United States v. Robert Rodriguez , 851 F.3d 931 ( 2017 )


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  •                       FOR PUBLICATION
    UNITED STATES COURT OF APPEALS
    FOR THE NINTH CIRCUIT
    UNITED STATES OF AMERICA,                    No. 15-50096
    Plaintiff-Appellee,               D.C. No.
    3:13-cr-1128-BEN-3
    v.
    OPINION
    ROBERT RODRIGUEZ,
    Defendant-Appellant.
    Appeal from the United States District Court
    for the Southern District of California
    Roger T. Benitez, District Judge, Presiding
    Argued and Submitted December 9, 2016
    Pasadena, California
    Filed March 14, 2017
    Before: A. Wallace Tashima and Richard A. Paez, Circuit
    Judges, and Paul L. Friedman, * District Judge.
    Opinion by Judge Friedman
    *
    The Honorable Paul L. Friedman, United States District Judge for
    the District of Columbia, sitting by designation.
    2                UNITED STATES V. RODRIGUEZ
    SUMMARY **
    Criminal Law
    The panel affirmed a conviction on three drug-related
    charges, vacated the sentence, and remanded for
    resentencing.
    The panel held that when considering a motion to
    suppress wiretap evidence, a reviewing district court judge
    should apply the Ninth Circuit’s two-step approach: (1)
    review de novo whether the application for a wiretap
    contains a full and complete statement as to whether or not
    other investigative procedures have been tried and failed or
    why they reasonably appear to be unlikely to succeed if tried
    or be too dangerous; and (2) if the application meets those
    requirements, review for abuse of discretion the issuing
    judge’s conclusion that the wiretap was necessary. The
    panel held that the district court, which focused on the fact
    that other judges had reviewed the wiretap applications,
    erred by considering evidence beyond the statements in the
    supporting affidavits.
    The panel held that the affidavits adequately explained
    why the interception of wire communications was necessary
    to investigate this conspiracy and the target subjects, and that
    they contained a full and complete statement of facts to
    establish necessity under 
    18 U.S.C. § 2518
    (1)(c). The panel
    held that the district court did not abuse its discretion in
    finding necessity.
    **
    This summary constitutes no part of the opinion of the court. It has
    been prepared by court staff for the convenience of the reader.
    UNITED STATES V. RODRIGUEZ                    3
    The panel held that the district court’s application of 
    21 U.S.C. § 851
     to enhance the defendant’s sentence did not
    violate his Sixth Amendment rights. The panel held that the
    district court failed to comply with 
    21 U.S.C. § 851
    (b) when
    it did not ask the defendant if he affirmed or denied the prior
    convictions and did not inform him that he had to raise any
    challenge to a prior conviction before the sentence was
    imposed.      The panel concluded that the error was not
    harmless. The panel wrote that two additional procedural
    defects warrant remand: the district court appears to have
    been uncertain of its responsibilities under § 851 as the
    sentencing hearing unfolded, and it is unclear whether the
    district court used the appropriate standard when ruling on
    the merits of the § 851 issues.
    The panel held that the district court did not violate the
    defendant’s constitutional rights by applying an upward
    adjustment under U.S.S.G. § 3B1.1 without submitting to a
    jury the issue of whether the defendant was a leader of
    criminal activity, nor clearly err in denying the defendant a
    downward adjustment under U.S.S.G. § 3E1.1(a) for
    acceptance of responsibility.
    COUNSEL
    Jack J. Boltax (argued), Law Office of Jack J. Boltax, San
    Diego, California; Leif Harrison Kleven, Law Office of Leif
    Kleven, San Diego, California; for Defendant-Appellant.
    Mark R. Rehe (argued), Assistant United States Attorney;
    Laura E. Duffy, United States Attorney; Peter Ko, Assistant
    United States Attorney, Chief, Appellate Section, Criminal
    Division; United States Attorney’s Office, San Diego,
    California; for Plaintiff-Appellee.
    4             UNITED STATES V. RODRIGUEZ
    OPINION
    FRIEDMAN, District Judge:
    Robert Rodriguez appeals from his conviction after a
    jury trial on three drug-related charges: (1) conspiracy to
    distribute methamphetamine, in violation of 
    21 U.S.C. §§ 841
    (a)(1),     846;    (2)    conspiracy      to    import
    methamphetamine, in violation of 
    21 U.S.C. § 952
    ; and (3)
    distribution of methamphetamine, in violation of 
    21 U.S.C. § 841
    (a)(1), and his sentence of 600 months in prison,
    followed by a lifetime of supervised release. He argues that
    the district court erred because it applied the incorrect
    standard of review when deciding his motion to suppress and
    that the government’s wiretap application did not include a
    full and complete statement of facts as required by 
    18 U.S.C. § 2518
    (1)(c). Rodriguez also argues that the district court
    erred when it (1) enhanced Rodriguez’s sentence under 
    21 U.S.C. § 851
     after finding three prior convictions,
    (2) applied an organizer/leader upward adjustment under
    United States Sentencing Guidelines (U.S.S.G.) § 3B1.1,
    and (3) denied a downward adjustment for acceptance of
    responsibility under U.S.S.G. § 3E1.1. He also maintains
    that his sentence of 600 months is substantively
    unreasonable.
    We have jurisdiction under 
    28 U.S.C. § 1291
    ; we affirm
    Rodriguez’s conviction, vacate his sentence, and remand for
    resentencing.
    I. FACTUAL AND PROCEDURAL BACKGROUND
    This case arises from an investigation in North San
    Diego County called “Operation Corridor,” in which state
    and federal officers jointly investigated extortion and drug
    UNITED STATES V. RODRIGUEZ                  5
    trafficking by local street gangs and the Mexican Mafia, the
    largest prison gang in the United States. The Mexican Mafia
    is a violent organization that requires street gangs to pay
    “taxes” in the form of cash, drugs, or other property. If a
    gang pays the “tax,” the Mexican Mafia will allow that gang
    to operate in and sell drugs in their neighborhoods. Those
    who do not pay taxes experience robbery and violence at the
    hands of Mexican Mafia members and its associates.
    Rodriguez is a self-identified member of the Tri-City
    Thunder Hills Gang, which law enforcement officers
    believed was closely associated with and “answered to” the
    Mexican Mafia. Rodriguez also led a conspiracy involving
    the importation of methamphetamine from Mexico and its
    distribution in San Diego County and in South Carolina.
    Rodriguez’s associates included, among others, his wife
    Carrie Brown-Rodriguez and his codefendant at trial, Travis
    Job. Rodriguez hired Job to “cut” methamphetamine, a
    process by which another product is added to pure
    methamphetamine to increase its weight and thus increase
    the quantity available for resale.
    Seeking to gain more information about Rodriguez’s
    operation and his association with the Mexican Mafia, law
    enforcement officers applied for authorization to wiretap
    Rodriguez’s phone, along with the phones of three other
    individuals suspected of working with the Mexican Mafia or
    distributing drugs. Officer John McKean submitted a 43-
    page affidavit in support of his application for electronic
    surveillance. Law enforcement officers later submitted a
    second wiretap application, requesting wiretaps for two
    phone numbers listed to Carrie Brown-Rodriguez and used
    by Rodriguez. Officer McKean submitted a 40-page
    affidavit in support of the second application. The district
    court authorized both wiretaps. At the time the government
    6              UNITED STATES V. RODRIGUEZ
    applied for these wiretaps, Rodriguez was subject to a Fourth
    Amendment search waiver as a condition of parole in an
    unrelated case. This fact was not included in either affidavit.
    The record does not contain the exact language of
    Rodriguez’s Fourth Amendment search waiver.
    A grand jury indicted Rodriguez on three counts:
    (1) conspiracy to distribute methamphetamine, in violation
    of 
    21 U.S.C. §§ 841
    (a)(1), 846; (2) conspiracy to import
    methamphetamine, in violation of 
    21 U.S.C. § 952
    ; and
    (3) distribution of methamphetamine, in violation of
    
    21 U.S.C. § 841
    (a)(1). Before trial, the government filed an
    information pursuant to 
    21 U.S.C. § 851
     seeking enhanced
    penalties, including a 20-year mandatory minimum, because
    Rodriguez committed the offenses for which he was indicted
    after three prior felony convictions. Rodriguez filed a
    motion to suppress the wiretap evidence, which the district
    court denied following a suppression hearing. A jury
    convicted Rodriguez on all counts.
    At sentencing, the district court calculated Rodriguez’s
    guidelines sentencing range by applying a two-level increase
    to Rodriguez’s base offense level for the importation of
    methamphetamine under U.S.S.G. § 2D1.1(b)(5), which
    Rodriguez does not contest, and a four-level upward
    adjustment based on the conclusion that he was the manager,
    leader, or recruiter of a criminal activity under U.S.S.G.
    § 3B1.1(a). The district court denied Rodriguez’s request
    for a two-level downward adjustment for acceptance of
    responsibility under U.S.S.G. § 3E1.1. The court also
    concluded that Rodriguez was subject to a 20-year
    mandatory minimum under 
    21 U.S.C. § 851
    .                After
    calculating a guidelines sentencing range of 360 months to
    life, the district court sentenced Rodriguez to 600 months in
    prison and supervised release for life.
    UNITED STATES V. RODRIGUEZ                   7
    II. WIRETAP AFFIDAVIT ISSUES
    A. Standard of Review for Motions to Suppress
    Wiretap Evidence
    Title III of the Omnibus Crime Control and Safe
    Streets Act allows law enforcement officers to use
    wiretapping in limited situations.          See 
    18 U.S.C. §§ 2510
    –2522. “To obtain a wiretap, a law enforcement
    official must apply to a [U.S. District Court] judge for an
    order permitting the surveillance.” United States v.
    Carneiro, 
    861 F.2d 1171
    , 1176 (9th Cir. 1988) (citing
    
    18 U.S.C. § 2518
    (1)). Each wiretap application must meet
    several statutory requirements. 
    18 U.S.C. § 2518
    (1). One
    of those requirements dictates that each application include
    a “full and complete statement as to whether or not other
    investigative procedures have been tried and failed or why
    they reasonably appear to be unlikely to succeed if tried or
    to be too dangerous.” § 2518(1)(c). A law enforcement
    officer typically includes this statement of facts in a sworn
    affidavit in support of the wiretap application. See United
    States v. Christie, 
    825 F.3d 1048
    , 1066 (9th Cir. 2016). The
    issuing judge may conclude that the application satisfies the
    necessity requirement if he or she determines that “normal
    investigative procedures have been tried and have failed or
    reasonably appear to be unlikely to succeed if tried or to be
    too dangerous.” 
    18 U.S.C. § 2518
    (3)(c); see Christie, 825
    F.3d at 1066. “Taken together, §§ 2518(1)(c) and (3)(c)
    require a showing of necessity before a district court can
    issue a wiretap order.” Carneiro, 
    861 F.2d at 1176
    . The
    wiretap statute also includes its own exclusionary rule,
    requiring suppression of wiretap evidence that the
    government obtains in violation of Title III. 
    18 U.S.C. § 2515
    ; see United States v. Giordano, 
    416 U.S. 505
    , 524–
    25 (1974). A different district court judge must decide any
    8              UNITED STATES V. RODRIGUEZ
    motion to suppress wiretap evidence, creating a second level
    of review in the district court.
    On appeal, Rodriguez argues that the district court erred
    by deciding his motion to suppress under an abuse of
    discretion standard and improperly deferring to the issuing
    judge, rather than conducting its own independent review of
    whether the wiretap affidavits contained a full and complete
    statement of facts sufficient to satisfy 
    18 U.S.C. § 2518
    (1)(c).
    1. Proper Standard for District Court Considering a
    Motion to Suppress Wiretap Evidence
    When we review a district court’s decision on a motion
    to suppress wiretap evidence, we determine de novo whether
    the information in an affiant’s application for a wiretap
    amounts to “a full and complete statement as to whether or
    not other investigative procedures have been tried and failed
    or why they reasonably appear to be unlikely to succeed if
    tried or to be too dangerous.” Christie, 825 F.3d at 1066
    (quoting 
    18 U.S.C. § 2518
    (1)(c)). If the wiretap application
    meets the requirements of § 2518(1)(c), then the Court
    reviews for abuse of discretion the issuing court’s finding
    that the wiretap was necessary under § 2518(3)(c) and its
    decision to grant the wiretap. Id.; see also United States v.
    Lynch, 
    437 F.3d 902
    , 912 (9th Cir. 2006) (en banc); United
    States v. Canales Gomez, 
    358 F.3d 1221
    , 1225 (9th Cir.
    2004). We, however, have not explicitly stated whether a
    district court must apply this same two-step approach when
    considering a motion to suppress wiretap evidence. Some
    district court judges in the Ninth Circuit have reviewed
    wiretap orders issued by another district court judge solely
    under an abuse of discretion standard. See, e.g., United
    States v. Ai Le, 
    255 F. Supp. 2d 1132
    , 1134 (E.D. Cal. 2003);
    United States v. Sotelo, No. 13cr4514-BEN, 2015 WL
    UNITED STATES V. RODRIGUEZ                   9
    468397, *4 (S.D. Cal. Feb. 3, 2015). Other district court
    judges have adopted this Court’s two-step approach when
    deciding a motion to suppress wiretap evidence. See, e.g.,
    United States v. Alvarez, No. 14-cr-00120-EMC-1, 
    2016 WL 69901
    , *6–10 (N.D. Cal. Jan. 6, 2016); United States v. Yim,
    No. CR11-131MJP, 
    2012 WL 395791
    , *5 (W.D. Wash. Feb.
    7, 2012). The district court judge in this case applied only
    an abuse of discretion standard when he ruled on the motion
    at the suppression hearing.
    We conclude that district courts should apply the Ninth
    Circuit’s two-step approach when considering a motion to
    suppress wiretap evidence. Therefore, a reviewing district
    court judge must review de novo whether the application for
    a wiretap contains a full and complete statement as to
    whether or not other investigative procedures have been tried
    and failed or why they reasonably appear to be unlikely to
    succeed if tried or to be too dangerous. Christie, 825 F.3d at
    1066 (citing United States v. Rivera, 
    527 F.3d 891
    , 898 (9th
    Cir. 2008)). If the wiretap application meets these
    requirements of 
    18 U.S.C. § 2518
    (1)(c), then the district
    court judge should review for “abuse of discretion the
    issuing judge’s conclusion that the wiretap was necessary.”
    Rivera, 
    527 F.3d at
    898 (citing Lynch, 
    437 F.3d at 912
    ); see
    also Christie, 825 F.3d at 1066. In other words, the district
    court reviews de novo whether a full and complete statement
    of facts was submitted to the issuing judge under
    § 2518(1)(c), but “review[s] the issuing court’s ultimate
    decision to authorize a wiretap [under § 2518(3)(c)] for an
    abuse of discretion.” United States v. Gonzalez, Inc., 
    412 F.3d 1102
    , 1111–12 (9th Cir. 2005); see also Lynch, 
    437 F.3d at 912
    .
    A de novo review of whether the affidavit includes a full
    and complete statement of facts is critical at the motion to
    10             UNITED STATES V. RODRIGUEZ
    suppress stage. A hearing on a motion to suppress is the first
    time when the necessity determination is reviewed in an
    adversarial proceeding, with defense counsel having his or
    her first opportunity to challenge the factual underpinnings
    of the issuing judge’s finding of necessity and the steps law
    enforcement officers took or failed to take before seeking
    authorization for wiretapping. The reviewing district court
    judge sits in the best position for such a fact-intensive
    inquiry. This de novo review would also provide a fuller
    record for appellate review, where any factual findings
    would be reviewed for clear error. Gonzalez, Inc., 
    412 F.3d at 1115
    . Our conclusion is also consistent with our
    precedent, approving of district court judges who conduct an
    independent review of whether wiretap affidavits satisfy 
    18 U.S.C. § 2518
    (1)(c). See United States v. Reed, 
    575 F.3d 900
    , 907 (9th Cir. 2009); Carneiro, 
    861 F.2d at 1176
    .
    In this case, as we have noted, the district court judge
    applied an abuse of discretion standard to both
    determinations made by the issuing judge — whether the
    affidavit contained a full and complete statement of facts
    under 
    18 U.S.C. § 2518
    (1)(c), and the ultimate decision that
    it was necessary to authorize the wiretap under § 2518(3)(c).
    Although we conclude this was error, we need not reverse
    on this ground because we must do our own de novo review
    of the statement of facts under 
    18 U.S.C. § 2518
    (1)(c).
    2. District Court’s Review Limited to Information in
    the Affidavit
    Before reviewing the affidavits, we address an additional
    problem with the way in which the district court applied the
    abuse of discretion standard in this case — considering
    evidence beyond the supporting affidavits.             At the
    suppression hearing, the district court specifically noted that
    the two judges who approved the wiretap applications
    UNITED STATES V. RODRIGUEZ                         11
    involved in this investigation had “half a century of judicial
    experience between them,” and that they had “reviewed
    hundreds of wiretap applications in their careers.” In
    response to Rodriguez’s request for an independent review
    of the affidavits, the district court stated that it could not
    ignore the fact that two other judges had reviewed the
    wiretap applications and that it could not look at the
    affidavits “with a fresh face as if, in fact, this was all in a
    vacuum.” The district court cited no evidence from the
    affidavits themselves at the hearing. Instead, it focused on
    the fact that other judges had reviewed the wiretap
    applications and deferred to them. This was error.
    When deciding a motion to suppress evidence, the
    district court must examine each wiretap application
    separately and may look only to information in the relevant
    affidavit to determine whether it contains a full and complete
    statement of facts under § 2518(1)(c). See Carneiro, 
    861 F.2d at 1176
    . “Each wiretap application, standing alone,
    must satisfy the necessity requirement.” 
    Id.
     (emphasis in
    original). On that basis, the reviewing judge must decide
    first whether the statement of facts in each affidavit was
    sufficient under § 2518(1)(c), and then whether the issuing
    judge abused her discretion in finding necessity and issuing
    the wiretap order. 1
    1
    This rule applies unless the defendant alleges that the wiretap
    application contains material misstatements or inaccuracies. As noted in
    our prior opinions, “[i]f an application contains inaccuracies or
    significant omissions, the court must determine the facts relying on
    credible evidence produced at the suppression hearing to determine
    whether a ‘reasonable [issuing] judge could have denied the application
    because necessity for the wiretap had not been shown.’” United States
    v. Blackmon, 
    273 F.3d 1204
    , 1209 (9th Cir. 2001) (citing United States
    12               UNITED STATES V. RODRIGUEZ
    Although we conclude that the district court judge
    impermissibly reviewed the wiretap orders under only an
    abuse of discretion standard and considered evidence
    beyond the statements in the affidavits, we decline to remand
    the case in order to have the district court conduct a de novo
    review of the statement of facts set forth in the affidavits.
    Because we must conduct that same inquiry on appeal, a
    remand to the district court would be superfluous.
    B. General Challenges to the Wiretap Affidavits
    Before turning to our de novo review of each wiretap
    affidavit, we first consider two general arguments that
    Rodriguez makes regarding the necessity requirement itself.
    First, Rodriguez argues that there was insufficient evidence
    in the affidavits of particularized necessity, that is, necessity
    with respect to him alone. He contends that any affidavit
    must show particularized necessity as to him and that any
    statements pertaining to the Mexican Mafia, other members
    of the conspiracy, or the conspiracy in general cannot be
    used to establish necessity for the wiretap.
    We have said that an affidavit must include “specific
    facts relevant to the particular circumstances” of the case and
    not just boilerplate conclusions. United States v. Blackmon,
    
    273 F.3d 1204
    , 1210 (9th Cir. 2001). Under this reasoning,
    statements pertaining to the conspiracy in general can be
    used to show why an investigative technique would be too
    dangerous or unproductive in regard to all of the target
    subjects listed in a single wiretap application, so long as they
    are supported by facts specific to the case. While the “the
    v. Ippolito, 
    774 F.2d 1482
    , 1486 (9th Cir. 1985)); see also Carneiro, 
    861 F.2d at 1176
    . Here, Rodriguez only alleged that the facts submitted in
    the affidavit did not establish necessity under 
    18 U.S.C. § 2518
    (1)(c).
    UNITED STATES V. RODRIGUEZ                   13
    government is not free to transfer a statutory showing of
    necessity from one [wiretap] application to another — even
    within the same investigation,” that is not what happened
    here. Gonzalez, Inc., 
    412 F.3d at 1115
    . Officer McKean
    appropriately explained in the affidavits why certain
    techniques would be unproductive or too dangerous in
    regard to all of the target subjects, including Rodriguez, due
    to alleged associations with the Mexican Mafia. That is
    sufficient under our precedent.
    In further support for this conclusion, we note that
    “[i]nvestigations of criminal conspiracies present unique law
    enforcement problems and pose a greater threat to society
    than individual action toward the same end.” Canales
    Gomez, 
    358 F.3d at 1226
     (citation and internal quotation
    marks omitted). Thus, the “government is entitled to more
    leeway in its investigative methods when it pursues a
    conspiracy.” United States v. McGuire, 
    307 F.3d 1192
    , 1198
    (9th Cir. 2002). Citing the first affidavit, Rodriguez begins
    by disputing that the government was even investigating a
    conspiracy and sought to identify unknown individuals in
    that conspiracy; he asserts that the investigation’s true
    purpose was to “develop information regarding
    [Rodriguez’s] distribution of drugs.” From the affidavits,
    however, it is clear that the government sought a wiretap for
    Rodriguez’s phone to understand his role in a larger
    extortion and drug conspiracy associated with the Mexican
    Mafia. The first affidavit, for example, states that the
    wiretap is necessary to “develop information regarding
    [Rodriguez’s] distribution of drugs” and “to determin[e]
    whether the Tri-City Hills gang [of which Rodriguez was a
    member] is collecting and/or paying taxes to various
    Mexican Mafia associates like similarly situated gangs.”
    Contrary to the particularity argument Rodriguez makes
    here, “[t]he necessity for the wiretap is evaluated in light of
    14               UNITED STATES V. RODRIGUEZ
    the government’s need not merely to collect some evidence,
    but to develop an effective case against those involved in the
    conspiracy.” United States v. Decoud, 
    456 F.3d 996
    , 1007
    (9th Cir. 2006) (citation and internal quotation marks
    omitted). Given the “leeway” we give the government when
    it is investigating a conspiracy, Canales Gomez, 
    358 F.3d at 1226
    , we may consider general statements about the
    conspiracy so long as they are specific to the case and are
    not impermissible boilerplate conclusions about the inherent
    limitations of a particular investigative technique.
    Second, Rodriguez contends that this Court cannot
    conclude that the affidavits contain a full and complete
    statement of facts because the affidavits did not include the
    fact that Rodriguez was subject to a Fourth Amendment
    search waiver. 2 As a preliminary matter, we note that
    Rodriguez has not sufficiently established in the record that
    the government was aware that Rodriguez was subject to a
    search waiver when it submitted the wiretap applications to
    the issuing judge. Rodriguez simply argues that the
    government must have been aware of the search waiver
    because the police conducted a physical search of his
    residence, pursuant to the waiver, nearly two months after
    the police submitted the wiretap applications.
    2
    As previously noted, the record does not contain the exact language
    of Rodriguez’s Fourth Amendment search waiver. These search waivers
    are commonly included as a condition for probation and require the
    individual to subject his person, property, and residence to search and
    seizure without the standard level of cause. See United States v. Lara,
    
    815 F.3d 605
    , 607 (9th Cir. 2016). We note, however, that the exact
    language used in search waivers is not uniform and varies depending on
    the probation condition.
    UNITED STATES V. RODRIGUEZ                          15
    A search waiver is relevant to the necessity
    determination under 
    18 U.S.C. § 2518
    (1)(c) because the
    waiver allows law enforcement officers to conduct a more
    extensive search than a search pursuant to a search warrant,
    which would be limited in scope and particularity. The
    government argues, however, that knowledge of the Fourth
    Amendment search waiver would not have affected the
    issuing judge’s determination here because the affidavit
    already explained that any searches would have been
    impractical and largely unproductive. See United States v.
    Ippolito, 
    774 F.2d 1482
    , 1485–86 (9th Cir. 1985). This
    rationale, the government argues, extends to searches
    pursuant to Fourth Amendment search waivers where the
    same type of limited evidence would have been discovered.
    We agree.
    In the context of this case, the government sought
    evidence to identify and prove relationships between certain
    subjects and determine the extent of the subjects’
    involvement with the Mexican Mafia. The affidavits explain
    that this type of evidence is “rarely ‘stored’ in locations that
    can be searched or even kept in a tangible form capable of
    being physically seized.” Because it follows that a search
    conducted pursuant to a Fourth Amendment search waiver
    would have been similarly unproductive, the omission of the
    search waiver from the statement of facts does not tip the
    balance and lead to a conclusion that the affidavits did not
    include a full and complete statement of facts under 
    18 U.S.C. § 2518
    (1)(c) or that the issuing judge abused her
    discretion in issuing the wiretap orders. 3
    3
    Although the search waiver and a potential search warrant are
    equivalent in terms of necessity for a wiretap application here, that may
    16               UNITED STATES V. RODRIGUEZ
    C. Statutory Requirement of Necessity
    As noted, in reviewing a district court’s decision on a
    motion to suppress wiretap evidence, we review de novo
    whether the application for the wiretap contained “a full and
    complete statement as to whether or not other investigative
    procedures have been tried and failed or why they
    reasonably appear to be unlikely to succeed if tried or to be
    too dangerous.” 
    18 U.S.C. § 2518
    (1)(c); see Christie, 825
    F.3d at 1066; Rivera, 
    527 F.3d at 898
    . The application must
    include more than “boilerplate conclusions that merely
    describe inherent limitations of normal investigative
    procedures.” Christie, 825 F.3d at 1068 (citing Blackmon,
    
    273 F.3d at 1210
    ). If the wiretap application meets the
    requirements of 
    18 U.S.C. § 2518
    (1)(c), we then review the
    decision to authorize the wiretap for abuse of discretion. 
    Id. at 1066
    . We review each wiretap independently. Gonzalez,
    Inc., 
    412 F.3d at 1115
    .
    1. Whether the Affidavits Contain a Full and Compete
    Statement of Facts
    We first turn to a de novo review of the statements in the
    wiretap affidavits purporting to show necessity under 
    18 U.S.C. § 2518
    (1)(c). Each affidavit includes information
    about confidential sources, undercover officers, physical
    surveillance, stationary surveillance, pen registers, toll
    analysis, grand jury subpoenas, trash searches, search
    warrants, interviews with associates, mail covers, and
    vehicle tracking devices. The second affidavit is not an
    impermissible “carbon copy” of the first, Blackmon, 273
    not always be the case. Here, law enforcement officers sought evidence
    that would likely not be produced from a search pursuant to a search
    warrant or a search waiver.
    UNITED STATES V. RODRIGUEZ                   17
    F.3d at 1208, because it explains the developments in the
    case since the authorization of the first wiretap and the need
    for new wiretaps on phone numbers listed to Carrie Brown-
    Rodriguez. Specifically, law enforcement officers sought a
    wiretap for phone numbers associated with Rodriguez’s wife
    because Rodriguez was no longer using the phone that was
    wiretapped as a result of the first wiretap authorization.
    The affidavits contain some boilerplate conclusions as to
    the effectiveness of certain techniques, particularly
    regarding pen registers, pole cameras, grand jury subpoenas,
    search warrants, and interviews with associates and targets.
    For example, the second affidavit explains that search
    warrants would be unproductive because the “execution of
    such search warrants would likely cause certain Target
    Subjects to cease use of their respective telephones and take
    additional steps to conceal their activities.”           Some
    boilerplate language, however, is not fatal as we evaluate
    “‘the level of detail in the affidavit as a whole,’ rather than
    piecemeal.” Christie, 825 F.3d at 1068 (quoting Rivera, 
    527 F.3d at 899
    ) (emphasis in original).
    Each affidavit includes information on why a particular
    technique would not be effective in this particular
    investigation. Both affidavits explain that the effectiveness
    of undercover agents, confidential sources, interviews, and
    grand jury subpoenas is limited due to the extreme violence
    that the Mexican Mafia uses in its everyday operation. The
    first affidavit notes that the Mexican Mafia “ruthlessly
    punishes law enforcement cooperators,” and the
    organization’s reputation “has caused and will continue to
    cause potential cooperators . . . to resist recruitment by law
    enforcement.” As noted above, Rodriguez asserts that these
    explanations cannot be used to show necessity as to him. In
    United States v. McGuire, however, we accepted an affidavit
    18             UNITED STATES V. RODRIGUEZ
    with similar explanations regarding a “close-knit” group
    with a “known violent propensity.” 
    307 F.3d at 1197
    . Here,
    it is logical to conclude that these statements may extend to
    Rodriguez as a gang member allegedly associated with the
    Mexican Mafia.
    In regard to undercover agents, both affidavits explain
    that the insular and violent nature of the Mexican Mafia and
    its associated street gangs would make the insertion of an
    undercover agent into this investigation unproductive or too
    dangerous. The first affidavit notes that it would not be
    possible to create an undercover identity “that includes
    serving time in prison, because, any claim of prison time
    would be rapidly disproved by the Mexican Mafia’s inmate
    network.” Both affidavits note that the Mexican Mafia relies
    on its 200 members and street gang members who “are from
    the same neighborhoods and often grow up together.” The
    Mexican Mafia members and its associated street gangs rely
    on close connections of individuals they already know,
    which sufficiently explains why the use of undercover agents
    would not be a successful investigative technique. Although
    Rodriguez asserts that these statements offer no information
    on why the government could not use an undercover agent
    in the investigation of him, as we noted above, it is fair to
    infer that these statements are relevant to Rodriguez, among
    others, because the government was investigating his
    association with the Mexican Mafia.
    With respect to stationary surveillance, the first affidavit
    explains that pole cameras would not be productive because
    Rodriguez lives in a community apartment building.
    Rodriguez argues that this “blanket assertion” that the value
    of stationary surveillance would be limited because
    Rodriguez lived in an apartment building is insufficient. We
    disagree. Rodriguez incorrectly states that the first affidavit
    UNITED STATES V. RODRIGUEZ                   19
    includes no information about the “layout of the apartment
    building that would make stationary surveillance
    impractical.” The first affidavit notes that pole cameras
    could not be installed in any location that could observe
    Rodriguez’s apartment, and that agents therefore would be
    unable to differentiate individuals visiting Rodriguez from
    those who are “visiting or returning to other apartments in
    the building.” The second affidavit explains that agents
    placed pole cameras outside two residences associated with
    Rodriguez and Brown-Rodriguez other than the apartment
    listed in the first affidavit. The affidavit states that while
    these cameras would be helpful to see if any of the target
    subjects visit those residences, they would provide no
    information about the substance of any communications
    between target subjects regarding criminal activity.
    Rodriguez also contends that because law enforcement
    officers did not attempt trash searches, the government has
    not established necessity. We, however, do not require law
    enforcement officers to “exhaust every conceivable
    alternative before obtaining a wiretap.” Christie, 825 F.3d
    at 1068 (citing Rivera, 
    527 F.3d at 903
    ). The affidavit need
    only explain why a particular investigative procedure
    reasonably appears “unlikely to succeed.” 
    18 U.S.C. § 2518
    (1)(c). The first affidavit adequately explains that
    trash searches would be unproductive because Rodriguez
    lives in an apartment building, and law enforcement officers
    would not be able to separate his trash from the trash of other
    residents. Similarly, the second affidavit states that trash
    searches would be unlikely to produce the kinds of evidence
    sought in this investigation, such as “the disposition of tax
    proceeds collected from gang members,” “the manner and
    timing of the importation of narcotics,” and “the location of
    additional stash houses.”
    20             UNITED STATES V. RODRIGUEZ
    According to Rodriguez, the first affidavit also
    insufficiently explains the need for a wiretap in light of the
    success in the investigation through a confidential source
    (“CS-1”). The first affidavit shows that CS-1 was successful
    in providing the government with information on Rodriguez
    and other subjects through controlled buys during the first
    two months of the investigation. We, however, have
    acknowledged that “the mere attainment of some degree of
    success during law enforcement’s use of traditional
    investigative methods does not alone serve to extinguish the
    need for a wiretap.” United States v. Bennett, 
    219 F.3d 1117
    ,
    1122 (9th Cir. 2000). The first affidavit also explains that
    the evidence that CS-1 could provide was limited because he
    could not inquire about Rodriguez’s relationship to other
    subjects “without raising suspicion,” and perhaps putting
    himself at great risk. See Canales Gomez, 
    358 F.3d at 1226
    (quoting United States v. Bernal-Obseo, 
    989 F.2d 331
    , 333
    (9th Cir. 1993)) (“[T]he use of informants to investigate and
    prosecute persons engaged in clandestine criminal activity is
    fraught with peril.”).
    The second affidavit states that CS-1 is no longer an
    available source because he was involved in unsanctioned
    illegal activity. These explanations do not explicitly “recite
    the inherent limitations of using confidential informants” but
    explain “in reasonable detail why each confidential source
    . . . was unable or unlikely to succeed in achieving the goals
    of the [particular] investigation.” See Rivera, 
    527 F.3d at 899
    . They are more than sufficient.
    Based on a de novo review of both affidavits, we
    conclude that they adequately explained why the
    interception of wire communications was necessary to
    investigate this conspiracy and the target subjects, and that
    they contained a full and complete statement of facts to
    UNITED STATES V. RODRIGUEZ                  21
    establish necessity under 
    18 U.S.C. § 2518
    (1)(c).         See
    Canales Gomez, 
    358 F.3d at 1225
    .
    2. Whether the Wiretaps Were Necessary
    We turn next to the question of whether the issuing judge
    appropriately determined “on the basis of the facts submitted
    by the applicant [in the affidavits] that . . . normal
    investigative procedures have been tried and have failed or
    reasonably appear to be unlikely to succeed if tried or to be
    too dangerous.” 
    18 U.S.C. § 2518
    (3)(c). As we have said,
    we review for an abuse of discretion the issuing judge’s
    decision to issue the wiretap order once she has found that
    the wiretap was necessary in the circumstances. Lynch, 
    437 F.3d at 912
    ; Canales Gomez, 
    358 F.3d at 1225
    .
    In undertaking this review, we use “a ‘common sense
    approach’ to evaluate the reasonableness of the
    government’s good faith efforts to use traditional
    investigative tactics or its decision to forego such tactics
    based on the unlikelihood of their success.” Christie, 825
    F.3d at 1068 (quoting Gonzalez, Inc., 
    412 F.3d at 1112
    ).
    Rodriguez argues that individual subjects were not
    surveilled long enough to justify a finding of necessity for
    the wiretaps. The government applied for the first wiretap
    after two and a half months of investigation. We have never
    stated a minimum number of days of investigation required
    before the government may apply for a wiretap
    authorization, but the length of the investigation is a factor
    in the analysis. Given the wide range of traditional
    techniques used in the first two months of investigation, it
    does not appear in this case that the government sought “‘to
    use the wiretap as the initial step’ in its investigation.”
    Christie, 825 F.3d at 1068 (citing Rivera, 
    527 F.3d at 902
    ).
    22             UNITED STATES V. RODRIGUEZ
    We have always accorded the issuing judge
    “considerable discretion in finding necessity, particularly
    when the case involves the investigation of a conspiracy,”
    Reed, 
    575 F.3d at 909
    , so our standard of review is
    deferential, McGuire, 
    307 F.3d at 1197
    . The affidavits here
    show that the government used a range of traditional
    techniques including confidential sources, pen registers,
    physical surveillance, and grand jury subpoenas before
    seeking authorization for electronic surveillance. The
    affidavits also explain why other techniques such as search
    warrants, undercover agents, trash searches, stationary
    surveillance, and interviews with witnesses would be
    unproductive or dangerous given specific facts about the
    Mexican Mafia and the particular case. In this case, law
    enforcement officers specifically sought to gain evidence
    and knowledge of how the Mexican Mafia and associated
    gangs were operating through extortion and drug trafficking.
    In addition, we have “consistently upheld findings of
    necessity where traditional investigative techniques lead
    only to apprehension and prosecution of the main
    conspirators, but not to apprehension and prosecution of . . .
    other satellite conspirators.” Rivera, 
    527 F.3d at
    902 (citing
    McGuire, 
    307 F.3d at 1198
    ).
    After reviewing the factual statements in the affidavits,
    which include the purpose of the investigation and the
    information sought, we cannot say that the issuing judge
    abused her discretion in finding necessity in the
    circumstances presented here.
    III. SENTENCING ISSUES
    A. Sentencing Enhancement under 
    21 U.S.C. § 851
    Rodriguez makes two arguments to attack his sentence
    enhancement under 
    21 U.S.C. § 851
    . First, he contends that
    UNITED STATES V. RODRIGUEZ                  23
    the statutory scheme under § 851 violates Rodriguez’s Sixth
    Amendment right to a jury trial. Second, he argues that the
    district court erred in applying the sentencing enhancement
    because the government failed to prove his identity in the
    three prior convictions that were the basis for the
    enhancement.
    Rodriguez’s first argument lacks merit. Relying on
    Alleyne v. United States, Rodriguez argues that the sentence
    enhancement scheme under § 851, which increases an
    individual’s mandatory minimum sentence, violates the
    Sixth Amendment because “facts that increase mandatory
    minimum sentences must be submitted to the jury.” 
    133 S. Ct. 2151
    , 2163 (2013).          The Supreme Court in
    Almendarez-Torres v. United States held that the fact of a
    prior conviction used to enhance a sentence is a sentencing
    factor and not an element of the offense that must be decided
    by a jury. 
    523 U.S. 224
    , 247 (1998). We have “repeatedly
    held . . . that Almendarez-Torres is binding unless it is
    expressly overruled by the Supreme Court.” United States
    v. Leyva-Martinez, 
    632 F.3d 568
    , 569 (9th Cir. 2011); see
    also United States v. Vallejos, 
    742 F.3d 902
    , 906 (9th Cir.
    2014). We therefore conclude that the district court’s
    application of § 851 to enhance Rodriguez’s sentence did not
    violate his Sixth Amendment rights.
    Rodriguez’s second argument requires fuller discussion.
    A grand jury indicted Rodriguez for violating 
    21 U.S.C. § 841
    (a)(1). Section 841 allows the government to seek
    increased penalties if the individual commits the violation
    after a prior felony drug conviction has become final. 
    21 U.S.C. § 841
    (b)(1)(A)(viii). Pursuant to the procedures set
    forth in § 851, the government filed an information seeking
    enhanced penalties to increase Rodriguez’s potential
    mandatory minimum from 10 years to 20 years. § 851(a).
    24             UNITED STATES V. RODRIGUEZ
    Rodriguez filed a written response challenging the prior
    convictions on the grounds that (1) the statutory scheme
    under 
    21 U.S.C. § 851
     is unconstitutional, and (2) two of the
    three prior convictions were not controlled-substance
    offenses that could serve as a basis for the enhancement —
    an issue he does not raise on appeal.
    At a hearing before sentencing, the government
    presented certified copies of three prior convictions to
    support the sentence enhancement under § 851. After the
    prosecution finished presenting its evidence of the prior
    convictions, Rodriguez’s counsel raised a new argument that
    there was “[n]othing to show that [his] client is the individual
    who is listed here as Robert Rodriguez in these documents.”
    In other words, he argued that the government failed to prove
    with sufficient evidence that he was the “Robert Rodriguez”
    named in the convictions. After the government noted that
    this argument was not included in Rodriguez’s written
    response, the district court asked defense counsel if “as an
    officer of the court” he had “a good faith belief that these
    [were] not [his] client’s convictions.” Defense counsel
    responded that he would prefer not to answer unless ordered
    to do so by the court. After the district court ordered him to
    respond, defense counsel said, “I believe these are my
    client’s convictions.” Significantly, the district court made
    no such inquiry personally of Rodriguez. After further
    discussion, the district court concluded that the certified
    copies of the convictions proffered by the government were
    “reasonably reliable information that these are convictions
    suffered by the defendant,” and that the government had met
    its burden of proving the prior convictions under § 851.
    To seek an enhanced penalty, the government must file,
    before trial or before the entry of a plea, a written
    information stating “the previous convictions to be relied
    UNITED STATES V. RODRIGUEZ                   25
    upon.” 
    21 U.S.C. § 851
    (a)(1). The government did so in
    this case. At some point before the sentence is imposed, the
    district court must address the defendant personally and
    (1) “inquire of the person with respect to whom the
    information was filed whether he affirms or denies that he
    has been previously convicted as alleged in the information,”
    and (2) “inform him that any challenge to a prior conviction
    which is not made before sentence is imposed may not
    thereafter be raised to attack the sentence.” § 851(b). If a
    defendant “denies any allegation of the information” or
    “claims that any conviction alleged is invalid,” he must file
    a written response, which triggers a hearing “to determine
    any issues raised by the response.” § 851(c)(1). At the
    hearing, the government has the burden of proof beyond a
    reasonable doubt on any disputed issue of fact. Id. “Any
    challenge to a prior conviction, not raised by response to the
    information” is waived unless the person can show “good
    cause” for a failure to make a timely challenge. § 851(c)(2).
    We require “strict compliance with the procedural
    aspects of section 851(b).” United States v. Hamilton, 
    208 F.3d 1165
    , 1168 (9th Cir. 2000). The § 851(b) colloquy is
    not merely a procedural requirement. It serves a functional
    purpose “to place the procedural onus on the district court to
    ensure defendants are fully aware of their rights.” United
    States v. Espinal, 
    634 F.3d 655
    , 665 (2d Cir. 2011) (quoting
    United States v. Baugham, 
    613 F.3d 291
    , 296 (D.C. Cir.
    2010)). In this case, the district court “did not follow these
    procedures meticulously.” Id. at 662. It did not ask
    Rodriguez if he affirmed or denied the prior convictions nor
    did it inform him that he had to raise any challenge to a prior
    conviction before the sentence was imposed. The district
    court thus failed to comply with § 851(b).
    26             UNITED STATES V. RODRIGUEZ
    “The general rule is clear that failure to comply with
    section 851(b) renders the sentence illegal.” United States
    v. Housley, 
    907 F.2d 920
    , 921 (9th Cir. 1990) (citation and
    internal quotation marks omitted). But “non-prejudicial
    errors in complying with the procedural requirements of
    § 851” do not automatically require reversal; they sometimes
    may be harmless. Espinal, 
    634 F.3d at 665
    ; see also United
    States v. Severino, 
    316 F.3d 939
    , 948 (9th Cir. 2003) (en
    banc) (concluding that the district court’s failure to give a
    § 851(b) colloquy was not plain error where the defendant
    “had no way to challenge the validity of the prior
    conviction”); Housley, 
    907 F.2d at 921
     (concluding that the
    district court’s failure to give a § 851(b) colloquy was
    harmless where the defendant was barred from challenging
    the validity of the convictions due to § 851(e)). In this case,
    however, a combination of factors — the detailed procedures
    required by § 851, the district court’s failure to comply
    strictly with § 851 and the resulting confusion, the lack of
    clarity in the court’s ruling, and the serious impact that the
    20-year statutory mandatory minimum had on the sentence
    imposed — lead us to conclude that the error here was not
    harmless.
    The § 851(b) colloquy notifies the defendant that he
    must include all challenges to his prior convictions in the
    written response, or he forever waives such challenges.
    § 851(b). Rodriguez filed a written response, but he did not
    explicitly deny the convictions or argue that he was not the
    individual listed in the exhibits attached to the government’s
    information. It appears that Rodriguez or his attorney made
    a tactical choice not to include his identity challenge in the
    written response, and instead raised it orally only after the
    government had concluded its presentation. We do not
    condone attempts to surprise opposing counsel with an
    argument that was not raised in submitted papers, and
    UNITED STATES V. RODRIGUEZ                    27
    Rodriguez’s choice certainly added to the confusion at the
    proceeding. Nevertheless, under the statute, Rodriguez was
    not required to affirm or deny the convictions or file a written
    response until addressed personally by the district court and
    advised of his obligation to do so and — importantly — that
    any failure to do so waived any objections. Espinal, 
    634 F.3d at
    663–65. That Rodriguez ultimately did file a written
    response does not negate the importance of a proper advisal.
    In addition to the impact on a defendant, when the court
    fails to follow the procedures in § 851(b), the government
    does not have a fair opportunity to present its best arguments
    and evidence. See id. at 666. The procedures in the statute
    anticipate that the § 851(b) colloquy and the defendant’s
    written denial of the convictions or any allegation in the
    information will occur before the government must produce
    further evidence at the hearing. Although the government
    has the burden of proving disputed facts at the hearing
    beyond a reasonable doubt, “that burden is triggered only
    where the defendant denies the prior felony and submits a
    written response raising a [disputed] factual issue.” Id. at
    664 (citing 
    21 U.S.C. § 851
    (c)).
    Two additional procedural defects warrant remand in
    this case. First, the district court appears to have been
    uncertain of its responsibilities under § 851 as the sentencing
    hearing unfolded. At one point in the proceeding, the court
    noted that the presentence investigation report set out
    Rodriguez’s prior convictions, but then conflated
    Rodriguez’s failure to object to the convictions set forth in
    the report with his separate identity challenge. The district
    court also asked “how else would we prove” these
    convictions and later questioned whether § 851 required
    testimony from individuals and whether a jury was required.
    Section 851 explicitly answers these questions. If the
    28               UNITED STATES V. RODRIGUEZ
    defendant denies any allegation in the information and files
    a written response, a “hearing shall be [held] before the court
    without a jury and either party may introduce evidence.”
    § 851(c)(1). Furthermore, a district court may find as a
    matter of fact any undisputed portion of a presentence
    investigation report under Rule 32 of the Federal Rules of
    Criminal Procedure, but that is not the same as the
    requirement that the government prove beyond a reasonable
    doubt a disputed fact, including a prior conviction under
    § 851. See Fed. R. Crim. P. 32(i)(3)(A). 4
    Second, it is unclear from the record whether the district
    court used the appropriate standard when it ultimately ruled
    on the merits of the § 851 issues and concluded that
    Rodriguez was subject to a 20-year statutory mandatory
    minimum. Initially, the district court characterized its
    inquiry as whether the documents provided by the
    government were “reasonably reliable information.” After
    further discussion with the parties, the court then stated:
    I have reasonably reliable information that
    these are convictions suffered by the
    defendant, Mr. Rodriguez. . . . Proof beyond
    a reasonable doubt does not require proof
    beyond all doubt. It is proof using common
    4
    Although 
    21 U.S.C. § 851
     does not state precisely when the district
    court must engage in the § 851(b) colloquy, it “seem[s] preferable not to
    postpone the inquiry until the scheduled sentencing date” to avoid the
    kind of confusion that occurred in this case. Espinal, 
    634 F.3d at 662
    .
    The district court may, however, hold the proceeding required by
    § 851(c) immediately before sentencing; it need not hold a separate
    hearing on a different day. See Housley, 
    907 F.2d at 921
    .
    UNITED STATES V. RODRIGUEZ                        29
    sense that, in fact, these are Mr. Rodriguez’s
    convictions. . . . I’m satisfied that, in fact, the
    government has proved that these are the
    defendant’s prior convictions. So that is my
    ruling.
    From these statements, it is unclear whether the district court
    applied the required proof beyond a reasonable doubt
    standard or a lesser “reasonable reliability” standard. 5
    The procedures detailed in § 851 are intended to provide
    clarity to all parties before a judge imposes a lengthy
    mandatory minimum sentence that substantially affects a
    defendant. As the Second Circuit has noted, “[c]onsidering
    that a ten-year sentencing enhancement turns on the outcome
    of the § 851 procedure, the failure to comply fully with the
    statute’s procedural requirements should not casually be
    deemed harmless error.” Espinal, 
    634 F.3d at 667
    . Given
    the procedural defects here — and despite the fact that
    Rodriguez’s counsel caused some of the confusion, see 
    id.
     at
    663 — we cannot say the error in this case was harmless.
    We therefore vacate Rodriguez’s sentence and remand for
    resentencing.
    B. Guidelines Sentencing Adjustments Under §§ 3B1.1
    and 3E1.1
    Although we vacate Rodriguez’s sentence for the district
    court’s failure to comply with 
    21 U.S.C. § 851
    (b), we
    5
    We decline to state whether the certified copies of conviction
    offered by the government proved beyond a reasonable doubt that
    Rodriguez suffered these convictions, although this was not a case in
    which the government produced unverified or incomplete records as
    proof of prior convictions. See Espinal, 
    634 F.3d at 660, 663
    .
    30             UNITED STATES V. RODRIGUEZ
    address Rodriguez’s other sentencing guidelines arguments
    because these issues are likely to arise again at resentencing.
    When calculating Rodriguez’s guidelines sentencing
    range, the district court applied a four-level upward
    adjustment under U.S.S.G. § 3B1.1(a) after finding that
    Rodriguez was a leader of a criminal activity. The district
    court also denied Rodriguez’s request for a two-level
    downward adjustment for acceptance of responsibility under
    U.S.S.G. § 3E1.1(a). Rodriguez first argues that a factual
    determination by a judge that Rodriguez was a leader of a
    criminal activity violates the Sixth Amendment, and that
    under Alleyne, such a fact must be proven to a jury beyond a
    reasonable doubt. 
    133 S. Ct. at 2151
    . Second, he maintains
    that the district court erred by denying a downward
    adjustment for acceptance of responsibility.
    Under U.S.S.G. § 3B1.1(a), a district court may increase
    the base offense level by four levels if the court finds that the
    “defendant was an organizer or leader of a criminal activity
    that involved five or more participants.” In United States v.
    Vallejos, we concluded that if an offense level increase under
    the U.S. Sentencing Guidelines does not affect the statutory
    maximum sentence or the mandatory minimum sentence,
    “neither Apprendi nor Alleyne v. United States is
    implicated.” 742 F.3d at 906 (citing Alleyne, 
    133 S. Ct. at 2163
    ). The organizer/leader adjustment did not affect the
    statutory maximum or mandatory minimum of Rodriguez’s
    sentence, and therefore neither Alleyne nor Apprendi require
    a jury to find that Rodriguez was an organizer or leader of a
    criminal activity. 
    Id.
     The district court did not violate
    Rodriguez’s constitutional rights by applying an upward
    adjustment under U.S.S.G. § 3B1.1(a) without submitting
    the issue to a jury.
    UNITED STATES V. RODRIGUEZ                  31
    The Sentencing Guidelines allow a two-level downward
    adjustment to an individual’s base offense level “if the
    defendant clearly demonstrates acceptance of responsibility
    for his offense.” U.S.S.G. § 3E1.1(a). “A district court’s
    decision about whether a defendant has accepted
    responsibility is a factual determination reviewed for clear
    error.” United States v. Doe, 
    778 F.3d 814
    , 821 (9th Cir.
    2015) (quoting United States v. Rosas, 
    615 F.3d 1058
    , 1066
    (9th Cir. 2010)). “The determination of the sentencing judge
    is entitled to great deference on review because of the
    sentencing judge’s unique position to evaluate a defendant’s
    acceptance of responsibility.” United States v. Nielsen, 
    371 F.3d 574
    , 582 (9th Cir. 2004) (citation and internal quotation
    marks omitted). The defendant bears the burden of
    demonstrating acceptance of responsibility, United States v.
    Osinger, 
    753 F.3d 939
    , 948 (9th Cir. 2014), and must show
    “genuine contrition for his acts,” United States v. Dhingra,
    
    371 F.3d 557
    , 568 (9th Cir. 2004). We conclude that the
    district court did not clearly err in denying the adjustment.
    The Sentencing Guidelines note that a downward
    adjustment for acceptance of responsibility generally is not
    intended to apply to a defendant, like Rodriguez, “who puts
    the government to its burden of proof at trial by denying the
    essential factual elements of guilt, is convicted, and only
    then admits guilt and expresses remorse.” U.S.S.G. § 3E1.1
    cmt. 2. But “in appropriate circumstances the [adjustment]
    is also available in cases in which the defendant manifests
    genuine contrition for his acts but nonetheless contests his
    factual guilt at trial.” United States v. Cantrell, 
    433 F.3d 1269
    , 1285 (9th Cir. 2006) (quoting United States v.
    McKinney, 
    15 F.3d 849
    , 853 (9th Cir. 1994)).
    In his presentence interview, Rodriguez expressed his
    regret for involving himself in illegal activity, and he said
    32             UNITED STATES V. RODRIGUEZ
    how difficult his incarceration had been on his family.
    Rodriguez stated that he went to trial because he was not
    made a reasonable plea offer and therefore had no other
    choice but to go to trial. Rodriguez chose not to speak at
    sentencing and provided no other statements that
    demonstrated that he had accepted responsibility for his
    actions. Although Rodriguez expressed some regret for his
    actions to the probation officer, these statements do not
    necessarily indicate that he showed genuine contrition for his
    actions, or that the district court clearly erred in denying a
    downward adjustment for acceptance of responsibility. See
    United States v. Martinez-Martinez, 
    369 F.3d 1076
    , 1090
    (9th Cir. 2004).
    C. Substantive Reasonableness of Rodriguez’s Sentence
    Rodriguez’s sentence of 600 months — or 50 years —
    may be unduly harsh, and we might reasonably question
    whether it was “greater than necessary” to further the
    purposes of the sentencing statute. 
    18 U.S.C. § 3553
    (a); see
    United States v. Crowe, 
    563 F.3d 969
    , 978 (9th Cir. 2009);
    United States v. Cherer, 
    513 F.3d 1150
    , 1159 (9th Cir.
    2008). Although Rodriguez had an extensive criminal
    history, his sentence is longer than those for many violent
    crimes. Ultimately, we need not reach Rodriguez’s
    substantive unreasonableness claim because, for the reasons
    previously discussed, we vacate the sentence and remand for
    resentencing.
    The judgment of conviction is AFFIRMED. The
    sentence is VACATED, and we REMAND for
    resentencing.
    

Document Info

Docket Number: 15-50096

Citation Numbers: 851 F.3d 931, 2017 WL 971809, 2017 U.S. App. LEXIS 4429

Judges: Tashima, Paez, Friedman

Filed Date: 3/14/2017

Precedential Status: Precedential

Modified Date: 11/5/2024

Authorities (27)

united-states-v-sedrick-roshun-decoud-jr-aka-rab-shaun-dee-merced-and , 456 F.3d 996 ( 2006 )

united-states-v-newton-james-cantrell-sr-united-states-of-america-v , 433 F.3d 1269 ( 2006 )

United States v. Rosas , 615 F.3d 1058 ( 2010 )

United States v. Giordano , 94 S. Ct. 1820 ( 1974 )

Almendarez-Torres v. United States , 118 S. Ct. 1219 ( 1998 )

United States v. Ai Le , 255 F. Supp. 2d 1132 ( 2003 )

United States v. Joseph R. Carneiro, Terry L. Johnson, ... , 861 F.2d 1171 ( 1988 )

United States v. Rivera , 527 F.3d 891 ( 2008 )

United States v. Louis John Ippolito, Michael Contino, ... , 774 F.2d 1482 ( 1985 )

United States v. Crowe , 563 F.3d 969 ( 2009 )

United States v. Douglas G. Housley , 907 F.2d 920 ( 1990 )

United States of America,plaintiff-Appellant v. Frederick ... , 208 F.3d 1165 ( 2000 )

United States v. Felix Severino , 316 F.3d 939 ( 2003 )

United States v. Leyva-Martinez , 632 F.3d 568 ( 2011 )

United States v. Baugham , 613 F.3d 291 ( 2010 )

United States v. Gonzalez, Inc. Dba Golden State ... , 412 F.3d 1102 ( 2005 )

united-states-v-jesus-canales-gomez-aka-pops-and-guadalupe-diane , 358 F.3d 1221 ( 2004 )

United States v. Douglas Merrill Nielsen , 371 F.3d 574 ( 2004 )

United States v. Antonio McKinney , 15 F.3d 849 ( 1994 )

united-states-v-daniel-ray-bennett-united-states-of-america-v-edward , 219 F.3d 1117 ( 2000 )

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