United States v. Santiago-Burgos , 750 F.3d 19 ( 2014 )


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  •            United States Court of Appeals
    For the First Circuit
    No. 12-1897
    UNITED STATES OF AMERICA,
    Appellee,
    v.
    EFRAIN SANTIAGO-BURGOS, a/k/a Miyagui,
    Defendant, Appellant.
    APPEAL FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF PUERTO RICO
    [Hon. Carmen Consuelo Cerezo, U.S. District Judge]
    Before
    Howard, Circuit Judge,
    Souter*, Associate Justice,
    and Stahl, Circuit Judge.
    Heather Golias, with whom Law Office of Heather Golias was on
    brief, for appellant.
    Michael C. Bagge, Assistant United States Attorney, with whom
    Rosa Emilia Rodríguez-Veléz, United States Attorney, Nelson Pérez-
    Sosa, Assistant United States Attorney, and Thomas F. Klumper,
    Assistant United States Attorney, were on brief, for appellee.
    *
    Hon. David H. Souter, Associate Justice (Ret.) of the
    Supreme Court of the United States, sitting by designation.
    April 21, 2014
    HOWARD, Circuit Judge.             Efrain Santiago-Burgos appeals
    the ninety-seven month prison sentence imposed by the district
    court after he pled guilty to a drug conspiracy charge.                   Santiago
    argues that the district court made a prejudicial Sentencing
    Guideline calculation error and improperly imposed his sentence
    consecutive    to   one   he    received     as   a   result    of   a   conviction
    tangentially    related    to    the   relevant       drug     conspiracy.     The
    government concedes the Guideline miscalculation point but disputes
    the consecutive sentence error.            It also argues that any error is
    nevertheless for naught because Santiago's plea agreement included
    a waiver of appeal.       Santiago disputes the applicability of the
    waiver.   We hold as follows:          the waiver does not bar Santiago's
    appeal; the consecutive sentence was not improper; the Guideline
    error requires remand for resentencing.
    I.
    In August 2008, Santiago and dozens of other people were
    indicted on multiple drug conspiracy counts.                      The indictment
    alleged, inter alia, that Santiago served as a "runner," whose
    duties included providing drugs to sellers and collecting drug
    proceeds from them.       Previously, in July 2006 -- a time during
    which the drug conspiracy was alleged to be active -- Santiago was
    sentenced to a short prison term and three years of supervised
    release for assaulting a Drug Enforcement Agency informant.                    The
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    supervised release eventually was revoked as a result of the
    current charges.
    In April 2011, Santiago pled guilty to one count of the
    present indictment, which charged him with conspiracy to possess
    with intent to distribute more than five kilograms of cocaine,
    fifty grams of cocaine base, one kilogram of heroin, 100 kilograms
    of marijuana, and/or Oxycodone and Xanax, all within 1000 feet of
    a school or public housing complex.1        The government and Santiago
    executed a plea agreement which stipulated that Santiago would be
    accountable for at least two but less than 3.5 kilograms of
    cocaine.    The parties further agreed that Santiago's Sentencing
    Guideline calculation would begin with a Base Offense Level ("BOL")
    of twenty-eight,2 to be increased by two levels because of the
    protected location involved3 and by two more levels for his role in
    the offense.4 Finally, if Santiago accepted responsibility for his
    crimes,    he   would   receive   a    three-level   deduction.5   These
    stipulations yielded an agreed-upon Total Offense Level ("TOL") of
    29, a result which is not part of this appeal.
    1
    
    21 U.S.C. §§ 841
    (a)(1), 846 and 860.
    2
    U.S.S.G. § 2D1.1(c)(6).
    3
    Id. § 2D1.2(a)(1).
    4
    Id. § 3B1.1(c).
    5
    Id. § 3E1.1.
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    The plea agreement contained no stipulation with respect
    to Santiago's Criminal History Category ("CHC"), but the parties
    agreed to certain limits on the parties' permissible arguments
    about the appropriate sentence.           They agreed that, if Santiago's
    CHC was determined to be I, he could ask for a sentence as low as
    eighty-seven months or the low end of the applicable Guideline
    range,   whichever   was   higher.        The    government,      meanwhile     was
    permitted   to   recommend   a    sentence       of    ninety-seven   months     if
    Santiago's CHC was I or II.       A CHC of III or higher would result in
    a recommendation at the low end of the applicable Guideline range.6
    Neither side was permitted to recommend a sentence shorter than
    eighty-seven months.
    Especially relevant to this appeal, the plea agreement
    contained the following waiver provision:                "The defendant hereby
    agrees that if this Honorable Court accepts this Plea Agreement and
    sentences     him    according     to      its        terms,    conditions      and
    recommendations, defendant waives and surrenders his right to
    appeal the judgement [sic] and sentence in this case."
    II.
    After    Santiago's     plea     and       before    sentencing,      a
    Presentence   Investigation      Report    ("PSR")       was    provided   to   the
    district court.      Santiago's CHC is the fulcrum of the parties'
    6
    A CHC of I and TOL 29 yields a sentence range of 87-108
    months; the same TOL with a CHC of II yields a 97-121 month range;
    a CHC of III produces a 108-135 month range.
    -5-
    dispute.   The PSR first saddled Santiago with two criminal history
    points for his 2006 informant assault conviction.          See U.S.S.G.
    § 4A1.1(b).    Two additional points were added because the instant
    offense was committed, in part, while Santiago was under a term of
    supervised release for the informant assault conviction.               Id.
    § 4A1.1(d). The four criminal history points yielded a CHC of III.
    The district court sustained Santiago's objection to the
    two   criminal   history   points    for   the   prior   conviction,   id.
    § 4A1.1(b), on the basis that the assault on the informant was an
    overt act within the conspiracy.           See Id. § 4A1.2 cmt. n.1
    (excluding from consideration of criminal history sentences that
    are for conduct that is part of the instant offense).         Siding with
    the government, the district court denied Santiago's objection to
    the two additional points related to his commission of the instant
    offense while on supervised release.       See Id. § 4A1.1(d).    Halving
    the total of points from four to two dropped Santiago into CHC II,
    resulting in a sentencing range of 97-121 months.           The district
    court imposed a sentence at the bottom end of that range and
    ordered it to run consecutively to the thirteen-month sentence he
    received on the informant assault case after his supervised release
    was revoked.
    III.
    On appeal, Santiago challenges the two criminal history
    points assessed under U.S.S.G. § 4A1.1(d) and the district court's
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    imposition of a consecutive, rather than a concurrent, sentence.
    For its part, the government concedes the criminal history error,
    observing that the same rationale that the district court employed
    to deduct two criminal history points under section 4A1.1(b) --
    that the assault was an overt act within the conspiracy to which
    Santiago was pleading guilty -- should apply to the two points
    assessed under section 4A1.1(d). We accept this concession and say
    no more about the issue.     The government additionally maintains
    that there was no error in the consecutive sentence.             But the
    government further argues that, regardless of any error below, the
    appellate   waiver   provision   of   the   plea   agreement   altogether
    precludes Santiago's appeal.     We turn first to the waiver.
    The government argues that even though the court erred in
    its Guideline calculation by sentencing Santiago according to CHC
    II (two points) rather than CHC I (zero points), the sentence
    nevertheless met the waiver's requirement that it fall within "[the
    Agreement's] terms, conditions and recommendations" because the
    agreement allowed a ninety-seven month sentence for either CHC I or
    CHC II.   We disagree.
    A waiver of appeal is valid if it was knowingly and
    voluntarily executed, and if enforcement would not result in a
    miscarriage of justice if enforced. Sotirion v. United States, 
    617 F.3d 27
    , 33 (1st Cir. 2010); United States v. Teeter, 
    257 F.3d 14
    ,
    24-25 (1st Cir. 2001). But "[e]ven a knowing and voluntary appeal
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    waiver only precludes appeals that fall within its scope."   United
    States v. McCoy, 
    508 F.3d 74
    , 77 (1st Cir. 2007); see also United
    States v. Okoye, 
    731 F.3d 46
    , 49 (1st Cir. 2013), cert. denied, 
    134 S. Ct. 1329
     (2014); United States v. Acosta-Roman, 
    549 F.3d 1
    , 3
    (1st Cir. 2008).
    Here, Santiago does not claim that the waiver was not
    knowing and voluntary.   But we still must determine whether this
    appeal falls within the waiver's scope.   To do so, we rely on basic
    contract interpretation principles, construing the agreement where
    possible to give effect to every term and phrase, Okoye, 731 F.3d
    at 49, and construing any ambiguities in favor of allowing the
    appeal to proceed, id. (citing United States v. Fernández-Cabrera,
    
    625 F.3d 48
    , 51 (1st Cir. 2010)).
    The government argues that Santiago's ninety-seven month
    sentence was expressly contemplated by the plea agreement, and thus
    his claim falls well within the waiver.     We see it differently,
    however. While the agreement certainly did not entitle Santiago to
    any particular sentence, and a ninety-seven month sentence was
    possible under either CHC I (where it would be in the middle of the
    sentencing range) or II (where it would be at the low end of the
    sentencing range), the district court's CHC error deprived Santiago
    of an express right that he otherwise did possess under the
    Agreement -- to argue for an eighty-seven month sentence.    Because
    the agreement limited Santiago's request to the greater of eighty-
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    seven months or the lower end of the applicable guideline range,
    once the district court erroneously settled on CHC II (with a low-
    end sentence of ninety-seven months), Santiago was deprived of one
    of the benefits of the plea bargain -- the possibility of a
    sentence at the low end of the correct guideline range. See United
    States v. Saxena, 
    229 F.3d 1
    , 6 (1st Cir. 2000) (observing that a
    defendant who fulfills his part of a plea agreement is "entitled to
    the benefit of his bargain").
    Here,      Santiago's    sentence        recommendation    was    highly
    dependent on the CHC.          Specifically, he could argue for an eighty-
    seven month sentence "if [his] Criminal History Category is I." In
    fact, his CHC was I (or at least should have been), and he was not
    permitted   to    so    argue.      We   therefore      find   that    he    was   not
    "sentence[d]      .    .   .   according       to    [the   agreement's]      terms,
    conditions,      and   recommendations"        and    the   waiver    is    therefore
    inapplicable to this appeal. Cf. McCoy, 
    508 F.3d at 77-78
     (finding
    waiver inapplicable where district court misapplied Guideline and
    waiver applied to sentence "within the Guideline range"). With the
    error conceded, we need not resolve the merits of Santiago's CHC
    argument and hold that Santiago must be re-sentenced applying CHC
    I.7
    7
    While we have previously upheld the validity of identical
    waivers, we have also suggested that, given the frequency of
    appeals involving waivers, "it would be better practice" if waiver
    provisions made specific reference "to any terms and conditions of
    the plea agreement that are not intended" by the parties to be
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    We need less discussion to resolve the waiver issue with
    respect to the consecutive sentence.          The plea agreement made no
    reference   whatsoever    as   to   whether   the   sentence   should   run
    consecutively to the previous one.         We have previously found that
    a similar waiver did not bar an appeal of a consecutive sentence,
    and we so hold here.     See United States v. Maldonado-Escarfullery,
    
    689 F.3d 94
    , 97 n.2 (1st Cir. 2012).
    When we turn to the substance of the argument, however,
    we find that Santiago's victory is a pyrrhic one.          In some cases
    federal sentences imposed on a defendant subject to an undischarged
    prior sentence must be consecutive, see U.S.S.G. § 5G1.3(a); in
    other cases, the sentence must be concurrent, with credit for time
    served, see id. § 5G1.3(b); and in still other cases, the matter is
    left to the discretion of the sentencing judge, see id. § 5G1.3(c).
    United States v. Dunbar, 
    660 F.3d 54
    , 56 (1st Cir. 2011) (per
    curiam).     Here, the parties agree that subsection (a), which
    applies to defendants serving an undischarged term of imprisonment,
    is inapposite here.      So we turn our attention to subsections (b)
    and (c).    Santiago first argues that the district court erred by
    not applying U.S.S.G. § 5G1.3(b), which would have mandated that
    his sentences run concurrently.       He concedes that he did not raise
    this issue before the district court and that, therefore, we review
    within the waiver's scope. United States v. Ortiz-García, 
    665 F.3d 279
    , 284 (1st Cir. 2011) (citing United States v. Acosta-Roman, 
    549 F.3d 1
    , 4 n.3 (1st Cir. 2008)).
    -10-
    it only for plain error.        Success on appeal requires Santiago to
    demonstrate:      1) an error; 2) that was plain or obvious and; and
    which 3) affected his substantial rights; and also 4) seriously
    impaired the fairness, integrity, or public reputation of the
    judicial proceedings.       United States v. Díaz-Maldonado, 
    727 F.3d 130
    , 142 (1st Cir. 2013).
    To receive a concurrent sentence under Section 5G1.3(b),
    Santiago must demonstrate both that his prior sentence is based on
    conduct that is "relevant conduct" under U.S.S.G. §§ 1B1.3(a)(1),
    (2) or (3), and that such relevant conduct was the basis for an
    increase in the offense level in this case.               United States v.
    Carrasco-De-Jesús, 
    589 F.3d 22
    , 27 (1st Cir. 2009).                  Here the
    dispute centers on the second element, whether the assault on the
    DEA   informant    was   part   of   the   two-level,   role-in-the-offense
    increase for being an "organizer, leader, manager, or supervisor"
    in the conspiracy of conviction.           U.S.S.G.   § 3B1.1(c).
    Santiago begins by correctly noting that his offense-
    level adjustment was due to his role as a "runner" responsible for
    supervising street-level dealers.           His argument jumps the tracks,
    however, when he tries to link his runner role to violence of the
    type that led to his informant assault conviction.                  None of a
    runner's responsibilities described in the record include violence.
    Santiago tries to elide this gap by noting that the record reflects
    that "some co-conspirators would use violence" to achieve their
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    goals. However, Santiago does not direct us to any record evidence
    to show that he was part of the group of violence-using co-
    conspirators.           Accordingly, we cannot find any error, much less
    plain error, in not applying section 5G1.3(b)
    Santiago argues in the alternative that, even if U.S.S.G.
    § 5G1.3(c) properly applied, the district court erred in not
    exercising its discretion to run the sentences concurrently.
    However, his reliance on U.S.S.G. § 5G1.3(c) fares no better.8                  In
    cases       that   do   not   fit   within   either   subsection   (a)   or   (b),
    subsection (c) allows the sentencing judge to impose sentences
    consecutively, concurrently, or partially concurrently to achieve
    a reasonable punishment for the instant offense.               Drilling a bit
    deeper, Application Note 3(C) states that "[s]ubsection (c) applies
    in cases in which the defendant was on federal or state . . .
    supervised release at the time of the instant offense and has had
    such        . . . supervised release revoked."         U.S.S.G. § 5G1.3, cmt.
    n.3(C). The crowning blow to Santiago's argument follows, though:
    "[T]he Commission recommends that the sentence for the instant
    offense be imposed consecutively to the sentence imposed for the
    8
    Despite Santiago's entreaties to the contrary, this argument
    was not raised below. While his brief points us to several spots
    in the record where he asserted that the conduct underlying his
    revocation was "relevant," in the sentencing vernacular, to the
    instant conviction, those references were all made in connection
    with his objection to the CHC calculation, not the consecutive
    sentence issue. A single remark at sentencing that all the conduct
    is "part of the same . . . conspiracy, and therefore that the
    sentence should be concurrent" does not change our view.
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    revocation."     Id.   In harmony with this note, we have held in a
    similar circumstance that consecutive sentences are "the default
    position."    United States v. Parks, 
    698 F.3d 1
    , 8 (1st Cir. 2012)
    (affirming consecutive sentence imposed on defendant who was on
    probation at time of conviction, even though both the conviction
    and probation violation arose from the same course of conduct),
    cert. denied, 
    133 S. Ct. 2021
     (2013). Against this backdrop, there
    was no error in the district court's decision to impose the
    sentence in this case consecutively to the revocation sentence.
    IV.
    Santiago's ninety-seven month sentence is vacated and
    this case is remanded to the district court for resentencing in
    accordance with this opinion.      The district court's decision to
    impose the sentence in this case consecutively to Santiago's
    earlier sentence is affirmed.
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