United States v. Melchor Munoz

112 F.4th 923
Court of Appeals for the Eleventh Circuit·Decided August 7, 2024·No. 22-11574·Published·Cited by 1 cases

Opinion

[PUBLISH]

In the

United States Court of Appeals For the Eleventh Circuit

No. 22-11574

UNITED STATES OF AMERICA, Plaintiff-Appellee,

versus MELCHOR MUNOZ,

Defendant-Appellant.

Appeal from the United States District Court for the Northern District of Florida D.C. Docket No. 4:18-cv-00351-AW-MAF

Before JILL PRYOR, BRANCH, and ED CARNES, Circuit Judges.

2 Opinion of the Court 22-11574

JILL PRYOR, Circuit Judge:

Three years after becoming a United States citizen, Melchor Munoz pleaded guilty to a drug-conspiracy offense, admitting under oath that he began trafficking marijuana in 2008. The government filed this action to denaturalize Munoz under 8 U.S.C. § 1451(a), alleging that he illegally procured his citizenship in 2009 because his prior participation in the drug conspiracy made him statutorily illegible for citizenship. After Munoz answered the complaint , the government moved for judgment on the pleadings. It argued that because of his admission Munoz was collaterally and judicially estopped from denying that he began trafficking marijuana in 2008. The district court granted the government’s motion and entered a judgment denaturalizing Munoz.

On appeal, Munoz argues that the district court erred in determining that his guilty plea collaterally and judicially estopped him from relitigating the date he joined the drug conspiracy. We conclude that collateral estoppel is unavailable because the starting date of Munoz’s drug offense was unnecessary to his prior conviction . The district court also abused its discretion in applying judicial estoppel. It found that Munoz persuaded the district judge who accepted his plea and sentenced him that his drug trafficking began in 2008 and would derive an unfair advantage if not estopped from denying that fact in this proceeding. But these findings are clearly erroneous because they lack evidentiary support in the record. Because neither collateral nor judicial estoppel applies, we vacate the district court’s order and remand for further proceedings.

22-11574 Opinion of the Court 3

I. BACKGROUND

This appeal concerns the government’s denaturalization proceedings against Munoz. In this section, we first review Munoz’s naturalization proceeding and the representations he made to obtain citizenship. Next, we review Munoz’s drug trafficking charge and his admissions under oath in pleading guilty. Lastly, we turn to the denaturalization proceeding itself. A. Munoz’s Naturalization Proceeding Munoz applied for citizenship on June 6, 2009. On his application , he answered “no” to questions asking whether he had ever committed a crime or offense for which he was not arrested and whether he had ever sold or smuggled controlled substances. He certified, under penalty of perjury, that his answers were true and correct.

About a month after Munoz applied for citizenship, a United States Citizenship and Immigration Services officer interviewed him. The officer placed him under oath and asked him whether he had ever sold or smuggled controlled substances. Munoz answered “no.” At the interview’s conclusion, he signed his naturalization application , attesting that the information in it was true and correct.

Munoz’s application was approved, and he became a citizen on September 8, 2009. Before taking the oath, he completed a questionnaire in which he again answered that he had committed no crime for which he had not been arrested nor had he trafficked controlled substances. Munoz certified under oath that his answers were true and correct as of that date.

USCA11 Case: 22-11574 Document: 44-1 Date Filed: 08/07/2024 Page: 4 of 22

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B. Munoz’s Drug-Conspiracy Conviction Almost two years after Munoz received citizenship, a grand jury charged him and others with conspiring to distribute and possess with intent to distribute five kilograms or more of cocaine and 100 kilograms or more of marijuana. The first indictment alleged that the crimes occurred “[b]etween on or about January 1, 2010, and on or about May 30, 2011,” Doc. 1-2 at 7; 1 a second superseding indictment expanded the timeframe to begin earlier, “[b]etween on or about June 1, 2008, and on or about May 30, 2011,” Doc. 1-2 at 3.

Munoz pleaded guilty to the drug conspiracy charge in 2012.

He signed the government’s Statement of Facts, which primarily described drug activities in 2010 or later. But it also stated that an unnamed informant repeatedly picked up marijuana from Munoz at a drug stash house “[b]etween 2008 and 2010.” Doc. 1-4 at 6. In the plea agreement, Munoz acknowledged that his “conviction may adversely affect [his] immigration status and may lead to revocation of his citizenship and deportation.” Doc. 1-3 at 4.

At Munoz’s change-of-plea hearing, Judge Robert L. Hinkle asked him, under oath, if he agreed with the Statement of Facts he had signed. Munoz never answered that question. Rather, his counsel responded that Munoz did “not disagree at all with the fact that the government could prove more than 5 kilograms of cocaine and

1 “Doc.” numbers refer to the district court’s docket entries in the denaturali-

zation case. “Crim Doc.” numbers refer to the district court’s docket entries in Munoz’s criminal case.

22-11574 Opinion of the Court 5

more than 100 kilograms of marijuana.” Doc. 1-5 at 9. Defense counsel stated that there were disputes about some of the “weight allegations” and “who was doing what for whom,” but the disputes did “not impact the weights that would give rise to the conviction.” Id. Munoz’s counsel then stated that “there would be other disputes for sentencing purposes that go not to guilt or innocence.” Id.

In response, Judge Hinkle “put aside” the Statement of Facts, such that Munoz’s plea was not based on it. Id. Instead, Judge Hinkle asked Munoz to summarize his drug activities between 2008 and 2011, the timeframe of the indictment. Id. at 9–10. Munoz, still under oath, replied that he began distributing marijuana in “[l]ate 2008” and that he got involved in distributing cocaine at the end of 2010. Id. at 10. He confirmed that during his participation in the conspiracy he distributed at least 100 kilograms of marijuana and 5 kilograms of cocaine.

Later in the hearing, the government pointed out that Munoz was a naturalized citizen and that the government might seek to revoke his citizenship, though no decision about that had been made yet. The district court warned Munoz that a criminal conviction “could have an effect on [his] citizenship status.” Doc. 1-5 at 20. Munoz confirmed that “nobody ha[d] made any promises to [him] about whether or not this will affect [his] citizenship status .” Id. at 19–20. The district court accepted Munoz’s guilty plea and ordered a presentence investigation report.

6 Opinion of the Court 22-11574

The district court adopted the presentence investigation report , including its two-point reduction for acceptance of responsibility and its guideline range of 188 to 235 months’ imprisonment. Munoz argued for a sentence at the low end of the range; the government argued for the high end. The 2008 start date came up only once, during the government’s argument. The government highlighted that Munoz had “been in the drug business for several years; he’s been involved with substantial amounts of marijuana and cocaine going back to I think 2008.” Crim. Doc. 586 at 16.

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United States v. Melchor Munoz, 112 F.4th 923 (11th Cir. 2024).

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