Court Opinion

ID: 9412676
Source: CourtListenerOpinion
Date Created: 2023-08-01 14:01:36.659266+00
Date Added: 2024-06-11T16:41:36.933518
License: Public Domain

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                                                            [PUBLISH]
                                    In the
                 United States Court of Appeals
                         For the Eleventh Circuit

                           ____________________

                                 No. 20-13534
                           ____________________

        UNITED STATES OF AMERICA,
                                                       Plaintiﬀ-Appellee,
        versus
        JESUS RODRIGUEZ,

                                                    Defendant-Appellant.

                           ____________________

                  Appeal from the United States District Court
                      for the Southern District of Florida
                     D.C. Docket No. 1:19-cr-20411-FAM-1
                           ____________________
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        2                         Opinion of the Court            20-13534

        Before WILLIAM PRYOR, Chief Judge, and JILL PRYOR and GRANT,
        Circuit Judges.
        JILL PRYOR, Circuit Judge:
                Jesus Rodriguez appeals his sentence for possession with in-
        tent to distribute 100 grams or more of heroin and 50 grams or
        more of methamphetamine. There are four issues on appeal:
        whether (1) the district court erred in imposing a two-level en-
        hancement for maintaining a premises for the purpose of manufac-
        turing or distributing a controlled substance, under § 2D1.1(b)(12)
        of the Sentencing Guidelines, (2) Rodriguez’s sentence is procedur-
        ally and substantively unreasonable, (3) technical malfunctions
        during Rodriguez’s sentencing hearing conducted remotely via
        videoconference violated his Sixth Amendment right to counsel at
        a critical stage of criminal proceedings, and (4) the district court
        erred by imposing conditions of supervised release in the written
        judgment that were not orally pronounced at the sentencing hear-
        ing. After careful review, and with the benefit of oral argument, we
        affirm Rodriguez’s sentence in part, vacate in part, and remand for
        limited resentencing as to the conditions of supervised release.
                             I.        BACKGROUND
               Rodriguez pled guilty to possession with intent to distribute
        100 grams or more of a substance or mixture containing heroin and
        50 grams or more of a substance or mixture containing metham-
        phetamine, in violation of 21 U.S.C. § 841(a)(1). The mandatory
        minimum term of imprisonment was five years, and the statutory
        maximum was 40 years.
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        20-13534               Opinion of the Court                         3

               Rodriguez stipulated in a factual proffer that the following
        facts would have been proved at trial. Rodriguez manufactured
        counterfeit pills and conducted drug trafficking activity at his
        home. Law enforcement conducted multiple trash pulls at Rodri-
        guez’s home and found in his trash supplement packaging with un-
        known white powder, discarded pills, ventilator masks, and gloves.
        Police executed a search warrant of Rodriguez’s home and arrested
        him after they discovered him trying to flush counterfeit pills down
        the toilet. In their search of Rodriguez’s home, police found 56
        grams of a mixture and substance containing methamphetamine,
        approximately 300 grams of a mixture and substance containing
        heroin, a chemical mask, two scales, and $50,000 in cash.
               Before sentencing, the United States Probation Office pre-
        pared a presentence investigation report (“PSR”) to help the district
        court determine Rodriguez’s sentence. The PSR calculated a base
        offense level of 26 based on the combined quantity of heroin and
        methamphetamine found in his home. The PSR applied a two-level
        enhancement under § 2D1.1(b)(12) of the Sentencing Guidelines
        because Rodriguez had maintained a premises for the purpose of
        manufacturing or distributing a controlled substance. It then ap-
        plied a two-level reduction under § 2D1.1(b)(18) because Rodri-
        guez met the safety-valve criteria set forth in § 5C1.2(a)(1)–(5). An-
        other two-level reduction was applied under § 3E1.1(a) for Rodri-
        guez’s acceptance of responsibility. Finally, the PSR subtracted one
        point under § 3E1.1(b) because Rodriguez had timely notified the
        government of his intention to plead guilty. Combined, the en-
        hancement and the reductions yielded a total offense level of 23.
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        4                       Opinion of the Court                 20-13534

                The PSR noted that Rodriguez had two prior convictions,
        neither of which resulted in any criminal history points under the
        guidelines. In 1990, Rodriguez was charged with trafficking cocaine
        and possession of cocaine. The trafficking charge was dropped; he
        was found guilty on the possession charge and spent 23 days in jail.
        In 1996, he was charged with conspiracy to commit kidnapping
        with a weapon, carrying a concealed weapon, and possession of a
        cloned cellphone. Each of these charges was dropped except for
        possession of a cloned cellphone for which he spent four days in
        jail. Based on a total offense level of 23 and a criminal history cate-
        gory of I, the PSR calculated a recommended guideline range of 46
        to 57 months’ imprisonment.
               The PSR noted that the guideline range for a term of super-
        vised release was at least two years but not more than five years.
        The PSR also recommended three special conditions of supervised
        release. The first condition was that Rodriguez submit to searches
        of his person and property by the United States Probation Office.
        The second was that upon completion of his term of imprison-
        ment, Rodriguez be surrendered to the custody of Immigration
        and Customs Enforcement for removal proceedings. The third
        condition was that if Rodriguez have any unpaid restitution, fines,
        or special assessments, he was required to notify his probation of-
        ficer of any material change in his economic circumstances that
        could affect his ability to pay. The PSR mentioned no other terms
        or conditions of supervised release. It made no mention of a stand-
        ing administrative order from the Southern District of Florida set-
        ting forth supervised release conditions.
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        20-13534                Opinion of the Court                         5

               Before sentencing, Rodriguez objected to portions of the
        PSR and requested a downward variance. He objected to the
        § 2D1.1(b)(12) enhancement for maintaining a premises used for
        drug manufacturing or distribution, arguing that neither he nor the
        government had anticipated a premises enhancement, he did not
        use his home to manufacture drugs, and the “primary or principal”
        use of his family home was not the manufacture, delivery, or stor-
        age of controlled substances. See U.S. Sent’g Guidelines Manual
        § 2D1.1 cmt. n.17 (U.S. Sent’g Comm’n 2018).
                The sentencing hearing was conducted remotely using the
        Zoom videoconferencing platform, with Rodriguez, defense coun-
        sel, the prosecutor, and the district judge in different physical loca-
        tions. At the beginning of the hearing, defense counsel indicated
        that she was having difficulty hearing the court. The court pro-
        posed halting the hearing and resuming in person, but defense
        counsel did not respond to this suggestion.
               After the sound issue was temporarily resolved, Rodriguez’s
        counsel again objected to the premises enhancement. She argued
        that manufacturing or distributing a controlled substance was not
        a principal or primary use of his home because he and his family
        had lived there for 15 years, whereas the drug activity had lasted
        only six months. After stating the objection, defense counsel again
        indicated that she could not hear the court. The court replied,
        “Something is happening to your Wi-Fi . . . because now not every
        word is coming in . . . . I don’t know what we should do.” Doc. 82
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        6                          Opinion of the Court                  20-13534

        at 12. 1 Defense counsel tried to answer, but her connection failed
        again. The prosecutor then began to respond to defense counsel’s
        objection to the premises enhancement. While the prosecutor was
        responding, the courtroom deputy told the court that defense
        counsel had disconnected from the videoconference. The court
        halted proceedings until she rejoined.
              When the proceedings resumed, defense counsel further ar-
        gued that the premises enhancement should not apply because law
        enforcement had not recovered the pill press, a critical tool for drug
        manufacturing, in their search of Rodriguez’s home. The court
        asked whether there was any dispute concerning Rodriguez’s state-
        ment in his factual proffer about manufacturing narcotics at his
        home. Defense counsel continued to experience technical issues
        and again disconnected from the meeting. The district court again
        paused the proceedings until she reconnected.
               After reconnecting, defense counsel agreed that Rodriguez’s
        factual proffer stated that he manufactured the drugs. She ex-
        plained that “a majority of the time, . . . the manufacturing was
        being done at the co-conspirators’ houses” but that Rodriguez had
        manufactured drugs at his home “in the past.” Id. at 27. The district
        court then asked Rodriguez directly how often he manufactured
        drugs in his house. Rodriguez responded, “Never, never. No, I
        never said when I was talking with the prosecutor’s office that I
        manufactured drugs in my house.” Id. at 29.

        1 “Doc.” numbers refer to the district court’s docket entries.
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        20-13534               Opinion of the Court                         7

              At this point, defense counsel stated that she had discon-
        nected during the exchange between the court and Rodriguez and
        had not heard what was said. The maximum amount of time that
        defense counsel could have been disconnected amounted to ap-
        proximately two transcript pages out of 52.
               Based on Rodriguez’s denial that he had never manufac-
        tured drugs at his house, the prosecutor then stated that the gov-
        ernment would withdraw its § 5K1.1 motion and asked the district
        court to remove the reduction for acceptance of responsibility. De-
        fense counsel repeated that she had dropped from the meeting, and
        the district court suggested that they postpone the virtual proceed-
        ing and continue the hearing in person.
                Again, defense counsel did not respond to the court’s sug-
        gestion to continue the hearing in person. Instead, she stated that
        Rodriguez “put the stuff together[,] and he had items to manufac-
        ture” but the “pill press was always at other people’s houses.” Id. at
        36. The prosecutor agreed with this characterization, stating “I’m
        not saying the pill press was necessarily in the house; that the
        depths of manufacturing as I understand them, sorting the materi-
        als, getting the powders, examining them and storing pressed drugs
        and distributing drugs, all occurred at the house.” Id. at 38. Rodri-
        guez agreed with this description. The hearing proceeded without
        any further technical issues.
               The district court overruled Rodriguez’s objection to the
        premises enhancement, finding that the use of his home was not
        collateral or incidental. The court recognized that “if you only sell
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        8                      Opinion of the Court                20-13534

        drugs one time in a house that is used for anything else, the en-
        hancement is not appropriate.” Id. at 37. The court explained that
        “even though the home has been owned for 20 years, if it’s been
        used with drugs, multiple drugs, it’s enough for the enhancement.”
        Id. at 39–40. The district court adopted the guidelines range as cal-
        culated in the PSR.
               Rodriguez argued for a downward variance and 30-month
        sentence because of his cooperation, age, extensive medical issues,
        lack of substantial criminal history, and low likelihood of recidi-
        vism. The district court stated that Rodriguez’s criminal history
        category “understated” his past criminal conduct. Id. at 45. The
        court reviewed his past convictions and explained that one of his
        prior convictions had been reduced by a “very busy” state court
        system, “but it was a narcotics investigation.” Id. The court ex-
        plained, “[S]ince I think [Rodriguez] actually probably should be in
        Criminal History Category II, I could upward vary and find that the
        guidelines are 51 to 63 months.” Id.
                Based on Rodriguez’s two prior convictions, to which the
        PSR assigned no criminal history points, the court explained that it
        would impose a sentence of 60 months if there had been no coop-
        eration. Using 60 months as a starting point, the court then reduced
        the sentence by 10 months based on Rodriguez’s cooperation, for
        a final sentence of 50 months’ imprisonment.
               The court also imposed a five-year term of supervised re-
        lease. The court did not detail the conditions of supervised release,
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        20-13534                   Opinion of the Court                                9

        stating only, “Upon release from imprisonment, you’ll be placed
        on supervised release, $100 special assessment, no fine.” Id. at 50.
               After sentencing, the district court issued a written judg-
        ment imposing 13 discretionary conditions of supervised release.
        These conditions were taken from a 1988 administrative order in
        the Southern District of Florida, which identifies the conditions
        “hereby imposed” whenever an individual is placed on supervised
        release “unless altered or modified by special order.” See S.D. Fla.,
        Administrative Order 1988-06, Standing Conditions of Probation and
        Supervised Release (1988) (“Administrative Order 1988-06”), https://
        www.flsd.uscourts.gov/sites/flsd/files/adminorders/1988-06.pdf
        [https://perma.cc/GYF2-AXVY].
              Ten of the conditions closely tracked the standard condi-
        tions contained in the Sentencing Guidelines. 2 See U.S. Sent’g

        2 These conditions required that Rodriguez: not leave the judicial district with-
        out the permission of the court or probation officer; report to the probation
        officer and submit a truthful and complete written report within the first 15
        days of each month; answer truthfully all inquiries by the probation officer and
        follow the instructions of the probation officer; work regularly at a lawful oc-
        cupation, unless excused; notify the probation officer at least 10 days prior to
        any change in residence or employment; not associate with persons engaged
        in criminal activity or with any persons convicted of a felony unless granted
        permission; permit a probation officer to visit him at any time and permit con-
        fiscation of contraband observed in plain view by the probation officer; notify
        the probation officer within 72 hours of being arrested or questioned by a law
        enforcement officer; not enter into any agreement to act as an informer or a
        special agent of a law enforcement agency without the permission of the
        court; and notify third parties of risks that may be occasioned by his criminal
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        10                        Opinion of the Court                     20-13534

        Guidelines Manual § 5D1.3(c)(1)–(13). The other three conditions
        listed in the administrative order and imposed on Rodriguez were
        not standard conditions under the Sentencing Guidelines. These
        conditions required that the defendant (1) “support his or her de-
        pendents and meet other family responsibilities,” (2) “not frequent
        places where controlled substances are illegally sold, used, distrib-
        uted, or administered,” and (3) “refrain from excessive use of alco-
        hol” and “not purchase, possess, use, distribute, or administer any
        controlled substance.” Doc. 72 at 3.
               Rodriguez appealed his sentence.
                          II.      STANDARD OF REVIEW
               “We review de novo the interpretation of a sentencing guide-
        line.” United States v. Warren, 820 F.3d 406, 407 (11th Cir. 2016).
        “Whether a defendant maintained a premises for the manufacture
        or distribution of drugs is a finding of fact that we review under the
        clear-error standard.” United States v. George, 872 F.3d 1197, 1205
        (11th Cir. 2017). “A factual finding is clearly erroneous when, upon
        review of the evidence, we are left with a definite and firm convic-
        tion a mistake has been made.” United States v. Dimitrovski, 782 F.3d
        622, 628 (11th Cir. 2015).
              “We review the reasonableness of a sentence under an
        abuse-of-discretion standard.” United States v. Melgen, 967 F.3d 1250,

        record or personal history or characteristics and permit the probation officer
        to make such notifications and to confirm the defendant’s compliance with
        such notification requirements.
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        20-13534                   Opinion of the Court                              11

        1264 (11th Cir. 2020). “In reviewing a sentence for reasonableness,
        we first consider whether the district court committed any signifi-
        cant procedural error, and next consider whether the sentence was
        substantively reasonable.” Id. Significant procedural error includes
        “failing to calculate (or improperly calculating) the Guideline
        range, treating the Guidelines as mandatory, failing to consider the
        [18 U.S.C.] § 3553 factors, selecting a sentence based on clearly er-
        roneous facts, or failing to adequately explain the chosen sen-
        tence.” United States v. Delva, 922 F.3d 1228, 1255 (11th Cir. 2019)
        (internal quotation marks omitted). 3
               When a defendant fails to raise procedural unreasonableness
        in the district court, we review for plain error. United States v. Sua-
        rez, 893 F.3d 1330, 1336 (11th Cir. 2018). “An appellate court may
        not correct an error the defendant failed to raise in the district court
        unless there is: (1) error, (2) that is plain, and (3) that affects sub-
        stantial rights.” United States v. Rodriguez, 398 F.3d 1291, 1298 (11th

        3 Under § 3553(a), the district court must impose a sentence “sufficient, but
        not greater than necessary, to comply with the purposes” of the statute.
        18 U.S.C. § 3553(a). These purposes include the need to: reflect the seriousness
        of the offense; promote respect for the law; provide just punishment; deter
        criminal conduct; protect the public from the defendant’s future criminal con-
        duct; and effectively provide the defendant with educational or vocational
        training, medical care, or other correctional treatment. Id. § 3553(a)(2). The
        court must also consider the nature and circumstances of the offense, the his-
        tory and characteristics of the defendant, the kinds of sentences available, the
        applicable guidelines range, the pertinent policy statements of the Sentencing
        Commission, the need to avoid unwarranted sentencing disparities, and the
        need to provide restitution to victims. Id. § 3553(a)(1), (3)–(7).
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        12                      Opinion of the Court                   20-13534

        Cir. 2005) (internal quotation marks omitted). “If all three condi-
        tions are met, an appellate court may then exercise its discretion to
        notice a forfeited error, but only if (4) the error seriously affects the
        fairness, integrity, or public reputation of judicial proceedings.” Id.
        “[W]here the explicit language of a statute or rule does not specifi-
        cally resolve an issue, there can be no plain error where there is no
        precedent from the Supreme Court or this Court directly resolving
        it.” United States v. Corbett, 921 F.3d 1032, 1037 (11th Cir. 2019).
                “[A]fter it has been determined that a sentence is procedur-
        ally sound, we review the sentence’s substantive reasonableness.”
        United States v. Wayerski, 624 F.3d 1342, 1353 (11th Cir. 2010). “A
        district court abuses its considerable discretion and imposes a sub-
        stantively unreasonable sentence only when it (1) fails to afford
        consideration to relevant factors that were due significant weight,
        (2) gives significant weight to an improper or irrelevant factor, or
        (3) commits a clear error of judgment in considering the proper
        factors.” United States v. Rosales-Bruno, 789 F.3d 1249, 1256 (11th
        Cir. 2015). “A district court’s sentence need not be the most appro-
        priate one, it need only be a reasonable one.” United States v. Whyte,
        928 F.3d 1317, 1338 (11th Cir. 2019) (internal quotation marks omit-
        ted). We do not apply a presumption of reasonableness to sen-
        tences within the guideline range, but we ordinarily expect such a
        sentence to be reasonable. United States v. Stanley, 739 F.3d 633, 656
        (11th Cir. 2014). Likewise, “[a] sentence imposed well below the
        statutory maximum penalty is an indicator of a reasonable sen-
        tence.” Id.
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        20-13534               Opinion of the Court                      13

                              III.    DISCUSSION
               On appeal, Rodriguez raises four arguments. First, he argues
        that the district court erred by imposing an enhancement for main-
        taining a premises for the purpose of manufacturing or distributing
        a controlled substance. Second, he contends his sentence was pro-
        cedurally and substantively unreasonable. Third, he argues the
        technical malfunctions during his sentencing hearing violated his
        Sixth Amendment right to counsel. Fourth, he challenges the con-
        ditions of his supervised release that were not orally pronounced at
        his sentencing hearing. We address each argument in turn.
        A.    The District Court Properly Applied the Enhancement
              for Maintaining a Premises for the Purpose of Manufac-
              turing or Distributing a Controlled Substance.
               Rodriguez argues that the district court erred by imposing
        the § 2D1.1(b)(12) enhancement because the primary or principal
        use of his residence was as a family home, and the use of his home
        for drug activity was only collateral or incidental. He argues that
        the district court incorrectly applied § 2D1.1(b)(12) by failing to
        consider the totality of the circumstances and factually erred by
        finding that the distribution of a controlled substance was a pri-
        mary or principal use of his home. We disagree.
                Section 2D1.1(b)(12) provides for a two-level enhancement
        if a defendant “maintained a premises for the purpose of manufac-
        turing or distributing a controlled substance.” U.S. Sent’g Guide-
        lines Manual § 2D1.1(b)(12). Manufacturing or distributing a con-
        trolled substance need not be the sole purpose for which the
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        14                      Opinion of the Court                 20-13534

        residence was maintained, but it must be a “primary or principal,”
        rather than an “incidental or collateral,” use. Id. § 2D1.1 cmt. n.17.
        In making this determination, courts consider how frequently the
        premises were used for manufacturing or distributing drugs versus
        for lawful purposes. Id. Courts should “view the totality of the cir-
        cumstances to determine whether a defendant ‘maintained’ a
        premises for drug distribution or manufacture.” George, 872 F.3d at
        1205.
               First, Rodriguez argues that the district court incorrectly ap-
        plied § 2D1.1(b)(12) because it failed to look at the “totality of the
        circumstances” and instead focused exclusively on the presence of
        drugs at his home. But the record shows that the district court con-
        sidered that Rodriguez used his home for purposes unrelated to
        drugs. The district court acknowledged that Rodriguez “used [his]
        home for other things,” stating, “I know that you didn’t manufac-
        ture narcotics in your home for the 20 years.” Doc. 82 at 28–29.
        The court explained that even if Rodriguez had conducted non-
        drug-related activities at his residence, the enhancement would still
        be appropriate if he engaged in a sufficient amount of drug-related
        activity there. Because the district court did not in fact focus solely
        on the presence of drugs at Rodriguez’s residence and considered
        that he used his home for other purposes, the district court
        properly considered the totality of the circumstances when deter-
        mining whether Rodriguez maintained a premises for drug distri-
        bution or manufacturing under § 2D1.1(b)(12).
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        20-13534                Opinion of the Court                        15

               Second, Rodriguez argues that the district court erred in
        finding that the manufacture or distribution of drugs was a primary
        or principal use of Rodriguez’s home, rather than a collateral or
        incidental one. Again, we disagree. The district court did not
        clearly err when it found that one of the primary uses of Rodri-
        guez’s house was for drug manufacturing and distribution.
                Although Rodriguez’s residence was used as a family home,
        “a premises can have more than one primary use, so long as the
        drug activity is more than incidental or collateral.” George, 872 F.3d
        at 1206 (internal quotation marks omitted); see also United States v.
        Miller, 698 F.3d 699, 706 (8th Cir. 2012) (concluding that the prem-
        ises enhancement applied “when the defendant use[d] the premises
        for the purpose of substantial drug-trafficking activities, even if the
        premises was also her family home at the times in question”). In
        George, we affirmed the district court’s application of the premises
        enhancement where the government presented evidence of drug
        activity at the defendant’s apartment. George, 872 F.3d at 1206. A
        single witness had testified that the defendant purchased multiple
        pounds of marijuana at his apartment on one occasion and that the
        defendant had packaging equipment, scales, heat-sealing machines,
        and firearms at the apartment. Id. Based on this evidence, we con-
        cluded that the district court “did not clearly err in determining that
        the § 2D1.1(b)(12) increase was appropriate.” Id.
               Here, the government presented evidence to show that the
        drug activity at Rodriguez’s house was more than incidental or col-
        lateral and was one of the primary uses of his house. Law
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        16                     Opinion of the Court                 20-13534

        enforcement officials conducted eight trash pulls outside of Rodri-
        guez’s house and found “supplement packaging with unknown
        white powder, discarded pills, ventilator masks, and gloves.” Doc.
        44 at 1. When law enforcement searched Rodriguez’s home, they
        found him trying to flush pills down the toilet. They also found 56
        grams of methamphetamine, approximately 300 grams of heroin,
        approximately 10 grams of counterfeit pills containing metham-
        phetamine, $50,000 in cash, a chemical mask, and two scales. And,
        during the sentencing hearing, Rodriguez agreed that “sorting the
        materials, getting the powders, examining them and storing
        pressed drugs and distributing pressed drugs, all occurred at [his]
        house.” Doc. 82 at 38. This evidence supports the district court’s
        finding that Rodriguez engaged in extensive drug activity at his
        home; it was not a “collateral or incidental” use of his residence.
        Based on this evidence, the district court did not clearly err in ap-
        plying the premises enhancement.
        B.    The District Court Did Not Impose a Sentence That
              Was Procedurally or Substantively Unreasonable.
                Rodriguez next argues that the sentence the district court
        imposed was procedurally and substantively unreasonable. Rodri-
        guez asserts that the district court’s reliance on his uncounted crim-
        inal history was procedurally unreasonable because the court failed
        to adequately explain why his prior convictions warranted a sen-
        tencing increase. He argues his sentence was substantively unrea-
        sonable because his prior convictions did not justify an initial up-
        ward variance to 60 months. We reject Rodriguez’s arguments.
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        20-13534               Opinion of the Court                        17

                As an initial matter, Rodriguez “failed to argue procedural
        unreasonableness below, and so we review for plain error.” Suarez,
        893 F.3d at 1336. A sentence is procedurally unreasonable if the dis-
        trict court “fail[s] to adequately explain [its] chosen sentence—in-
        cluding an explanation for any deviation from the Guidelines
        range.” Gall v. United States, 552 U.S. 38, 51 (2007). We have ex-
        plained that a district court commits procedural error by failing “to
        give any explanation of its reasons for imposing a sentence” or by
        providing “no reasoning or indication of what facts justified . . . a
        significant variance from the advisory Guidelines range.” United
        States v. Livesay, 525 F.3d 1081, 1093 (11th Cir. 2008).
               The district court committed no error, much less plain error,
        because it adequately explained how it arrived at Rodriquez’s sen-
        tence. The district court explained that it started at 60 months be-
        cause of Rodriguez’s two prior convictions, which the PSR did not
        take into account. The court then explained that it would grant a
        10-month reduction because of Rodriguez’s cooperation. Moreo-
        ver, the 50-month sentence was within the guideline range of 46 to
        57 months as described in the PSR, and “[g]enerally, when sentenc-
        ing within the advisory Guidelines range, the district court is not
        required to give a lengthy explanation for its sentence.” Id. at 1090.
        Thus, Rodriguez has failed to show that the district court plainly
        erred.
              Rodriguez also argues that his sentence was substantively
        unreasonable. At his sentencing hearing, Rodriguez advocated for
        a sentence of 30 months’ imprisonment. “A defendant who, by
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        18                      Opinion of the Court                 20-13534

        advocating for a particular sentence, communicates to the trial
        judge his view that a longer sentence is ‘greater than necessary’ has
        thereby informed the court of the legal error at issue in an appellate
        challenge to the substantive reasonableness of the sentence.” Hol-
        guin-Hernandez v. United States, 140 S. Ct. 762, 766–67 (2020). So, we
        review the substantive reasonableness of Rodriguez’s sentence for
        an abuse of discretion. See Rosales-Bruno, 789 F.3d at 1255. The
        party challenging a sentence has the burden to show that it was
        substantively unreasonable. Id. at 1256.
                Rodriguez argues the district court abused its discretion by
        initially varying his sentence upward to 60 months, which was
        above the guideline range of 46 to 57 months. He contends that his
        criminal history was “modest” and did not justify the upward vari-
        ance. Brief for Appellant at 27. Although Rodriguez’s criminal his-
        tory was limited, the district court’s variance also was limited: three
        months beyond the guideline range. “[T]he justification for the var-
        iance must be sufficiently compelling to support the degree of the
        variance.” United States v. Irey, 612 F.3d 1160, 1187 (11th Cir. 2010)
        (en banc) (internal quotation marks omitted). We have “upheld
        large upward deviations based solely on an offender’s extensive
        criminal history.” United States v. Osorio-Moreno, 814 F.3d 1282, 1288
        (11th Cir. 2016). Rodriguez’s modest criminal history supported
        the district court’s modest upward variance.
              Moreover, the district court did not stop with the upward
        variance of 60 months. It then reduced Rodriguez’s sentence by 10
        months because of Rodriguez’s cooperation, for a final sentence of
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        20-13534               Opinion of the Court                        19

        50 months’ imprisonment, which was within the guideline range
        of 46 to 57 months. We ordinarily expect that a sentence within the
        guidelines is reasonable. Stanley, 739 F.3d at 656. Additionally, 50
        months is significantly below the statutory maximum of 480
        months, which provides another “indicator of reasonableness.”
        United States v. Goldman, 953 F.3d 1213, 1222 (11th Cir. 2020). The
        district court did not abuse its discretion by sentencing Rodriguez
        to 50 months’ imprisonment.
        C.    Rodriguez Is Not Entitled to Resentencing Because of
              the Videoconference Malfunctions.
               Rodriguez next argues that he is entitled to resentencing be-
        cause technical malfunctions prevented his counsel from being pre-
        sent for the entire sentencing hearing. Rodriguez points to several
        instances where hearing participants commented on defense coun-
        sel’s poor connection and one instance where the district court
        questioned Rodriguez while his attorney was disconnected.
               Rodriguez contends that because of these technical difficul-
        ties he lacked representation during a critical phase of his criminal
        proceedings in violation of his Sixth Amendment right to counsel.
        See Golden v. Newsome, 755 F.2d 1478, 1482 (11th Cir. 1985) (noting
        that sentencing is a “critical stage” of the criminal proceeding im-
        plicating a defendant’s Sixth Amendment right to counsel). Thus,
        he argues, he is entitled to relief without a showing of prejudice.
        See United States v. Cronic, 466 U.S. 648, 659 n.25 (1984) (“The Court
        has uniformly found constitutional error without any showing of
        prejudice when counsel was either totally absent, or prevented
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        20                     Opinion of the Court                 20-13534

        from assisting the accused during a critical stage of the proceed-
        ing.”). However, “the vast majority of constitutional errors that oc-
        cur at a criminal trial, including Sixth Amendment violations,
        should be examined for prejudicial effect and those errors do not
        require reversal if they are harmless.” United States v. Roy, 855 F.3d
        1133, 1167 (11th Cir. 2017) (en banc) (applying harmless-error anal-
        ysis where defense counsel was absent from criminal trial for seven
        minutes and what happened during the absence was known and
        repeated upon counsel’s return). Here, the record does not “sug-
        gest the complete denial of counsel or the breakdown of the trial
        process.” United States v. Margarita Garcia, 906 F.3d 1255, 1266 (11th
        Cir. 2018). The technical malfunctions here do not warrant a pre-
        sumption of prejudice because they were brief in the context of the
        sentencing hearing and what occurred while defense counsel was
        disconnected was repeated when she rejoined, with no adverse ef-
        fect on Rodriguez’s sentence.
               Because Rodriguez failed to preserve the argument below,
        we review for plain error. See id. at 1268 (applying plain error re-
        view where defense counsel was absent while the prosecution ex-
        amined a witness but “failed to timely object to the errors notwith-
        standing having been given every opportunity to do so”). Rodri-
        guez had multiple opportunities to object to defense counsel’s ab-
        sence during the sentencing hearing and failed to do so. The district
        court suggested postponing the sentencing hearing and resuming
        in person to remedy the technical difficulties. But Rodriguez’s
        counsel did not take the court up on its offer. At the close of the
        hearing, the district court asked whether either party had any
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        20-13534                 Opinion of the Court                            21

        objections. Again, Rodriguez failed to object based on the vide-
        oconference malfunctions. We therefore review for plain error.
               Even if we were to assume that there was error, which was
        plain, under plain error review, a party must show that the error
        “affected substantial rights, which almost always requires that the
        error must have affected the outcome of the district court proceed-
        ings.” Rodriguez, 398 F.3d at 1299 (alteration adopted) (internal
        quotation marks omitted). Rodriguez has failed to show that the
        technical malfunctions affected the sentence he received, so his
        challenge must fail.
                The worst technical malfunction occurred when Rodri-
        guez’s counsel disconnected from the videoconference while the
        district court was asking Rodriguez about the drug activity that oc-
        curred at his house. When defense counsel reconnected, the dis-
        trict court repeated the inquiry. While his counsel was present, Ro-
        driguez agreed with the prosecutor’s description of the drug activ-
        ities that occurred at his house. The district court relied on this in-
        formation when making factual findings related to the premises en-
        hancement under § 2D1.1(b)(12). The district court did not rely on
        any information it obtained from Rodriguez while his counsel was
        absent. 4 Thus, Rodriguez has failed to show that the statements he

        4 After Rodriguez’s statements during defense counsel’s absence, the govern-
        ment requested to withdraw its § 5K1 motion to reduce Rodriguez’s sentence
        based on acceptance of responsibility. When defense counsel reconnected, Ro-
        driguez agreed with the government’s description of activities in his house,
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        22                       Opinion of the Court                    20-13534

        made while his attorney was disconnected affected the outcome of
        his sentencing.
        D.     The District Court Erred by Imposing Conditions of Su-
               pervised Release Not Included in Rodriguez’s Oral Sen-
               tence.
               Finally, Rodriguez argues he is entitled to resentencing be-
        cause the conditions of supervised release imposed in the district
        court’s written judgment were not pronounced during his sentenc-
        ing hearing. We agree with Rodriguez that the district court erred
        in imposing additional conditions in the written judgment.
                A defendant has a right to be present at his sentencing hear-
        ing. A district court must orally pronounce a defendant’s sentence
        in his presence, and ordinarily the court cannot add to the defend-
        ant’s sentence in a written judgment entered after the sentencing
        hearing. This case calls on us to apply these general principles in
        the context of a district court’s imposition of conditions of super-
        vised release. We hold that a district court must pronounce at the
        defendant’s sentencing hearing any discretionary conditions of su-
        pervised release—that is, any condition of supervised release other
        than those mandatory conditions set forth in 18 U.S.C. § 3583(d). A
        district court may easily satisfy this requirement by referencing a
        written list of supervised release conditions. For instance, the court
        may orally adopt the conditions of supervised release

        the government did not withdraw its § 5K1 motion, and the district court ul-
        timately applied the reduction for acceptance of responsibility.
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        20-13534                   Opinion of the Court                              23

        recommended in the defendant’s PSR or in a standing administra-
        tive order. By referencing at sentencing a written list, the court af-
        fords any defendant who is unfamiliar with the conditions the op-
        portunity to inquire about and challenge them.
               In this case, at Rodriguez’s sentencing hearing the district
        court announced that his sentence included a five-year term of su-
        pervised release but did not identify any conditions of supervised
        release or reference any written list of conditions. Later, in the writ-
        ten judgment, the court added 13 discretionary conditions of su-
        pervised release. Because Rodriguez had no notice or opportunity
        to be heard regarding these conditions, we vacate the discretionary
        conditions that the district court did not announce at the sentenc-
        ing hearing and remand. 5
               A defendant has a constitutional right to be present and rep-
        resented by counsel when the district court pronounces his sen-
        tence. See United States v. Huff, 512 F.2d 66, 71 (5th Cir. 1975). The
        right to be present at sentencing derives from the Fifth Amend-
        ment’s Due Process Clause. See id.; United States v. Gagnon, 470 U.S.

        5 The government contends that we should review this argument for plain
        error because Rodriguez failed to object to the conditions of supervised release
        at his sentencing. As we discuss below, however, Rodriguez had no oppor-
        tunity to object at sentencing to the discretionary conditions of supervised re-
        lease because they were included for the first time in the written judgment.
        See United States v. Bull, 214 F.3d 1275, 1278 (11th Cir. 2000) (concluding de-
        fendant did not waive a sentencing issue by failing to object where he “had no
        opportunity to object at sentencing because the court included the require-
        ment for the first time in its written final judgment”). We therefore review
        this legal argument de novo.
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        24                      Opinion of the Court                 20-13534

        522, 526 (1985). To satisfy due process, the district court must pro-
        nounce the sentence, “giving the defendant notice of the sentence
        and an opportunity to object.” United States v. Diggles, 957 F.3d 551,
        560 (5th Cir. 2020) (en banc); cf. United States v. Jackson, 923 F.2d
        1494, 1496–97 (11th Cir. 1991) (noting the right to be present at
        sentencing ensures that “the defendant has an opportunity to chal-
        lenge the accuracy of information the sentencing judge may rely
        on, to argue about its reliability and the weight the information
        should be given, and to present any evidence in mitigation he may
        have”). As the Supreme Court has explained:
                [A] defendant has a due process right to be present at
               a proceeding ‘whenever his presence has a relation,
               reasonably substantial, to the fulness of his oppor-
               tunity to defend against the charge. The presence of
               a defendant is a condition of due process to the extent
               that a fair and just hearing would be thwarted by his
               absence, and to that extent only.

        Gagnon, 470 U.S. at 526 (alterations adopted) (quoting Snyder v.
        Massachusetts, 291 U.S. 97, 105–06 (1934)).
               Due process concerns arise when a district court’s in-court
        pronouncement of a sentence differs from the judgment that the
        court later enters. As our sister circuit has explained, “[i]ncluding a
        sentence in the written judgment that the judge never mentioned
        when the defendant was in the courtroom is tantamount to sen-
        tencing the defendant in absentia” and thus offends due process.
        Diggles, 957 F.3d at 557 (internal quotation marks omitted). How-
        ever, a district court’s failure to announce each condition of
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        20-13534                Opinion of the Court                          25

        supervised release at sentencing does not necessarily give rise to a
        due process violation. Let us explain.
                When a district court imposes a term of supervised release,
        federal law distinguishes between conditions that the court must
        impose and those that it may impose. See 18 U.S.C. § 3583(d). Sec-
        tion 3583(d) first lists conditions the court “shall” impose (some for
        all offenses, others for certain offenses). Examples include not com-
        mitting a crime or unlawfully possessing a controlled substance,
        cooperating in the collection of a DNA sample, paying any restitu-
        tion, and registering as a sex offender for offenses that require it. Id.
                The statute then states that a district court “may” impose
        other conditions that are “reasonably related” to certain statutory
        sentencing factors, “involve[] no greater deprivation of liberty than
        is reasonably necessary” to accomplish certain sentencing objec-
        tives, and are consistent with the Sentencing Guidelines. Id.
               We agree with our sister circuits that due process principles
        generally require a court to pronounce at the sentencing hearing
        discretionary, but not mandatory, conditions of supervised release.
        See Diggles, 957 F.3d at 559; United States v. Anstice, 930 F.3d 907, 910
        (7th Cir. 2019) (“As commonplace and sensible as these [discretion-
        ary] conditions may be across federal sentences, Congress has not
        mandated their imposition. If a district court does choose to impose
        them, they must be announced at sentencing.”); United States v.
        Rogers, 961 F.3d 291, 296 (4th Cir. 2020) (“[A]ll non-mandatory con-
        ditions of supervised release must be announced at a defendant’s
        sentencing hearing.”). When a condition is mandatory, “there is
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        26                     Opinion of the Court                 20-13534

        little a defendant can do to defend against it.” Diggles, 957 F.3d at
        558. Indeed, by the very nature of a mandatory condition, any ob-
        jection that a defendant could raise to the condition would be “fu-
        tile.” Id. at 559. We therefore cannot say that a due process viola-
        tion occurs when a district court imposes a mandatory condition
        that it failed to pronounce at sentencing.
                But the analysis is different when a district court imposes in
        a written sentence a discretionary condition that it did not an-
        nounce at the sentencing hearing. The omission of such a condition
        violates principles of due process because the defendant was denied
        an opportunity to be heard on the discretionary condition by, for
        example, “disput[ing]” that the condition “is necessary” or arguing
        that it should take another form. Id. at 558. A defendant may object,
        for example, that a particular condition is unreasonably onerous or
        does not apply to the defendant’s individual circumstances. See
        United States v. Zinn, 321 F.3d 1084, 1088 (11th Cir. 2003) (consider-
        ing defendant’s argument that discretionary condition restricting
        internet usage was overly burdensome); United States v. Bree, 927
        F.3d 856, 858, 860–61 (5th Cir. 2019) (concluding that special con-
        dition requiring defendant to participate in a “mental-health treat-
        ment” program based on past substance abuse was inappropriate
        when defendant would participate in a separate substance abuse
        program and there was no evidence of other mental health condi-
        tions).
               Turning to this case, Rodriguez raises a general argument
        that the district court erred when it imposed the discretionary
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        20-13534                   Opinion of the Court                              27

        conditions because it never identified them at the sentencing hear-
        ing.6 And the conditions were not identified in Rodriguez’s PSR.7
        By adding these conditions of supervised release in the written
        judgment issued after the sentencing hearing, the district court de-
        nied Rodriguez notice and an opportunity to object to the condi-
        tions. See Diggles, 957 F.3d at 559.
              The government argues that Rodriguez nevertheless re-
        ceived sufficient notice because the Southern District of Florida
        previously adopted an administrative order identifying condi-
        tions—including those listed in the written judgment—that apply
        whenever an individual is placed on supervised release. 8 We

        6 The district court also imposed mandatory conditions of supervised release
        requiring that Rodriguez report to the probation office after his release; not
        commit another federal, state, or local crime; not unlawfully use or possess a
        controlled substance; report for mandatory drug testing; not possess a firearm,
        ammunition, destructive device, or other dangerous weapon; cooperate in the
        collection of a DNA sample; and pay any fine or restitution imposed. Rodri-
        guez does not challenge the district court’s imposition of these mandatory
        conditions.
        7 We agree with our sister circuits who have held that the oral in-court adop-
        tion of recommended conditions included in the PSR satisfies the oral pro-
        nouncement requirement. See Diggles, 957 F.3d. at 560–61. Here, however, the
        district court failed to orally adopt any conditions of supervised release. And,
        even if the district court had orally adopted the conditions recommended in
        the PSR, the PSR did not include the challenged conditions imposed in the
        written judgment.
        8 We note that one of the imposed conditions differed slightly from the con-
        dition listed in the administrative order. The written judgment required
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        28                        Opinion of the Court                     20-13534

        disagree that the mere existence of an administrative order recom-
        mending certain conditions of supervised release, without in-court
        adoption of that list by the sentencing court, satisfies due process.
               We do agree, however, that a district court is not required
        to individually pronounce each discretionary condition of super-
        vised release if at sentencing the court expressly incorporates a
        written list detailing those conditions. See id. at 563 (“A sentencing
        court pronounces supervision conditions when it orally adopts a
        document recommending those conditions.”); Rogers, 961 F.3d at
        299 (“[D]istrict courts may comply with the pronouncement re-
        quirement by expressly incorporating a written list of proposed
        conditions[.]”). But the district court’s pronouncement here failed
        to reference the administrative order or otherwise indicate that the
        court was adopting conditions of supervised release beyond those
        mandated by statute. Thus, Rodriguez was denied due process
        with respect to these conditions. 9

        Rodriguez to notify his probation officer at least 10 days prior to any change
        in residence or employment; the equivalent condition in the administrative
        order required notification within 72 hours of a change. See Administrative
        Order 1988-06.
        9 We acknowledge that this due process violation is subject to harmless-error
        review. Although the government argued plain, not harmless, error in its brief
        on appeal, after oral argument we ordered supplemental briefing on harmless
        error. The government bears the burden of establishing that the error was
        harmless beyond a reasonable doubt. See Margarita Garcia, 906 F.3d at 1266.
        Here, the government has failed to carry its burden.
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        20-13534                   Opinion of the Court                              29

                Because the non-mandatory supervised release conditions
        were imposed only as part of Rodriguez’s written sentence and not
        at the sentencing hearing, we vacate the conditions and remand for
        resentencing. On remand, the district court may, after giving Ro-
        driguez an opportunity to be heard, reconsider whether to impose

                In its supplemental brief, the government argues that the error here
        was harmless because the administrative order imposes the challenged condi-
        tions “by default” in every criminal case unless the sentencing court orders
        otherwise. Gov. Supp. Br. at 10–11. Thus, the government contends, “even if
        the conditions were stricken from the judgment as Rodriguez requests, . . . the
        conditions would still apply under the Administrative Order.” Id. at 7.
                 But, as the government acknowledges, the administrative order’s con-
        ditions are not imposed if the sentencing court orders otherwise. The govern-
        ment also brushes aside the inconvenient fact that one of the conditions the
        district court imposed does not mirror a similar condition in the administrative
        order. Gov. Supp. Br. at 10 n.6. The difference is that the administrative order
        requires the defendant to notify the probation officer within 72 hours of a
        change in residence or employment, yet Rodriguez’s written judgment re-
        quires notification at least 10 days prior to such a change. The government not
        only inaccurately describes the condition the judgment imposed as a more “le-
        nient” condition, it fails to explain how the imposition of this more onerous
        condition was harmless. That is so even if we were to accept the government’s
        position that the very existence of the administrative order makes the failure
        to pronounce any condition contained in it harmless error. Thus, the govern-
        ment has not met its burden to show that—as we have described the harmless-
        error burden in the sentencing context—“the district court would have im-
        posed the same sentence without the error.” United States v. Barner, 572 F.3d
        1239, 1248 (11th Cir. 2009).
               Lastly, the government argues that Rodriguez has failed to articulate
        any objection to the administrative order’s conditions that would have per-
        suaded the district court not to impose them. We will not condone the gov-
        ernment’s attempt to shift its harmless-error burden to Rodriguez.
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        30                        Opinion of the Court                      20-13534

        each of the discretionary conditions. See United States v. Johnson, 765
        F.3d 702, 711 (7th Cir. 2014). 10
                                 IV.     CONCLUSION

               For the above reasons, we affirm Rodriguez’s sentence in
        part, vacate in part, and remand.
               AFFIRMED in part, VACATED and REMANDED in part.

        10 Rodriguez further argues that the district court erred by failing to explain
        why the supervised release conditions it imposed were justified in light of the
        statutory sentencing factors and his individual circumstances. Because we con-
        clude that Rodriguez was denied due process with respect to these conditions
        and remand for resentencing, we do not address his argument that the district
        court failed to adequately explain them.