United States v. Vasquez ( 2019 )


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  •           United States Court of Appeals
    For the First Circuit
    No. 17-1930
    UNITED STATES OF AMERICA,
    Appellee,
    v.
    HUGO SANTANA-DONES, t/n Rafael Jose Ventura, a/k/a Raffi, a/k/a
    Rafael Ventura, a/k/a Hugo Santana, a/k/a Wilthron Flores,
    Defendant, Appellant.
    No. 17-1970
    UNITED STATES OF AMERICA,
    Appellee,
    v.
    ELVIS GENAO, a/k/a Cocolo,
    Defendant, Appellant.
    No. 17-2103
    UNITED STATES OF AMERICA,
    Appellee,
    v.
    FELIX MELENDEZ, a/k/a Felo, a/k/a Felito,
    Defendant, Appellant.
    No. 17-2113
    UNITED STATES OF AMERICA,
    Appellee,
    v.
    OSVALDO VASQUEZ, a/k/a Chu Chu, a/k/a Anthony Christopher,
    Defendant, Appellant.
    APPEALS FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF MASSACHUSETTS
    [Hon. Timothy S. Hillman, U.S. District Judge]
    Before
    Lynch, Selya, and Boudin,
    Circuit Judges.
    Karen A. Pickett and Pickett Law Offices, P.C. on brief for
    appellant Santana-Dones.
    Leslie W. O'Brien on brief for appellant Genao.
    Alan Jay Black on brief for appellant Melendez.
    Marie Theriault on brief for appellant Vasquez.
    Andrew E. Lelling, United States Attorney, and Alexia R. De
    Vincentis, Assistant United States Attorney, on brief for
    appellee.
    March 29, 2019
    SELYA,   Circuit   Judge.      For   the    most    part,    these
    consolidated appeals turn on a single issue:         whether the district
    court erred in concluding that the court which issued the wiretap
    warrant could have found the facts in the application to be at
    least minimally adequate to support the issuance of the warrant.
    We resolve that issue favorably to the government, conclude that
    the defendants' unified challenge to the wiretap is unavailing,
    determine that the separate claims of error mounted by one of the
    defendants are meritless, and affirm the judgments below.
    I. BACKGROUND.
    We rehearse here only those facts necessary to place
    these appeals in perspective.     In the summer of 2014, the Drug
    Enforcement   Administration    (DEA),    assisted       by    local    law
    enforcement officers, began investigating the drug-trafficking
    activities of defendant-appellant Osvaldo Vasquez and his cohorts,
    including defendants-appellants Hugo Santana-Dones, Elvis Genao,
    and Felix Melendez. During the next year, the investigators relied
    heavily on two confidential sources, who were buyers, to gather
    evidence of the defendants' drug-trafficking activities.                All
    told, these confidential sources carried out controlled purchases
    of nearly 500 grams of heroin and heroin laced with fentanyl and
    methamphetamine.   They also arranged to purchase at least one
    kilogram of cocaine.
    - 3 -
    DEA   agents    supplemented   the   efforts   of   these
    confidential sources through traditional investigative techniques
    such as physical surveillance and the use of a pen register.    In
    September of 2014, the agents obtained a warrant from a federal
    magistrate judge, pursuant to 18 U.S.C. § 3117 and Federal Rule of
    Criminal Procedure 41(e)(2)(C), authorizing the installation of a
    GPS tracking device on a vehicle driven by Vasquez during certain
    observed drug sales.     The agents then went a step further and,
    from April to July of 2015, made use of a wiretap of Vasquez's
    cellular telephone, which had been authorized and periodically
    renewed by a federal district judge pursuant to 18 U.S.C. § 2518.
    Matters came to a head in August of 2015 when DEA agents,
    accompanied by local officers, executed search warrants at six
    locations linked to the defendants (five in Massachusetts and one
    in Rhode Island).   Arrest warrants had also been obtained and all
    four defendants were arrested at that time.    Large quantities of
    heroin and cocaine, as well as drug paraphernalia and a firearm,
    were recovered in the process.
    The next month, a federal grand jury sitting in the
    District of Massachusetts handed up an indictment charging all
    four defendants with conspiracy to distribute and to possess with
    intent to distribute heroin and cocaine and distribution and
    possession with intent to distribute heroin and/or cocaine.    See
    21 U.S.C. §§ 841(a)(1), 846.       Vasquez alone was charged with
    - 4 -
    possession of a firearm in furtherance of a drug-trafficking crime.
    See 18 U.S.C. § 924(c).             All the defendants initially maintained
    their    innocence        and   moved     to   suppress       any    and      all    evidence
    garnered, directly or indirectly, through the use of the wiretap.
    The   defendants         argued    that    the   affidavit          in   support      of   the
    application        for   the    wiretap       failed    to    satisfy        the    statutory
    requirement that the government demonstrate necessity.                                See 18
    U.S.C.    §   2518       (1)(c).        The    government      opposed         the    motion.
    Following a non-evidentiary hearing, the district court took the
    matter under advisement and, on October 11, 2016, found the showing
    of necessity sufficient and denied the motion.
    Starting around this time, Vasquez experienced a number
    of changes in his legal representation.                         Counsel 2A and 2B,
    appointed just before Vasquez's arraignment, withdrew shortly
    after the denial of the motion to suppress, citing a breakdown in
    the     attorney-client         relationship.            Vasquez's           next    attorney
    (Counsel      3)    represented      him       for     less   than       a    month    before
    withdrawing on December 5 due to a conflict.                                 His successor
    (Counsel 4) was appointed on December 8, 2016.
    Less than one month later, Vasquez moved for a 90-day
    extension of time to file additional motions to suppress.                                  The
    government opposed the motion, and the district court denied it on
    January 24, 2017. The court subsequently rejected Vasquez's motion
    for reconsideration.
    - 5 -
    In due course, the four defendants pleaded guilty to all
    the charges, reserving the right to challenge the district court's
    suppression-related rulings and to claim ineffective assistance of
    counsel.   See Fed. R. Crim. P. 11(a)(2).      After accepting the
    quartet of pleas, the district court sentenced Santana-Dones to
    serve an 80-month term of immurement; sentenced Genao to serve 37
    months; sentenced Melendez to serve 70 months; and sentenced
    Vasquez (whom both the government and the court regarded as the
    ring leader) to serve 125 months.   These timely appeals followed,
    and we consolidated them for briefing and oral arguments.       On
    appeal, all of the defendants pursue their challenges to the
    suppression-related rulings but only Vasquez attempts to pursue an
    ineffective assistance of counsel claim.
    II. THE WIRETAP EVIDENCE.
    "When assaying a district court's ruling on a motion to
    suppress wiretap evidence, we review its factual findings for clear
    error and its legal conclusions de novo." United States v. Gordon,
    
    871 F.3d 35
    , 43 (1st Cir. 2017).       Applying this standard, the
    pivotal question is whether "the facts set forth in the application
    were minimally adequate to support the determination that was
    made."   United States v. Villarman-Oviedo, 
    325 F.3d 1
    , 9 (1st Cir.
    2003) (quoting United States v. Ashley, 
    876 F.2d 1069
    , 1074 (1st
    - 6 -
    Cir. 1989)).1     The district court answered this question in the
    affirmative and, to find clear error, we "must form a strong,
    unyielding belief, based on the whole of the record, that a mistake
    has been made."     United States v. Rodrigues, 
    850 F.3d 1
    , 6 (1st
    Cir. 2017) (quoting United States v. Siciliano, 
    578 F.3d 61
    , 67
    (1st Cir. 2009)). Put another way, we will "affirm under the clear
    error standard 'if any reasonable view of the evidence supports'
    the district court's finding."       
    Id. (quoting Siciliano,
    578 F.3d
    at 68).
    In this instance, "[o]ur inquiry is guided by Title III
    of the Omnibus Crime Control and Safe Streets Act of 1968, 18
    U.S.C. §§ 2510-2522, which governs the rules for federal telephone
    wiretaps."     United States v. Rose, 
    802 F.3d 114
    , 118 (1st Cir.
    2015).    "Title    III   provides   a   comprehensive   scheme   for   the
    regulation of electronic surveillance, prohibiting all secret
    interception of communications except as authorized by certain
    state and federal judges in response to applications from specified
    federal and state law enforcement officials."       
    Rodrigues, 850 F.3d at 6
    (quoting Dalia v. United States, 
    441 U.S. 238
    , 249 (1979)).
    1 Santana-Dones acknowledges that this is the correct standard
    of review under our circuit precedent, but "wishes to preserve for
    the record [the argument] that such a standard does not comport
    with statutory requirements or with due process under the Fifth
    Amendment because it relieves the Government of its burden of
    proof." Given his concession, we need not dwell upon the argument
    that he wishes to preserve.
    - 7 -
    Congress   has    made   pellucid   the     law's   main   purposes:     "(1)
    protecting the privacy of wire and oral communications, and (2)
    delineating on a uniform basis the circumstances and conditions
    under which the interception of wire and oral communications may
    be authorized."     Gelbard v. United States, 
    408 U.S. 41
    , 48 (1972)
    (quoting S. Rep. No. 90-1097, at 66 (1968), as reprinted in 1968
    U.S.C.C.A.N. 2153)).      It follows, then, that "wiretapping is to be
    distinctly the exception — not the rule."                  United States v.
    Hoffman, 
    832 F.2d 1299
    , 1307 (1st Cir. 1987).
    To ensure that the exception does not swallow the rule,
    the law "imposes a set of statutory requirements on top of the
    constitutional     requirements      applicable      to    ordinary    search
    warrants."    United States v. Burgos-Montes, 
    786 F.3d 92
    , 101 (1st
    Cir. 2015).      Of particular pertinence for present purposes, the
    wiretap application must contain (in addition to the foundational
    showing of probable cause) "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."       United States v. Nelson-Rodriguez,
    
    319 F.3d 12
    , 32 (1st Cir. 2003) (quoting 18 U.S.C. § 2518(1)).
    "This aptly-named 'necessity' prong requires the government to
    have 'made a reasonable, good faith effort to run the gamut of
    normal   investigative    procedures      before    resorting   to   means   so
    intrusive as electronic interception of telephone calls.'"              Rose,
    - 8 
    - 802 F.3d at 118
    (quoting United States v. Cartagena, 
    593 F.3d 104
    ,
    109 (1st Cir. 2010)).
    Of course, necessity is "a relative term — and it is
    context-specific."      
    Gordon, 871 F.3d at 46
    .              Necessity must,
    therefore, "be viewed through the lens of what is pragmatic and
    achievable in the real world."        
    Id. at 45.
          This is particularly
    true in cases — like this one — that involve large, complex drug-
    trafficking networks:     "[b]ecause drug trafficking is inherently
    difficult to detect and presents formidable problems in pinning
    down the participants and defining their roles, investigative
    personnel   must   be   accorded    some    latitude    in   choosing   their
    approaches."    United States v. David, 
    940 F.2d 722
    , 728 (1st Cir.
    1991).
    In the case at hand, the government pinned its hopes for
    a wiretap authorization on an affidavit executed by Michael P.
    Boyle, a DEA special agent.2       The defendants challenge the adequacy
    of this affidavit as a means of demonstrating necessity.            Although
    their challenge is multi-dimensional, their central thesis is that
    the government gave short shrift to traditional investigative
    procedures and sought to resort to wiretap surveillance with
    2 At the time he submitted the affidavit, Boyle had been a
    DEA special agent for over twenty-four years and had served as the
    case agent for numerous high-priority drug and gang cases. In his
    own words, he had received "hundreds of hours of additional
    specialized training in narcotics law enforcement, including
    courses in drug trafficking, criminal enterprises and gangs."
    - 9 -
    precipitous haste.             The district court rejected this thesis,
    determining that the government "made a reasonably good faith
    effort to run the gam[ut] of normal investigative procedures before
    resorting to electronic surveillance."
    We begin with bedrock:                the Supreme Court has warned
    that a wiretap is "not to be routinely employed as the initial
    step in criminal investigation."                United States v. Giordano, 
    416 U.S. 505
    ,       515    (1974).      Even    so,     "the     government    need   not
    demonstrate that it exhausted all investigative procedures" before
    turning to a wiretap.              
    Santana, 342 F.3d at 65
    .          To strike this
    balance,      a    reviewing       court    must     examine     whether    reasonable
    procedures were attempted (or at least thoroughly considered)
    prior to seeking a wiretap.             See United States v. Lopez, 
    300 F.3d 46
    , 52 (1st Cir. 2002).              Relatedly, the court must examine the
    need for a wiretap in light of what those procedures yielded.                       See
    United States v. Delima, 
    886 F.3d 64
    , 70 (1st Cir. 2018).
    The       defendants   counter        that   the   government    made   a
    gadarene rush to employ electronic surveillance and that, as a
    result, its attempt to show necessity is unconvincing.                          Here,
    however, the district court supportably determined that Boyle's
    affidavit was sufficient to allay any reasonable concern that the
    wiretap was being sought prematurely.                  The affidavit demonstrated
    that the government had employed (and exhausted) a number of
    traditional investigative measures over the course of more than
    - 10 -
    six months, which included obtaining information from confidential
    sources   and     informants;          conducting       protracted          physical
    surveillance;   participating         in   controlled       drug   buys;    issuing
    administrative subpoenas for telephone, rental car, and travel
    records; and analyzing telephone records and pen register data.
    The district court found that nothing in Boyle's affidavit, fairly
    read, suggested an effort on the government's part to shortcut
    normal procedures.     This finding easily passes muster under clear
    error review.
    Next,    the        defendants      assert    that       the     affidavit
    demonstrated the opposite of what the government intended.                    Rather
    than showing that the procedures employed to that point had failed
    to achieve the goals of the investigation, the affidavit — as
    Santana-Dones   says     in    his    brief    —   is   a    testament      to   the
    government's    "great        investigative        success     by        traditional
    investigative means."     He adds that the government "had more than
    enough 'goods' to pursue criminal prosecution but instead wanted
    to get to bigger fish."              Seen in this light, the defendants
    contend, the more intrusive wiretap procedure was not necessary.
    The district court rejected this contention, and so do
    we.   The inquiry into whether the government has sufficiently
    demonstrated necessity does not hinge on whether it already has
    garnered enough goods to pursue criminal prosecution.                    After all,
    an application for a wiretap will always have to disclose some
    - 11 -
    meaningful level of previous success in order to satisfy the
    probable cause requirement and justify further investigation.              See
    
    Rose, 802 F.3d at 119
    n. 1; 
    Nelson-Rodriguez, 319 F.3d at 32
    .
    Thus,    the     inquiry   must   be    directed     to   whether   traditional
    investigative procedures already have succeeded or would be likely
    to succeed in laying bare the full reach of the crimes that are
    under investigation. See 
    Delima, 886 F.3d at 70
    ; 
    Villarman-Oviedo, 325 F.3d at 10
    .      If not, the government may be able — as here — to
    show the need for a wiretap in order to complete its investigation.
    See 
    Rose, 802 F.3d at 119
    (holding that some level of success in
    investigation did not foreclose a finding of necessity when "the
    government was still seeking a wealth of information at the time
    that it submitted the wiretap applications").
    To be sure, the level of success achieved through a given
    procedure will vary in relation to the scope of the investigation
    as established by the government.               It follows that, in seeking a
    wiretap, the government cannot be permitted to set out goals that
    are either unrealistic or overly expansive.               See 
    Delima, 886 F.3d at 70
    .   Placing a judicial imprimatur on such a tactic would allow
    the government to characterize any level of success as incomplete
    and, thus, to portray a wiretap as necessary in virtually every
    circumstance.       See United States v. Blackmon, 
    273 F.3d 1204
    , 1211
    (9th Cir. 2001) ("The government may not cast its investigative
    - 12 -
    net   so   far    and     so    wide   as    to   manufacture      necessity          in   all
    circumstances.").
    Here, however, the government's stated investigatory
    goals mirror those that we have sanctioned in earlier wiretap
    cases.     The government's brief summarizes those goals as including
    "discovering the sources, delivery means, storage locations, and
    distribution methods for the narcotics; locating resources used to
    finance     the    trafficking;        and    determining        how    the        conspiracy
    invested and laundered their drug proceeds."                      The district court
    implicitly        found    these       goals,        which     focused        on     locating
    distribution       sources      and    tracking       funds,    both     reasonable        and
    attainable.
    Information such as the government sought by means of
    the proposed wiretap is meat and potatoes in a drug-trafficking
    investigation, not pie in the sky.                This helps to explain both why
    the   stated      goals    of    the   investigation         appear      reasonable        and
    attainable and why we conclude that the district court's implicit
    finding was not clearly erroneous.                    And in so concluding, we do
    not write on a pristine page.                  For instance, we held in Delima
    that the government's investigatory goals were not overly broad
    when the government sought to "(1) identify the conspiracy's
    leaders; (2) ascertain the names, phone numbers, and addresses of
    associates        of    the      conspiracy,         including         drug        suppliers,
    distributors, and customers; (3) determine the manner in which
    - 13 -
    drugs were trafficked [] and stored . . . ; and (4) discover the
    methods used by the organization to funnel proceeds back to
    individual 
    participants." 886 F.3d at 70
    .              So, too, in United
    States v. Martinez, we identified as "discrete and realistic goals
    for    a   criminal       drug       investigation"          the    government's     stated
    objectives of identifying drug suppliers, discerning the manner in
    which      the     organization         transported          drugs,     establishing      how
    payments         were     made,        pinpointing           storage     locations,       and
    understanding how the coconspirators laundered and invested drug
    proceeds.        
    452 F.3d 1
    , 6 (1st Cir. 2006).
    The district court also found that the government's
    affidavit        described       a    level    of      success      through     traditional
    procedures       that     fell       short   of    meeting      these    "legitimate      and
    attainable" goals.           
    Id. at 7.
               This finding, too, passes muster
    under      clear     error      review.           We    hold,      therefore,     that    the
    government's successful use of traditional investigative tools up
    to the date of Boyle's affidavit does not defenestrate its showing
    of necessity.           See United States v. Cao, 
    471 F.3d 1
    , 3 (1st Cir.
    2006) ("Plainly the partial success of the investigation did not
    mean    that     there    was     nothing     more      to    be   done."     (emphasis    in
    original)).
    The      defendants       launch        yet    another    attack    on     the
    government's showing of necessity.                      They say that the government
    did not sufficiently demonstrate the failure, futility, or danger
    - 14 -
    of traditional investigative procedures.              Their argument rests
    heavily on the fact that one of the government's confidential
    sources, who previously had engaged only in controlled drug buys,
    was invited to work directly for the drug-trafficking organization
    but refused on the government's instructions.                  Building on this
    foundation, the defendants maintain that Boyle's affidavit "never
    establishe[d] with any logic" why the DEA failed to avail itself
    of this opportunity to penetrate the drug ring.                   Moreover, the
    defendants insist that the government presented no evidence of any
    likely danger.
    Like the district court, we review the government's
    assessment that a specific investigative opportunity is overly
    dangerous    or   unlikely    to   be   productive    in   a    "practical   and
    commonsense manner."         
    Hoffman, 832 F.2d at 1307
    (quoting United
    States v. Scibelli, 
    549 F.2d 222
    , 226 (1st Cir. 1977)).                     Here,
    some of the statements contained in Boyle's affidavit are based,
    at least in part, upon his experience as a specially trained agent.
    "We   have   regularly   upheld     affidavits   in    support      of    wiretap
    applications where the agents assert a well-founded belief" that
    traditional investigative procedures had run their course and that
    further use of them would likely prove futile in achieving the
    goals of the investigation.        
    Rodrigues, 850 F.3d at 10
    .            So, too,
    where the agents assert a well-founded belief that traveling down
    - 15 -
    a particular investigative avenue would be too dangerous.                      See,
    e.g., 
    Ashley, 876 F.2d at 1075
    .
    Viewed against this backdrop, it is evident that the
    mere existence of an opportunity for a government cooperator to
    take a more prominent position in the targeted enterprise does not
    automatically render a wiretap unnecessary.                   United States v.
    Woods, 
    544 F.2d 242
    (6th Cir. 1976), illustrates this point.
    There, a government informant had declined an invitation to become
    a "lieutenant" in the enterprise under investigation.                  
    Id. at 257.
    The defendant moved to suppress subsequently gathered wiretap
    evidence   on    the   basis   that       the    government   turned    down   this
    invitation.      The district court denied the motion, and the Sixth
    Circuit affirmed, stating that the informant's opportunity to
    "penetrate       deeper    into       a     criminal       organization        under
    investigation" did not in any way undermine the government's
    showing of necessity.      
    Id. Boyle's affidavit
    struck a similar tone.                 In it, he
    highlighted several potential pitfalls.                  He first reasoned that
    even if the confidential source became a member of the drug-
    trafficking organization, she was unlikely to gain access to needed
    "information such as the identity of the source of supply, the
    methods of delivery or the intended transportation route, or the
    larger distribution network."              In support, Boyle noted the high
    degree   of     compartmentalization            that   characterized   the     drug-
    - 16 -
    trafficking organization and what would be the source's entry-
    level status.        Based on these representations — which comprise
    appreciably     more    than    "conclusory   statements   that   normal
    techniques would be unproductive," 
    Ashley, 876 F.2d at 1022
    — the
    district court concluded that the government sufficiently showed
    that the proposed infiltration would in all probability be futile
    as a means of achieving certain goals of the investigation and,
    thus, did not obviate the necessity for a wiretap.         This finding
    is not clearly erroneous.
    If more were needed — and we doubt that it is — the
    district court also gave weight to Boyle's expressed concern that
    an attempt to infiltrate the organization could backfire and
    jeopardize     the     entire   investigation.      Boyle's   affidavit
    persuasively predicted a greater likelihood of exposure should an
    infiltration be attempted, emphasizing the wariness of members of
    the drug ring and the fact that the government's other confidential
    source had already been compromised.          Given these concerns, we
    discern no clear error in the district court's determination that
    the risk of exposure reinforced the government's decision not to
    try the infiltration gambit before seeking a wiretap.3
    3 In a related vein, the district court concluded that
    pursuing infiltration of the drug-trafficking organization was apt
    to be too dangerous.     The court based its conclusion on the
    inherent perils of asking a government cooperator to work
    undercover for a large drug-trafficking organization and the risk
    of discovery. Even though Boyle's affidavit was not specific on
    - 17 -
    In   sum,     the   limited     prospect    of    advancing    the
    investigation's goals, the potential jeopardy to the confidential
    source, and the risk of exposing the investigation coalesced to
    provide a firm basis for the district court's conclusion that the
    game was not worth the candle.        It follows inexorably, as night
    follows day, that the opportunity to infiltrate did not render the
    proposed wiretap unnecessary.
    That ends this aspect of the matter.             We hold that the
    district   court   did   not   err   in   concluding    that    the   wiretap
    application, read in tandem with its supporting affidavit, was
    more than minimally adequate to justify the authorization of a
    wiretap.   Consequently, we reject the defendants' unified claim of
    error.
    this score — it stated, in conclusory terms, only that the
    government feared that an attempt to infiltrate the organization
    would "pose a serious risk to the personal safety" of the
    confidential source — the status and circumstances of the
    investigation justified a reasoned belief that the proposed
    infiltration was fraught with danger. See 
    Gonzalez, 412 F.3d at 1115
    ("Quite sensibly, the necessity requirement for a wiretap
    order does not compel law enforcement officers to use traditional
    investigative strategies at the risk of danger to themselves or
    others."); United States v. Smith, 
    31 F.3d 1294
    , 1300 (4th Cir.
    1994) (affirming district court's finding that infiltration was
    "too dangerous to be a reasonable option"); see also United States
    v. Mills, 
    710 F.3d 5
    , 13 (1st Cir. 2013) (stating that "snitching
    is dangerous work, and informants literally put their lives on the
    line by doing what they do").
    - 18 -
    III. THE REMAINING CLAIMS.
    Vasquez — who is represented in this court by yet another
    counsel — advances two more claims of error.               First, he submits
    that   the    district    court   erred   in   denying   his   motion   for   an
    extension of time within which to file additional motions to
    suppress.      Second, he submits that certain of his prior lawyers
    (Counsel 2A, 2B, and 3) abridged his Sixth Amendment right to
    effective assistance of counsel.          We discuss these claims of error
    sequentially.
    A. Extension of Time.
    Court-imposed deadlines are often used to ensure the
    orderly administration of justice — and quite properly so.                    In
    federal      criminal    cases,   district     courts    typically    set   such
    deadlines for the filing of pretrial motions.               This practice is
    memorialized in Federal Rule of Criminal Procedure 12(c)(1), which
    provides in pertinent part that a district court may, in its
    discretion, "set a deadline for the parties to make pretrial
    motions."      The court may enlarge or revise such a deadline at any
    time before trial.       See Fed. R. Crim. P. 12(c)(2).
    When a party seeks to file a pretrial motion out of time,
    the district court may, upon a showing of "good cause," grant such
    a motion.      Fed. R. Crim. P. 12(c)(3).         This good cause standard
    gives Rule 12(c) some bite, underscoring the district court's
    authority to set and enforce motion-filing deadlines.                Cf. United
    - 19 -
    States ex. rel. D'Agostino v. EV3, Inc., 
    802 F.3d 188
    , 194 (1st
    Cir. 2015) (discussing civil analogue to Rule 12(c)).                We review
    a district court's decision to deny relief under Rule 12(c)(3)
    solely for abuse of discretion.           See United States v. Arias, 
    848 F.3d 504
    , 513 (1st Cir. 2017); United States v. Santos Batista,
    
    239 F.3d 16
    , 20 (1st Cir. 2001).
    We move now from the general to the specific.             Early on,
    the parties in this case filed a joint memorandum, see D. Mass. R.
    116.5(c), setting a June 13, 2016, deadline for filing pretrial
    motions to suppress.           The district court acquiesced in this
    deadline, and the defendants twice obtained judicial extensions of
    it.   The latest version of the deadline expired on July 18, 2016.
    By then, the defendants had filed their joint motion to suppress
    the wiretap evidence.     See supra Part II.
    The district court denied the joint suppression motion
    on October 11, 2016.           Vasquez's lawyers (Counsel 2A and 2B)
    withdrew shortly thereafter.        They were succeeded by Counsel 3,
    who served in that capacity for less than a month and withdrew on
    December 5, 2016.     Three days later, the district court appointed
    Counsel 4 to represent Vasquez.
    On   January   3,    2017,   Counsel   4   moved    for   a   90-day
    extension of time within which to file a motion to suppress.
    Counsel 4 indicated that Vasquez wished to file a motion to
    suppress   evidence   obtained     from    the   search   of   his   home   and
    - 20 -
    "possibly" another motion to suppress wire communications.    In a
    hearing on the motion to extend, Counsel 4 doubled down, stating
    that Vasquez also wished to move to suppress the fruits of the GPS
    tracking warrant.
    Because Vasquez's motion for an extension effectively
    sought leave to file untimely motions, it directly implicated Rule
    12(c)(3)'s good cause standard.   See United States v. Sweeney, 
    887 F.3d 529
    , 534 (1st Cir.), cert. denied, 
    139 S. Ct. 322
    (2018).    We
    have interpreted the good cause standard to require a showing of
    both cause (that is, a good reason for failing to file a motion on
    time) and prejudice (that is, some colorable prospect of cognizable
    harm resulting from a failure to allow the late filing).         See
    
    Arias, 848 F.3d at 513
    ; Santos 
    Batista, 239 F.3d at 19
    .    "Such a
    showing is, by its very nature, fact-specific."   United States v.
    Ayer, 
    857 F.2d 881
    , 885 (1st Cir. 1988).
    In the court below, Vasquez's attempt to show good cause
    consisted of characterizing his prior lawyers as either too busy
    to file timely motions or simply guilty of dereliction of duty.
    For example, he suggested that Counsel 2A and 2B "surely spent the
    bulk of [their] time reviewing the voluminous related discovery
    and preparing the very well-crafted motion and memorandum" on the
    wiretap suppression motion and, thus, did not have enough time to
    file other motions to suppress.    He surmised that Counsel 2A and
    2B would have filed these additional motions if they had more time,
    - 21 -
    and that their failure to file these motions indicated some
    irredeemable flaw in their representation.
    The   district   court   rejected   Vasquez's   speculative
    arguments, finding that Counsel 2A and 2B had "ample opportunity
    to prepare and present the issues," especially since the relevant
    deadline had been suggested by the defendants and twice extended
    by the court.      The district court further found that Vasquez had
    been represented by "experienced, able and qualified" attorneys
    and that he could not "avail himself of a 'do over' [simply]
    because he ha[d] successor counsel."
    We detect nothing resembling an abuse of discretion in
    the district court's conclusion that Vasquez failed to demonstrate
    good cause for reopening the motion-filing deadline over five
    months after it had expired.      Good cause for allowing a defendant
    to file motions out of time demands more than the appearance of
    new counsel seeking to second-guess the decisions of prior counsel.
    See United States v. Trancheff, 
    633 F.3d 696
    , 698 (8th Cir. 2011).
    After all, allowing new counsel to reopen an expired deadline in
    order to pursue strategic options forgone by prior counsel would
    put a premium on changing counsel and unfairly advantage the
    defendant.
    Nor is there any basis for a claim that Vasquez was
    subjected to unreasonable temporal constraints.        His then-counsel
    participated in the setting of the original deadline for filing
    - 22 -
    motions to suppress, and the district court twice obliged the
    defendants (including Vasquez) when they sought to enlarge this
    deadline.   All told, Vasquez had a total of 297 days from the date
    of his arraignment until the expiration of the extended deadline
    within which to file pretrial motions.              That was ample time for
    his counsel to prepare and file any strain of suppression motion.
    To say more about this claim of error would be pointless.
    We conclude, without serious question, that the district court
    acted well within the wide encincture of its discretion in denying
    Vasquez's motion to extend.
    B. Ineffective Assistance of Counsel.
    Vasquez also argues that several of his prior lawyers
    (namely, Counsel 2A, 2B, and 3) were constitutionally ineffective
    in   representing    him.       See   U.S.     Const.   amend.   VI;   see    also
    Strickland v. Washington, 
    466 U.S. 668
    , 687 (1984).              This claim of
    error, though, was not adjudicated in the district court.                    While
    Vasquez's motion to extend alleged that ineffective assistance of
    counsel was one of the reasons explaining the untimeliness of the
    motion, he did not make a Sixth Amendment claim at that time.
    Consequently, no attempt was made to develop a record that might
    be suitable for the adjudication of such a claim.
    "We   have   held    with   a    regularity    bordering    on     the
    monotonous that fact-specific claims of ineffective assistance
    cannot make their debut on direct review of criminal convictions,
    - 23 -
    but, rather, must originally be presented to, and acted upon by,
    the trial court."    United States v. Mala, 
    7 F.3d 1058
    , 1063 (1st
    Cir. 1993).    In adopting this prudential praxis, we have reasoned
    that "such claims typically require the resolution of factual
    issues that cannot efficaciously be addressed in the first instance
    by an appellate tribunal."    
    Id. More particularly,
    "'why counsel
    acted as he did [is] information rarely developed in the existing
    record,' and this information is crucial to resolve an ineffective
    assistance claim."     United States v. Vázquez-Larrauri, 
    778 F.3d 276
    , 294 (1st Cir. 2015) (emphasis and alteration in original)
    (quoting United States v. Torres-Rosario, 
    447 F.3d 61
    , 64 (1st
    Cir. 2006)).     Unless "the critical facts are not genuinely in
    dispute and the record is sufficiently developed to allow reasoned
    consideration" of a claim of ineffective assistance, a criminal
    defendant who wishes to pursue such a claim must do so in a
    collateral proceeding.    United States v. Natanel, 
    938 F.2d 302
    ,
    309 (1st Cir. 1991).
    Apparently    mindful     that,   over   the   years,   we   have
    resolutely hewed to this principle, see, e.g., United States v.
    Miller, 
    911 F.3d 638
    , 642, 646 (1st Cir. 2018); United States v.
    Kifwa, 
    868 F.3d 55
    , 63-64 (1st Cir. 2017); United States v. Torres-
    Estrada, 
    817 F.3d 376
    , 379 (1st Cir. 2016), Vasquez struggles to
    bring his case within the narrow confines of the Natanel exception.
    He suggests, based primarily on the assessment of Counsel 4, that
    - 24 -
    the additional motions to suppress had such obvious merit that the
    failure   to    file      them    within     the    allotted        time    frame    was
    unquestionably       a   grave    mistake.         The    premise    on     which    this
    suggestion rests is sound:             the Natanel exception might apply if
    the record was sufficiently developed to demand a conclusion that
    the   failure   to       file    the   additional        suppression       motions    was
    "objectively unreasonable 'under prevailing professional norms.'"
    United States v. Mercedes-De La Cruz, 
    787 F.3d 61
    , 67 (1st Cir.
    2015) (quoting 
    Strickland, 466 U.S. at 688
    ).                  But this is not such
    a case.
    The searches at issue here were conducted pursuant to
    duly issued warrants, so that a court, in each instance, had made
    a preliminary determination of probable cause.                  Moreover, we have
    no way of telling, on this incomplete record, why Vasquez's prior
    counsel did not file such motions.                  The rule of Occam's Razor
    teaches that the simplest of competing theories should often be
    preferred and, here, the obvious reason — that counsel simply did
    not believe that the motions would succeed — is entirely plausible.
    In a nutshell, the record simply does not justify a finding that
    counsel's failure to file additional motions to suppress was
    objectively unreasonable under prevailing professional norms.
    The short of it is that the relevant facts have not been
    adequately developed.           And, thus, Vasquez's ineffective assistance
    - 25 -
    of counsel claim falls squarely within the Mala rule. We therefore
    dismiss this claim of error without prejudice.
    IV. CONCLUSION.
    We need go no further. For the reasons elucidated above,
    we affirm the judgments of the district court; without prejudice,
    however, to Vasquez's right to raise his ineffective assistance of
    counsel claim, should he so elect, in a collateral proceeding
    pursuant to 28 U.S.C. § 2255.
    So Ordered.
    - 26 -