 2025
    Waiver of right of respondent City of New York to respond filed.
  12. Aug 13 2025
    Petition for a writ of certiorari filed. (Response due September 15, 2025)
  13. Jun 27 2025
    Application (24A1280) granted by Justice Sotomayor extending the time to file until August 13, 2025.
  14. Jun 23 2025
    Application (24A1280) to extend the time to file a petition for a writ of certiorari from July 14, 2025 to August 13, 2025, submitted to Justice Sotomayor.