United States v. Valdez ( 2023 )


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  •           United States Court of Appeals
    For the First Circuit
    Nos. 22-1543, 22-1552
    UNITED STATES OF AMERICA,
    Appellee,
    v.
    AUGUSTO VALDEZ,
    Defendant, Appellant.
    APPEALS FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF MASSACHUSETTS
    [Hon. Nathaniel M. Gorton, U.S. District Judge]
    Before
    Gelpí, Howard, and Rikelman,
    Circuit Judges.
    Marie Theriault, for appellant.
    Karen L. Eisenstadt, Assistant United States Attorney, with
    whom Joshua S. Levy, Acting United States Attorney, was on brief,
    for appellee.
    December 14, 2023
    GELPÍ,   Circuit   Judge.       Defendant-Appellant   Augusto
    Valdez appeals from his guilty plea and conviction, for which he
    received 120 months' imprisonment, followed by a five-year term of
    supervised release.     He raises two issues.     First, he asserts that
    the district court should have granted his motion to withdraw his
    guilty plea because he conspired only with a confidential source
    ("CS") and the district court did not ensure that he knew that he
    could not conspire illegally with a government agent -- two legal
    errors that he alleges tainted the underlying conspiracy charge.
    Second, he seeks to vacate his sentence because the district court
    should have, sua sponte, verified his eligibility for the safety
    valve under U.S.S.G. § 5C1.2.
    We affirm, addressing each issue seriatim.
    I. BACKGROUND
    We recite only the facts necessary to resolve this
    appeal.     Because Valdez challenges his guilty plea and an alleged
    sentencing error, we gather these "facts from the change-of-plea
    colloquy,     the    unchallenged     portions    of   the   presentence
    investigation report (PSR), and the record of the disposition
    hearing."     United States v. Cahill, 
    85 F.4th 616
    , 619 (1st Cir.
    2023) (quoting United States v. Vargas, 
    560 F.3d 45
    , 47 (1st Cir.
    2009)).
    - 2 -
    A. Relevant Facts and Initial Legal Proceedings
    In July 2019, law enforcement officers received a report
    from a confidential source ("CS") that Valdez "was attempting to
    purchase a large quantity of cocaine from a source of supply in
    Texas."   According to CS, Valdez offered to pay CS if CS, using
    Valdez's money, bought several kilograms of cocaine from the Texas
    source.
    On July 10, 2019, CS and Valdez discussed logistics
    while law enforcement officers monitored the conversation.             Valdez
    told CS that he had "paid participants well for helping him with
    prior drug shipments." On July 11, 2019, Valdez delivered $450,000
    to CS for the cocaine.
    On July 15, 2019, at a meeting in Texas that Valdez
    arranged, CS delivered the money to the Texas source.                Two days
    later, at Valdez’s instruction, CS received eighteen kilograms of
    cocaine from the Texas source to transport to Valdez, who was in
    Boston.   Anticipating the delivery, law enforcement agents gave CS
    "[seventeen] sham kilogram packages and [one] kilogram of actual
    cocaine for delivery to Valdez."         CS then met Valdez and delivered
    these   packages,   but   Valdez   was    stopped   and   arrested    by   law
    enforcement.
    A grand jury in the United States District Court for the
    District of Massachusetts indicted Valdez in August 2019, charging
    him with (1) conspiracy to distribute and possess, with intent to
    - 3 -
    distribute, five or more kilograms of cocaine, 
    21 U.S.C. § 846
    ("Count One"); and (2) possession with intent to distribute 500
    grams or more of cocaine, 
    21 U.S.C. § 841
    (a)(1), (b)(1)(B)(ii)
    ("Count Two").
    Valdez         and     the        government       attended     a     discovery
    conference        before     the        United       States     Magistrate       Judge     on
    December 23, 2019.          At the conference, the government informed the
    Magistrate Judge that it had provided all required discovery under
    District     of     Massachusetts             Local     Rule    116.1.          Local    Rule
    116.1(c)(1)(E)       obligates           the     government       to    provide     to    the
    defendant "the name of any person asserted to be a known unindicted
    coconspirator."       L.R., D. Mass. R. 116.1(c)(1)(E).
    B. Valdez's Guilty Plea
    Valdez     appeared             before    the   district     court    to     plead
    guilty    without     entering          a    plea     agreement    to    both    counts    on
    September 21, 2020.          The district court conducted a Federal Rule
    of   Criminal     Procedure        11       colloquy    with    Valdez.1        First,    the
    district court verified that Valdez was a high school graduate and
    asked if he was competent to plead guilty, ascertaining that he
    was not previously treated for mental illness and was not presently
    1Although it is undisputed that Valdez can "understand some
    English," he primarily speaks Spanish.     So the district court
    proceeded with the assistance of a certified court interpreter,
    having Valdez respond in Spanish and the interpreter translate his
    responses into English.
    - 4 -
    under the influence of alcohol, narcotics, or medication of any
    kind.   Second, the district court asked Valdez if he had "received
    a copy of the indictment . . . and . . . discussed those charges
    and the case in general with" his attorneys, to which Valdez
    replied, "Yes."      The district court followed up on this point in
    the following exchange:
    THE COURT: And in your own words, Mr. Valdez,
    what do you understand that you are being
    charged with here this afternoon?
    VALDEZ:    Yes.
    THE COURT: What crime do you understand that
    you are being charged with        here this
    afternoon?
    VALDEZ: I'm not sure. I'm not sure how to
    call them, how to call the charges.
    THE COURT:   Well, I don't need a technical
    name. What do you understand you're here for?
    VALDEZ:    Conspiracy for 5 kilos or more.
    THE COURT:    5 kilos of what?
    VALDEZ:    Cocaine.
    Third, the district court inquired into whether Valdez
    understood the consequences of his guilty plea.     Beyond informing
    him that he would give up certain civil rights, the district court
    asked the government to read the charges and note "if there [were]
    any mandatory minimums."      The government did so for both counts,
    noting that (1) Count One carried a ten-year mandatory minimum,
    and (2) Count Two carried a five-year mandatory minimum.         The
    - 5 -
    district court then asked if Valdez understood these consequences,
    to which he replied that he did.             Finally, the district court
    explained   to   Valdez     the   advisory    nature   of    the   Sentencing
    Guidelines, the district court's wide discretion in imposing a
    sentence, and the constitutional rights -- such as the right to a
    trial by jury and the right to counsel at trial -- that he would
    give up by pleading guilty, before asking Valdez once more if he
    understood the consequences of his guilty plea.             Valdez said that
    he indeed understood.
    The government then recited the facts, as stated above,
    underlying Valdez's plan to purchase cocaine from the Texas source.
    The district court asked Valdez if he disagreed with what the
    government claimed it could prove were the case to go to trial.
    Valdez said "[n]o" and pled guilty.           The district court accepted
    his plea.
    Five months later, on February 21, 2021, Valdez filed a
    pro se motion to withdraw his guilty plea to Count One. On April 2,
    2021, Valdez received substitute counsel, who filed a supplemental
    memorandum supporting the motion.            The motion (and memorandum)
    contended that the district court should vacate Valdez's plea
    because he conspired only with a government source, nullifying the
    underlying conspiracy.
    The district court denied the motion.           It conceded that
    "one   cannot    conspire    solely    with    a   government      agent" but
    - 6 -
    recognized that this conspiracy featured three coconspirators:
    Valdez, CS, and the Texas source, who was not a government agent.
    The district court further remarked that Valdez did not argue "that
    his plea was made without his knowledge, intelligence and volition"
    beyond this point.
    Valdez filed two additional pro se motions on April 15
    and June 3, 2022.        His first motion sought to dismiss Count One on
    the same basis as his motion to withdraw his guilty plea.2                     His
    second      motion   presented    a   new    issue;   in   Valdez's    view,   the
    government      improperly      enhanced    his   mandatory-minimum     sentence
    based on a prior conviction under 
    21 U.S.C. § 841
    (b)(1)(A) without
    providing       notice     to     the       court,    as    required     by     
    21 U.S.C. § 851
    (a)(1).          The district court denied Valdez's first
    motion for the reasons it explained in its earlier opinion.                    And
    it denied the second motion without prejudice, reasoning that it
    concerned an issue better suited for the sentencing hearing.
    C. Sentencing
    The district court held Valdez's sentencing hearing on
    July 6, 2022.        It began the hearing by noting that it considered
    both parties' memoranda, the letters supporting Valdez, and the
    PSR.       Neither party objected to the PSR, which articulated the
    This motion included an affidavit, in which Valdez stated
    2
    that his trial counsel did not explain the charges to him because
    his trial counsel did not inform him that he could not "conspire
    with a [g]overnment informant."
    - 7 -
    same facts that we have summarized.       Both parties agreed with how
    the PSR calculated Valdez's advisory sentencing guideline range,
    which the district court adopted -- finding that Valdez had a total
    offense level of twenty-nine under U.S.S.G. §§ 2D1.1(a)(5) and
    3E1.1(a)-(b) and a criminal history category of I, resulting in a
    recommendation of 87 to 108 months imprisonment.           Nevertheless,
    the PSR noted, and both Valdez and the government agreed, that
    Valdez was subject to a mandatory minimum sentence of 120 months'
    imprisonment.
    The PSR acknowledged that Valdez met the first four
    criteria   to   qualify   for   the   safety   valve   under   
    18 U.S.C. § 3553
    (f)(1)-(4) and U.S.S.G. § 5C1.2, which permits a federal
    district court to sentence an offender below a statutory mandatory
    minimum.   According to the PSR, if the district court found that
    Valdez met the fifth criterion by proving that he "truthfully
    provided to the Government all information and evidence [he] has
    concerning the . . . offenses[,]" U.S.S.G. § 5C1.2(a)(5), then the
    district court could reduce Valdez's offense level by two points
    to twenty-seven.    This would place his advisory sentencing range
    between seventy and eighty-seven months.
    No one brought compliance with the fifth safety-valve
    factor to the district court's attention at the sentencing hearing.
    Instead, Valdez's counsel acknowledged that "[t]his [was] one of
    those . . . occasions where the guidelines are lower than the
    - 8 -
    mandatory minimum" but requested a 120-month mandatory-minimum
    sentence anyway.         The district court afforded Valdez and his
    counsel a chance to raise any other issue before pronouncing a
    sentence,     but   neither   chose   to   do    so.      The   district   court,
    therefore, sentenced him to 120 months' imprisonment on Count One
    and   sixty    months'   imprisonment       on   Count    Two,   to   be   served
    concurrently, followed by five years of supervised release (a
    sentence which is not at issue here). This timely appeal followed.
    II. DISCUSSION
    A. Motion to Withdraw Guilty Plea
    Valdez's argument -- that the district court should have
    granted his motion to withdraw his guilty plea "because it is a
    legal impossibility to conspire with a governmental agent to commit
    a crime" -- is a moving target.            At times, he contends that this
    principle invalidates his plea and Count One altogether, and thus
    the district court should have granted his motion to withdraw his
    plea.     At other points, Valdez posits that the district court
    should have granted his motion to withdraw because his plea was
    not knowing, voluntary, and intelligent.               In doing so, he contends
    that the district court should have clarified whether he understood
    that he could not illegally conspire with a government agent.3
    3Valdez believes that his counsel was constitutionally
    ineffective for "pressuring him to plead guilty" to Count One, and
    he asks us to consider this in determining whether his plea was
    knowing,    intelligent,     and    voluntary.         Where    an
    - 9 -
    We begin our analysis with the Rule 11 standard.     "A
    defendant may withdraw a guilty plea before sentence is imposed if
    he shows 'a fair and just reason for requesting the withdrawal.'"
    United States v. Isom, 
    580 F.3d 43
    , 52 (1st Cir. 2009) (quoting
    United States v. Sousa, 
    468 F.3d 42
    , 46 (1st Cir. 2006); Fed. R.
    Crim. P. 11(d)(2)(B)).   Generally, we weigh "the totality of the
    circumstances"4 in determining whether a defendant has met that
    burden.   United States v. Fonseca, 
    49 F.4th 1
    , 7 (1st Cir. 2022)
    ineffective-assistance of counsel claim was not raised below,
    "[w]e typically require that [the] claim be presented first to the
    district court in a collateral proceeding" under 
    28 U.S.C. § 2255
    so that the district court may create a factual record. United
    States v. Ramirez-Benitez, 
    292 F.3d 22
    , 31 (1st Cir. 2002) (citing
    United States v. Campbell, 
    268 F.3d 1
    , 7 (1st Cir. 2001)); see
    United States v. García-Núñez, 
    71 F.4th 1
    , 11–12 (1st Cir. 2023).
    Indeed, to litigate the effectiveness of counsel as grounds to
    withdraw a guilty plea in an ongoing criminal proceeding, the
    defendant must both raise the issue below and develop a record
    that "would allow us to fairly consider his claim." United States
    v. Fernández-Santos, 
    856 F.3d 10
    , 17 & n.3 (1st Cir. 2017). Upon
    review, the record appears to be too sparse to rule on this claim
    right now, so we decline to address the issue here.       See id.;
    García-Núñez, 71 F.4th at 11. We note that, in so declining, our
    decision is "without prejudice to [Valdez's] right to pursue [the
    claim] later" in a collateral proceeding. Fernández-Santos, 
    856 F.3d at
    18 (citing United States v. Mala, 
    7 F.3d 1058
    , 1063 (1st
    Cir. 1993)).
    4 We have expressed alternative formulations of this test
    regarding when we must consider prejudice to the government.
    Compare United States v. Dunfee, 
    821 F.3d 120
    , 127 (1st Cir. 2016)
    (per curiam), and Isom, 
    580 F.3d at 52
    , with United States v.
    Adams, 
    971 F.3d 22
    , 38 (1st Cir. 2020), and United States v.
    Gardner, 
    5 F.4th 110
    , 123 (1st Cir. 2021) (Lynch, J., dissenting).
    The circumstances here, however, weigh against Valdez so much that
    we need not consider prejudice at all. See Fonseca, 49 F.4th at
    7 n.1.
    - 10 -
    (citing United States v. Gardner, 
    5 F.4th 110
    , 118 (1st Cir.
    2021)).        Such   circumstances       include     "whether    the     plea    was
    voluntary, intelligent, knowing and in compliance with Rule 11;
    the strength of the reasons offered in support of the motion;
    whether there is a serious claim of actual innocence; [and] the
    timing of the motion."          United States v. García-Núñez, 
    71 F.4th 1
    ,
    9 (1st Cir. 2023) (alterations in original) (quoting Isom, 
    580 F.3d at 52
    ).      "[T]he 'core concerns of Rule 11,' whether the plea
    was knowing, intelligent, and voluntary, are the most important
    when reviewing a district court's denial of a motion to withdraw
    a guilty plea."       
    Id.
     (citation omitted) (quoting Isom, 
    580 F.3d at 52
    ).
    Under Rule 11, the district court must inform a defendant
    of "the elements of the charges that the prosecution would have to
    prove at trial."        United States v. Fernández-Santos, 
    856 F.3d 10
    ,
    16 (1st Cir. 2017) (quoting United States v. Gandia-Maysonet, 
    227 F.3d 1
    , 3 (1st Cir. 2000)).             "The manner in which the charge is
    explained      and    the   method      for   determining       the     defendant's
    understanding of the charge will vary from case to case depending
    upon the complexity of the charges, the capacity of the defendant,
    and the attendant circumstances."                United States v. Ketchen, 
    877 F.3d 429
    ,    432–33    (1st    Cir.    2017)     (quoting    United    States    v.
    Cotal-Crespo, 
    47 F.3d 1
    , 6 (1st Cir. 1995)).                  "Ordinarily, 'it is
    sufficient in a plea colloquy for a district court to ascertain
    - 11 -
    that a defendant is aware of the nature of the charge[s] against
    him by reading the charge[s] in the indictment to the defendant
    and obtaining his competent acknowledgment that he understands the
    charge[s].'"    Fernández-Santos, 
    856 F.3d at 16
     (alterations in
    original) (quoting United States v. Ramos-Mejía, 
    721 F.3d 12
    , 15
    (1st Cir. 2013)).
    1. Standard of Review
    "We review an unpreserved Rule 11 claim for plain error."
    United States v. Williams, 
    48 F.4th 1
    , 5 (1st Cir. 2022) (citing
    United States v. Vonn, 
    535 U.S. 55
    , 58–59 (2002)).                   Preserved
    claims, however, are reviewed for an abuse of discretion.                  See
    García-Núñez,    71    F.4th   at   9.       Valdez   raised   his     primary
    argument -- that he pled guilty to conspiring with a government
    agent, which is not a crime, so his motions should have been
    granted -- below.      For that issue, we use the abuse-of-discretion
    standard.    See id.
    But the same cannot be said for his claim that his plea
    was not knowing, intelligent, and voluntary.               Nothing in the
    record5 reveals that this claim was raised squarely to the district
    5 To be clear, tucked away in an attachment to his pro se
    motion, Valdez claimed that his guilty plea was "not knowingly nor
    was it intelligently made because . . . I was never told that I
    cannot be held responsible for me conspiring with a government's
    informant." Reading this in context, however, reveals that Valdez
    was reiterating his contention that he could not be convicted of
    conspiracy. And, in any event, this "perfunctory" reference did
    not preserve the issue for appeal. United States v. Zannino, 895
    - 12 -
    court, and that is a necessary predicate to evade plain error
    review.       See id. at 9-10.               Therefore, we take a bifurcated
    approach,     asking     whether       the    district   court:      (1) abused    its
    discretion when it denied Valdez's motion to withdraw because he
    could not be convicted for conspiring with a government agent; or
    (2) plainly erred when it denied his motion because Valdez did not
    know, and was not informed, of this requirement.
    2. Conspiring with a Government Agent
    Although a person may not be convicted for conspiring
    only   with    a   government      agent,      "the   plurality      requirement   is
    satisfied by the participation of 'two' true conspirators . . . ."
    United States v. Giry, 
    818 F.2d 120
    , 126 (1st Cir. 1987); see also
    United    States    v.    Cordero,      
    668 F.2d 32
    ,    43   (1st   Cir.   1981)
    (rejecting legal-innocence argument where government agent was
    interlocutor between two non-governmental co-conspirators); United
    States v. Cordero, 
    973 F.3d 603
    , 617 (6th Cir. 2020) ("[I]t is
    well-settled       law    that     a    defendant's      conversations      with    a
    government agent may be used to establish the existence of a
    conspiracy      between    the     defendant       and      other,   non-government
    co-conspirators." (citations omitted)); United States v. Wenxia
    Man, 
    891 F.3d 1253
    , 1265 (11th Cir. 2018) ("[A] government informer
    may serve as the connecting link between conspirators." (internal
    F.2d 1, 17 (1st Cir. 1990); see also United States v. Zenon-
    Rodriguez, 
    289 F.3d 28
    , 35 (1st Cir. 2002).
    - 13 -
    quotation marks and original alterations omitted) (quoting Sears
    v. United States, 
    343 F.2d 139
    , 142 (5th Cir. 1965))).    The facts
    that Valdez agreed to at the change-of-plea hearing revealed two
    true conspirators: Valdez and the Texas source.
    Valdez approached CS only to secure the shipment of
    cocaine from the Texas source.      He also arranged the meeting in
    Texas between CS and the Texas source, gave $450,000 to CS to
    deliver to the Texas source, and directed CS to bring the drugs
    back to Boston from the Texas source.      Thus, Valdez admitted to
    arranging a three-way drug deal, in which one of the coconspirators
    was not a government agent.
    Considering these facts, Valdez's motion to withdraw his
    guilty plea rested on faulty grounds.    Cf. United States v. Ramos,
    
    810 F.2d 308
    , 312 (1st Cir. 1987) ("[I]f [a] defendant's factual
    contentions create no 'legally cognizable defense' to the charges,
    'he has not effectively denied his culpability,' and the motion
    can be denied." (quoting United States v. Barker, 
    514 F.2d 208
    ,
    220 (D.C. Cir. 1975) (en banc))).    It was enough that Valdez pled
    guilty "to participating in a conspiracy that involved at least
    one other person" who was not a government agent to be "guilty of
    conspiracy."   United States v. Delarosa Arias, 
    979 F.3d 80
    , 82
    (1st Cir. 2020) (quoting United States v. Matos-Quiñones, 
    456 F.3d 14
    , 21 (1st Cir. 2006)) (citing United States v. Penagaricano-
    Soler, 
    911 F.2d 833
    , 840 n.5 (1st Cir. 1990)).    The district court
    - 14 -
    correctly recognized this, so it acted within its discretion when
    it denied Valdez's motion.
    3. Understanding of the Conspiracy Charge
    "The defendant's burden under the plain error standard
    is a heavy one."      United States v. Ramirez-Benitez, 
    292 F.3d 22
    ,
    27   (1st   Cir.   2002).   This   requires   Valdez   to    show   "(1) 'an
    error . . . (2) which was clear or obvious and which not only
    (3) affected [his] substantial rights, but also (4) seriously
    impaired the fairness, integrity, or public reputation of judicial
    proceedings.'"      United States v. Abraham, 
    63 F.4th 102
    , 110 (1st
    Cir. 2023) (alterations in original) (quoting United States v.
    Pennue, 
    770 F.3d 985
    , 989 (1st Cir. 2014)).       With this in mind, we
    find no error here for a few reasons.
    First, the record belies his claim that he was unaware
    of the identity of his coconspirator in Texas.              The government
    provided Valdez with all required discovery at the discovery
    conference, including "the name of any . . . known unindicted
    coconspirator."      L.R., D. Mass. 116.1(c)(1)(E).         Valdez does not
    dispute this, so he cannot fault the district court for not
    informing him of information that he possessed.
    Second, the colloquy at Valdez's Rule 11 hearing shows
    that he understood enough about the charges to satisfy the Rule's
    requirements. Valdez, who was a high school graduate, acknowledged
    that he understood the charges and the mandatory minimum sentence
    - 15 -
    that he faced at the change-of-plea hearing.       He explained that he
    was pleading guilty to conspiracy to distribute five or more
    kilograms of cocaine. He told the district court that he discussed
    the charges, and the case in general, with his counsel.              And he
    reassured the district court that he understood the consequences
    of his guilty plea.       See, e.g., Ramos-Mejía, 
    721 F.3d at
    15–16
    (affirming the acceptance of a guilty plea where the defendant
    acknowledged that he understood the charges, reviewed them with
    his    counsel,   and   comprehended   the   consequences      of   pleading
    guilty).
    The nature of the conspiracy charge did not require more
    in-depth discussion.      "[W]hile the subtleties of conspiracy law
    may be the bane of criminal law students, the basic principle is
    easily understood: a group of people agreeing to do something
    illegal."    United States v. Carter, 
    815 F.2d 827
    , 829 (1st Cir.
    1987).     Thus, the district court could recite the charges, the
    possible punishments, and the facts proving that Valdez committed
    this   run-of-the-mill    crime   to   satisfy   Rule   11's    explanation
    requirement.      See 
    id.
     (affirming where the judge read the charges
    to the defendant, a high school graduate, who replied that he
    understood them); United States v. Jones, 
    778 F.3d 375
    , 382–83
    (1st Cir. 2015).
    We have rejected calls to require district courts to
    explain the nuances of criminal law under similar circumstances.
    - 16 -
    See Jones, 
    778 F.3d at
    382–83 (conspiracy to traffic cocaine);
    Fernández-Santos,   
    856 F.3d at 16
       (possession   with   intent   to
    distribute cocaine).      For example, in United States v. Cahill, we
    rejected a defendant's attempt to invalidate a guilty plea on the
    basis that the district court did not confirm that he understood
    the requisite intent for constructive possession of a firearm as
    a convicted felon. 85 F.4th at 621-23 (reviewing for plain error).
    We focused first on the defendant's assurances to the district
    court that he understood the charges and reviewed them with
    counsel, who explained them to him.          Id. at 622.     Because "the
    district court was not required . . . 'to explain the elements of
    each charge to the defendant on the record[,]'" it was not required
    to go over, in detail, the legal rationale for the defendant's
    culpability where the record showed that he reviewed his charges
    with counsel and had them explained to him.        Id. (quoting Bradshaw
    v. Stumpf, 
    545 U.S. 175
    , 183 (2005)) (citing United States v.
    Cruz-Rivera, 
    357 F.3d 10
    , 13 (1st Cir. 2004)).
    So too here.       Valdez explained to the district court
    that he understood the charges, that he reviewed the charges with
    his counsel, and that he understood the consequences of pleading
    guilty.   The district court "did not have to then explain" to
    Valdez "the 'intricacies' of" the plurality requirement "or the
    other legal doctrines that might be at issue in his case."                
    Id.
    (citing Cruz-Rivera, 
    357 F.3d at 13
    ).         Accordingly, we affirm the
    - 17 -
    district court's denial of Valdez's motion to withdraw his guilty
    plea.
    B. Application of the Safety Valve
    Valdez next submits that his sentence was "procedurally
    and substanti[vely] unreasonable" because the district court did
    not explain why it did not find Valdez eligible for the safety
    valve.    Valdez, however, waived this argument.
    "Waiver is the intentional relinquishment or abandonment
    of a known right."         United States v. Carter, 
    19 F.4th 520
    , 524
    (1st Cir. 2021) (citing United States v. Rodriguez, 
    311 F.3d 435
    ,
    437 (1st Cir. 2002)).          "[A] party waives an issue by 'purposefully
    abandon[ing] it, either expressly or by taking a contrary position'
    in the district court[.]"           United States v. Ruiz-Valle, 
    68 F.4th 741
    , 746 (1st Cir. 2023) (quoting United States v. Chen, 
    998 F.3d 1
    , 6 (1st Cir. 2021)).          "Waivers allow trial courts to narrow the
    issues and concentrate scarce judicial resources on genuinely
    contested matters -- and when a trial court makes a reasoned
    decision, it is unfair to allow a party to subvert that decision
    by resurrecting a waived claim."                United States v. Orsini, 
    907 F.3d 115
    ,   119     (1st    Cir.   2018)     (citing   United   States   v.
    Torres-Rosario, 
    658 F.3d 110
    , 116 (1st Cir. 2011)).
    Valdez was aware of the statement in the PSR yet took a
    contrary position by asking for the mandatory-minimum sentence.
    The PSR informed Valdez and his counsel that he qualified for the
    - 18 -
    safety valve if he met the fifth criterion.     At the sentencing
    hearing, the district court asked Valdez and his counsel repeatedly
    if they agreed with the advisory sentencing range in the PSR, if
    they had any objections to the PSR, and if they had anything else
    to bring to the district court's attention.         Neither did so.
    Instead, they sought the mandatory-minimum sentence.       "And by
    telling the district court that it could sentence him" to 120
    months in prison, Valdez "waived any claim that the court could
    not do so" without considering the safety valve.6    Ruiz-Valle, 68
    F.4th at 745–46; see also, e.g., United States v. Escobar-Figueroa,
    
    454 F.3d 40
    , 49 (1st Cir. 2006) (finding that the defendant waived
    6  In limited instances we have excepted "purely legal
    questions" from waiver. Orsini, 
    907 F.3d at 120
    ; see United States
    v. Mulkern, 
    49 F.4th 623
    , 641 (1st Cir. 2022) (Barron, C.J.,
    concurring in part and dissenting in part).        We apply this
    exception "only sparingly," Orsini, 
    907 F.3d at 120
    , where "the
    equities heavily preponderate in favor of such a step." Mulkern,
    49 F.4th at 635 (quoting Nat'l Ass'n of Soc. Workers v. Harwood,
    
    69 F.3d 622
    , 627 (1st Cir. 1995)).     And we, in part, "consider
    factors 'such as whether the inadequately preserved arguments are
    purely legal, are amenable to resolution without additional
    factfinding, are susceptible to resolution without causing undue
    prejudice, are highly convincing, are capable of repetition, and
    implicate matters of significant public concern.'"     Orsini, 
    907 F.3d at 120-21
     (quoting Sindi v. El-Moslimany, 
    896 F.3d 1
    , 28 (1st
    Cir. 2018)).   This "hen's teeth rare" exception does not apply
    here. 
    Id. at 120
    . Valdez's challenge revolves around whether he
    "truthfully provided" information to the government to qualify for
    the safety valve, which requires factfinding. United States v.
    Harakaly, 
    734 F.3d 88
    , 98 (1st Cir. 2013) (noting that a defendant
    must prove entitlement to the safety valve by a preponderance of
    the evidence).   This alone counsels strongly against exempting
    Valdez from the consequences of his waiver, so we shall not do so
    here.
    - 19 -
    an argument that § 3B1.2(b) applied where he did not raise the
    issue and his counsel expressed satisfaction with the sentence
    absent that provision).
    Valdez's pro se7 motion concerning § 851 does not alter
    this conclusion.    He argued only that the government did not file
    a § 851 notice, as it must do when it seeks to enhance the
    statutory minimum or maximum penalties that apply to a given
    defendant based on a prior conviction for a relevant drug offense.
    
    21 U.S.C. § 851
    (a)(1).       However, the government did not seek to
    increase   the   applicable        mandatory-minimum       sentence   based   on
    Valdez's prior convictions.          Cf. Suveges v. United States, 
    7 F.3d 6
    , 9 (1st Cir. 1993) ("[S]ection 851 is not in play . . . where,
    as here, the defendant is sentenced . . . to a prison term that
    falls within a non-enhanced statutory minimum-maximum range.")
    Valdez's   pro     se     motion -- making        an   irrelevant      argument
    under § 851,     which       would         not    affect      the     baseline,
    mandatory-minimum       sentence    that    he   requested -- thus     did    not
    7 Valdez's pro se status would not permit us to treat his
    motion as one made under § 5C1.2 and preserved or raised below to
    the district court.   We hold pro se filings "to less demanding
    standards than those drafted by lawyers and endeavor, within
    reasonable limits, to guard against the loss of pro se claims due
    to technical defects." Dutil v. Murphy, 
    550 F.3d 154
    , 158 (1st
    Cir. 2008) (citing Bolvin v. Black, 
    225 F.3d 36
    , 43 (1st Cir.
    2000)).   Holding him to those "reasonable limits," we cannot
    discern any basis upon which the district court would glean that
    Valdez's motion really took aim at the baseline, mandatory-minimum
    sentence of ten years. 
    Id.
    - 20 -
    prevent his waiver here.   Cf. United States v. Colón-De Jesús, 
    85 F.4th 15
    , 25 (1st Cir. 2023) (recognizing that general objections
    to a sentence do not preserve unsaid issues); United States v.
    Soto-Soto, 
    855 F.3d 445
    , 448 n.1 (1st Cir. 2017).
    III. CONCLUSION
    For the foregoing reasons, the denial of Valdez's motion
    and the judgment below are affirmed.
    - 21 -
    

Document Info

Docket Number: 22-1543

Filed Date: 12/14/2023

Precedential Status: Precedential

Modified Date: 12/14/2023