Mark S. Rose and Frederic G. Rose v. Amsouth Bank of Florida, Docket No. 04-0389-Cv

391 F.3d 63, 2004 U.S. App. LEXIS 24756
Court of Appeals for the Second Circuit·Decided December 1, 2004·No. 63·Published·Cited by 33 cases

Opinion

JOSÉ A. CABRANES, Circuit Judge.

In this diversity action, plaintiffs Mark S. Rose and Frederic G. Rose (the “Roses”) appeal from the December 17, 2003 judgment of the District Court finding the Roses’ 1986 assignment of a life insurance policy subordinate to defendant AmSouth Bank’s (“AmSouth”) 1997 assignment of the same policy. Though the District Court found that plaintiffs had a valid assignment under New York law, the Court concluded that plaintiffs were es-topped from establishing priority over Am-South’s second-in-time assignment because it found that plaintiffs had “totally failed to protect their assignment.” Rose v. Amsouth Bank of Fl., 296 F.Supp.2d 383, 393-95 (E.D.N.Y.2003). Defendant, however, did not produce sufficient evidence at trial to support an estoppel defense. Because the District Court correctly found that plaintiffs’ assignment was valid, and defendant raised no defense that would justify subordinating plaintiffs’ otherwise valid assignment under New York law, we reverse the judgment of the District Court and remand the cause for an entry of judgment in favor of plaintiffs and an award of appropriate damages.

BACKGROUND

The present case arises out of conflicting assignments of a life insurance policy issued by Fidelity Mutual Life Insurance Company (“Fidelity”). The Roses obtained their assignment first, on May 19, 1986, in conjunction with an agreement to make certain premium payments on behalf of the insured pursuant to a “Split Dollar Agreement.” Rose, 296 F.Supp.2d at 389. Nearly eleven years later, unbeknownst to the Roses, AmSouth procured an interest in the same policy, obtaining two assignments, one dated January 29, 1997, and the second dated January 31, 1997, as collateral for a loan AmSouth issued to the insured. Id. at 387.

When the insured died on March 21, 1999, counsel for the Roses sent Fidelity a copy of the March 19,1986 assignment and Split Dollar Agreement and demanded payment. Id. at 387-88. On April 5, 1999, Fidelity declined to honor the Roses’ assignment. 1 Id. AmSouth sent Fidelity a claim letter on October 20, 1999, and Fidelity paid AmSouth the entire net proceeds of the policy. Id. at 393. The Roses demanded payment from AmSouth. Am-South refused, and the Roses sued both Fidelity and AmSouth.

Because Fidelity was then undergoing bankruptcy proceedings in Pennsylvania, the District Court dismissed plaintiffs’ complaint against Fidelity, 2 and plaintiffs continued their action solely against defen *65 dant. After a bench trial, the District Court found that plaintiffs were not entitled to recover their assigned portion of the insurance proceeds from AmSouth. Id. at 400. On appeal, plaintiffs argue (1) that defendant did not raise the affirmative defense of estoppel in the pleadings and consequently waived the defense, and (2) that the District Court erred in subordinating plaintiffs’ valid prior assignment to defendant’s subsequent assignment.

DISCUSSION

On appeal from a bench trial, we review the District Court’s factual findings for clear error and its conclusions of law de novo. Mixed questions of law and fact are also reviewed de novo. See, e.g., Oscar Grass & Son, Inc. v. Hollander, 337 F.3d 186, 193 (2d Cir.2003).

I. Unpleaded Affirmative Defenses

Federal Rule of Civil Procedure 8(c) requires parties to raise affirmative defenses, such as estoppel and laches, in the pleadings. 3 Notwithstanding that requirement, failure to plead an affirmative defense does not necessarily result in waiver. We have recognized that “waiver [of an unpleaded defense] may not be proper where the defense is raised at the first pragmatically possible time and applying it at that time would not unfairly prejudice the opposing party.” Am. Fed. Group, Ltd. v. Rothenberg, 136 F.3d 897, 910 (2d Cir.1998). Thus, “a district court may ... entertain [unpleaded] affirmative defenses at the summary judgment stage in the absence of undue prejudice to the plaintiff, bad faith or dilatory motive on the part of the defendant, futility, or undue delay of the proceedings.” Saks v. Franklin Covey Co., 316 F.3d 337, 350 (2d Cir.2003).

AmSouth first asserted its estoppel defense at the summary judgment stage of this litigation. At that time, the Roses had an opportunity to respond substantively to the defense. They also had the opportunity to object to AmSouth’s failure to raise estoppel formally in the pleadings. The Roses did not object. Nor do they argue on appeal that they were prejudiced by AmSouth’s procedural error. Consequently, the District Court properly considered the merits of AmSouth’s estoppel defense. See Curry v. City of Syracuse, 316 F.3d 324, 331 (2d Cir.2003) (holding that unpleaded affirmative defense was properly considered by the district court where plaintiff had notice of the defense and an opportunity to respond).

II. The Merits of AmSouth’s Estoppel Defense

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Mark S. Rose and Frederic G. Rose v. Amsouth Bank of Florida, Docket No. 04-0389-Cv, 391 F.3d 63, 2004 U.S. App. LEXIS 24756 (2d Cir. 2004).

391 F.3d 63 (Mark S. Rose and Frederic G. Rose v. Amsouth Bank of Florida, Docket No. 04-0389-Cv) — published by Counsel Stack Legal Research, free access to 12M+ legal documents.

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