Blue v. Medeiros , 913 F.3d 1 ( 2019 )


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  •           United States Court of Appeals
    For the First Circuit
    No. 18-1066
    LARRY BLUE,
    Petitioner, Appellant,
    v.
    SEAN MEDEIROS,
    Respondent, Appellee.
    APPEAL FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF MASSACHUSETTS
    [Hon. Allison D. Burroughs, U.S. District Judge]
    Before
    Thompson, Selya, and Lipez,
    Circuit Judges.
    Ashley P. Allen, with whom Patricia A. DeJuneas and Sibbison
    & DeJuneas were on brief, for appellant.
    Eva M. Badway, Assistant Attorney General, with whom Maura
    Healey, Attorney General, was on brief, for appellee.
    January 4, 2019
    THOMPSON, Circuit Judge.
    The Antiterrorism and Effective Death Penalty Act of
    1996 ("AEDPA"), 28 U.S.C. § 2244(d)(1), establishes a one-year
    statute of limitations for a state prisoner to file a federal
    habeas corpus petition under 28 U.S.C. § 2254. The one-year period
    generally starts when a prisoner's conviction becomes final, but
    may be tolled, pursuant to the statute, during the time in "which
    a properly filed application for State post-conviction or other
    collateral review with respect to the pertinent judgment or claim
    is pending."   Id. § 2244(d)(2).
    Petitioner Larry Blue, a Massachusetts prison inmate,
    filed a petition for habeas corpus relief which the district court
    dismissed as time-barred under AEDPA's statute of limitations.
    Petitioner now seeks reconsideration of that ruling based on two
    tolling theories.   First, Petitioner argues that the statute of
    limitations should be statutorily tolled during the month-plus-
    long pendency of his motion to stay the execution of his sentence,
    because that motion, he urges, constitutes an application for
    collateral review under § 2244(d)(2).   Second, Petitioner argues,
    essentially, that unique circumstances surrounding his conviction
    justify equitable tolling of the time between the finality of his
    Commonwealth convictions and the filing of his habeas petition.
    For reasons explained below, we reject these arguments and affirm
    the dismissal of Petitioner's habeas corpus petition.
    - 2 -
    I.   Background
    Because     dates    are       crucial   to    our   evaluation     of
    Petitioner's claims, we ask the reader's patience as we detail the
    travel of the proceedings below.                 On August 18, 2010, following a
    trial by jury, Petitioner was convicted of multiple Massachusetts
    state law crimes, including drug trafficking, drug possession, and
    unlicensed firearm and ammunition possession.                        Thereafter, he
    pleaded guilty to additional related charges and was handed a
    cumulative sentence of up to ten years and a day to serve.
    Petitioner pursued various avenues of post-conviction
    relief in the Commonwealth courts.1                 On June 14, 2012, Petitioner
    filed       a   direct    appeal    of   his    convictions,    based   in   part   on
    arguments previously raised and rejected by the trial court that
    there were defects in the search warrants that led to his arrest.
    Additionally, Petitioner premiered a new argument challenging the
    constitutionality of Massachusetts's gun licensing regime.
    While Petitioner's appeal was pending, revelations of
    widespread misconduct at the Commonwealth's crime lab, the William
    A. Hinton State Laboratory Institute, came to light with state-
    employed chemist Annie Dookhan in the maelstrom of the scandal.
    In response to these disclosures, in August 2012, Massachusetts's
    1
    First, he filed a motion for a new trial, based on his
    assertion that the court reporter was unable to produce a full
    transcript of his trial. This motion was denied the following day
    when the parties collaborated to reconstruct the missing record.
    - 3 -
    governor    shuttered    the    lab    and   ordered     an      independent
    investigation.2 Dookhan, after being hit with multiple indictments
    for falsifying drug test results, lying about her credentials, and
    perjuring herself in court (including during Petitioner's trial),
    eventually pled guilty to twenty-seven counts on November 22, 2013.
    Meanwhile, the Appeals Court of Massachusetts denied
    Petitioner's direct appeal on September 27, 2013.         Commonwealth v.
    Blue, 
    994 N.E.2d 817
     (Table), 
    2013 WL 5377118
     (Mass. App. Ct.
    2013). First, it cited its agreement with the trial court's
    reasoning    for   the   denial   of    Petitioner's     search      warrant
    suppression motions. And next, it pointed out the futility of
    Petitioner's constitutional challenge, noting the state's gun
    licensing regime had already been given the green light by the
    Massachusetts Supreme Judicial Court ("SJC").            Id.      Hoping to
    change minds, Petitioner filed a motion for rehearing, but the
    appeals court promptly denied it.
    Soldiering   on,   Petitioner    sought    further    appellate
    review with the SJC in October 2013.         However, that application
    was summarily denied without discussion on November 21, 2013.
    Commonwealth v. Blue, 
    998 N.E.2d 342
     (Mass. 2013) (Table).           Ninety
    2 Not long after the Dookhan misconduct was made public, an
    entry in the trial court docket reflects that Petitioner filed a
    motion to stay the execution of his sentence on March 12, 2013.
    The docket notation reads "(Drug Lab)"; the motion was withdrawn
    in June 2013.
    - 4 -
    days later, on February 19, 2014, Petitioner's convictions became
    final; that is the moment the AEDPA statute of limitations clock
    began to tick.3
    In the wake of the Dookhan fiasco, Petitioner filed with
    the trial court a second motion to stay the execution of his
    sentence, pursuant to Massachusetts Rule of Criminal Procedure 31
    ("Rule 31").4     In that February 21, 2014 filing he asserted his
    belief that Dookhan's misconduct would likely result in the grant
    of a new trial on all charges given (1) the unreliability of the
    laboratory testing supporting his drug convictions and (2) the
    overall   taint       Dookhan's   perjured   testimony      cast     on    his
    convictions, due to the prosecutor weaving together the drug
    dealing   and   the   gun   possession   throughout   the   trial.        In   a
    memorandum in support of his stay motion, Petitioner announced his
    intention to file a renewed motion for a new trial "shortly," based
    on Dookhan's perjury and other grounds.
    3 Cordle v. Guarino, 
    428 F.3d 46
    , 48 (1st Cir. 2005) ("The
    SJC affirmed [the] convictions on March 11, 1992; her convictions
    became final ninety days thereafter.").
    4 The Commonwealth's investigation into the Hinton Lab came
    to an end, concluding that, while Dookhan was "the sole bad actor"
    at the lab, poor and inadequate training, protocols, and management
    had allowed her conduct to go undetected for years.         It was
    conservatively estimated that Dookhan worked on close to 34,000
    cases during her years at the lab. Commonwealth v. Charles, 
    992 N.E.2d 999
    , 1003 (Mass. 2013).
    - 5 -
    Back at the SJC, while Petitioner's motion to stay was
    pending, the Commonwealth high court weighed in on the Dookhan
    debacle:   in   cases    where   Dookhan    had   served   as   a   primary    or
    secondary chemist for drug analysis, all defendants were entitled
    to a conclusive presumption that her conduct was egregious and
    attributable to the Commonwealth.          Commonwealth v. Scott, 
    5 N.E.3d 530
    , 535 (Mass. 2014).           That presumption notwithstanding, soon
    after the Scott opinion issued, Petitioner's motion for a stay of
    the execution of his sentence was denied on March 27, 2014.                   The
    trial court found that Petitioner's firearms convictions were
    unaffected by Dookhan's misconduct and as such, he was unlikely to
    receive a new trial.
    Undeterred, on May 5, 2014, Petitioner filed a second
    motion for a new trial based on two theories.              First, he framed
    the   revelation    of     Dookhan's       perjury   as    "newly-discovered
    evidence," casting doubt on the fairness of his conviction.               (For
    all intents and purposes, this taint argument is the same one that
    had just been rejected by the court in response to his stay
    motion.)   His second argument, ineffective assistance of counsel,
    was essentially a repackaging of the earlier defective search
    warrant claims.5
    5Petitioner alleged that the warrants failed to establish
    timely probable cause because of their technical shortcomings, and
    that his attorney was ineffective for failing to properly argue
    - 6 -
    On January 20, 2015, acting on Petitioner's new trial
    motion, the trial court granted it as to the drug charges, and
    denied   it    as    to   the     gun   charges.         Commenting   on   the   drug
    convictions,        the   court    conceded      that,    even   though    extensive
    evidence supported Petitioner's drug charges aside from Dookhan's
    perjured testimony, her testimony had, nonetheless, tainted the
    drug convictions.          As for the gun charges, the court found no
    connection between Dookhan's testimony and those convictions.
    Finally, the trial court dismissed the ineffective assistance
    claim, describing it as not distinct from Petitioner's prior search
    warrant claims, and writing:
    [T]he Appeals Court implicitly rejected the defendant's
    instant claim . . . and made rejection explicit when it
    refused the defendant's petition for rehearing.       The
    issue is settled and need not be considered on its merits
    here.
    Two days later Petitioner appealed the partial denial to the
    appellate court, and sought further review after this first appeal
    was denied. Commonwealth v. Blue, 
    46 N.E.3d 114
     (Table), 
    2016 WL 757758
     (Mass. App. Ct. 2016).             The Commonwealth nolle prossed the
    drug charges at the end of January 2015.6                 And, on April 27, 2016,
    the defects -- an interpretive gloss that he had not explicitly
    raised before.
    6  "Nolle prossed" comes from the Latin phrase "nolle
    prosequi," translated as "we shall no longer prosecute." In this
    context, it means that the Commonwealth dropped all the drug
    charges against Petitioner.
    - 7 -
    the SJC entered a final denial of Petitioner's application for
    further appellate review of his motion for a new trial.7
    Almost     eleven   months8     later,   on   March    20,    2017,
    Petitioner filed his federal petition for a writ of habeas corpus,
    premised solely on his allegations of ineffective assistance of
    counsel.9         On   the   motion    of    Respondent     Norfolk      prison
    superintendent Sean Medeiros, the district court dismissed the
    petition as time-barred under AEDPA.           Blue v. Medeiros, No. 17-
    cv-10464-ADB, 
    2017 WL 5297910
    , at *1 (D. Mass. Nov. 13, 2017).                 In
    so doing the district court held that Petitioner's motion to stay
    the execution of his sentence did not toll AEDPA's one-year time
    limit,    under   28   U.S.C.   §   2244(d)(2),   because   it    was    not   an
    "application for . . . collateral review."           The court held further
    that Petitioner was not entitled to equitable tolling because the
    issues created by the Hinton Lab misconduct did not impose a bar
    7 There is no dispute that the AEDPA statute of limitations
    was tolled for the almost two-year period that his motion for a
    new trial was pending, from May 5, 2014, through April 27, 2016.
    8   327 days, to be precise.
    9  Again, Petitioner alleged that the search warrants
    underlying his arrest and conviction failed to establish probable
    cause, and that trial counsel failed to argue this effectively.
    These arguments are not before us in this appeal.       Peralta v.
    United States, 
    597 F.3d 74
    , 83 (1st Cir. 2010) (general rule is
    that "a court of appeals should not consider the merits of an issue
    advanced by a habeas petitioner unless a COA [certificate of
    appealability] first has been obtained with respect to that issue"
    (quoting Bui v. DiPaolo, 
    170 F.3d 232
    , 237 (1st Cir. 1999))).
    - 8 -
    to Petitioner filing a motion for a new trial concurrently with
    his motion for stay of execution (recall Petitioner's stay motion
    was filed on February 21, 2014, while his new trial motion was not
    filed until May 5, 2014); and because, even after his motion for
    a new trial was denied and the Commonwealth had abandoned the drug
    charges, Petitioner allowed eleven months to pass by before filing
    the petition for the writ of habeas corpus.
    In   his   present    appeal,   Petitioner   advances   two
    arguments relative to the timeliness of his habeas petition; we
    take each in turn.    Because the district court denied Petitioner
    relief "on a procedural ground without taking evidence," we apply
    de novo review.    Holmes v. Spencer (Holmes I), 
    685 F.3d 51
    , 58
    (1st Cir. 2012) (quoting Wood v. Spencer, 
    487 F.3d 1
    , 3 (1st Cir.
    2007)).
    II. Statutory Tolling
    First, Petitioner argues that his motion to stay the
    execution of his sentence tolled AEDPA's statute of limitations,
    because it is a properly filed application for "collateral review"
    as contemplated by 28 U.S.C. § 2244(d)(2). In support of his
    assertion that "the plain meaning" of AEDPA's tolling provision
    "includes post-conviction motions [like a motion to stay] heard by
    the trial judge," Petitioner cites Wall v. Kholi (Kholi III), 
    562 U.S. 545
     (2011).     To better understand Petitioner's argument, a
    brief discussion of Kholi is in order.
    - 9 -
    Khalil Kholi was convicted by the Rhode Island Superior
    Court of repeated acts of sexual assault on his two young step-
    daughters and received two consecutive life sentences. He appealed
    the convictions and simultaneously filed a motion to reduce his
    sentence; both were unsuccessful.     State v. Kholi, 
    706 A.2d 1326
    (R.I. 1998); State v. Kholi, 
    672 A.2d 429
     (R.I. 1996).
    Kholi then filed a petition for a writ of habeas corpus
    in the federal district court, which denied relief after finding
    the petition time-barred by AEDPA.     Kholi v. Wall (Kholi I), No.
    07-346S, 
    2008 WL 60194
     (D.R.I. Jan. 3, 2008).     In so concluding,
    the court held that Kholi's motion to reduce his sentence, brought
    pursuant to Rule 35 of Rhode Island's criminal procedure rules,10
    did not constitute an application for "collateral review" under
    AEDPA, and thus did not toll the limitations period.   Instead, the
    court reasoned that "a motion for correction or reduction of
    sentence contemplates the defendant returning to the same court,
    and pleading for mercy before the same judge that imposed the
    original sentence and thus, is not 'collateral' within the meaning
    of AEDPA."    Id. at *3 (citing Walkowiak v. Haines, 
    272 F.3d 234
    ,
    237-38 (4th Cir. 2001)).
    Kholi appealed and we reversed, holding that "a state
    post-conviction motion for a sentence reduction, in the nature of
    10   R.I. Super. Ct. R. Crim. P. 35 (a).
    - 10 -
    a   plea    for   discretionary      leniency,   comes    within    the   [AEDPA]
    statutory sweep."         Kholi v. Wall (Kholi II), 
    582 F.3d 147
    , 156
    (1st Cir. 2009).         In reaching this conclusion, we stressed the
    importance of encouraging state prisoners to exhaust state court
    remedies before seeking federal habeas review.                Id. at 155.
    The state of Rhode Island sought further review and the
    Supreme Court granted certiorari.           Kholi III, 562 U.S. at 551-53.
    In affirming our ruling the Court carefully parsed the AEDPA
    tolling language.        Defining the phrase "collateral review" in the
    AEDPA context, the Court stated, "[v]iewed as a whole, then,
    'collateral review' of a judgment or claim means a judicial
    reexamination of a judgment or claim in a proceeding outside of
    the direct review process."          Id. at 553. In considering whether a
    Rule 35 motion would trigger collateral review, the Supreme Court
    analyzed the meanings of the words "collateral" and "review." Id.
    at 555-56.
    Reasoning that a motion to reduce the sentence was
    traditionally viewed as a collateral challenge, and was in no
    instance a part of the direct review process, the Court quickly
    determined that the motion was collateral.            Id. at 555.     The Court
    then moved on to examine its understanding of the word "review."
    Based on the operation of the state's criminal rule, the motion
    would      require   a   "judicial    reexamination      of   the   sentence   to
    determine whether a more lenient sentence is proper" and it
    - 11 -
    therefore resulted in a review.          Id.    Consequently, the Court
    determined that Kholi's motion to reduce his sentence constituted
    an   application   for    collateral   review   which   triggered   AEDPA's
    tolling provision.       Id. at 556; see also Holmes I, 685 F.3d at 60;
    Kholi II, 582 F.3d at 153 ("Taking into account this quotidian
    understanding, it seems self-evident that a motion for a sentence
    reduction in the nature of a plea for discretionary leniency is a
    motion that seeks post-conviction 'review' of a sentence and, thus,
    is a motion that falls squarely within the plain meaning of section
    2244(d)(2).").
    As our Petitioner would have it, his Massachusetts Rule
    31 motion to stay execution of sentence is no different from the
    Rule 35 motion discussed in Kholi III, and as such the district
    court erred when it deemed AEDPA's tolling provision not triggered.
    However, while we agree with Petitioner that his motion is,
    assuredly, a collateral one, we find it does not have the power to
    generate a review.       As the government correctly suggests, we must
    turn to Massachusetts law to explain why.          Carey v. Saffold, 
    536 U.S. 214
    , 223 (2002) ("[F]or purposes of applying a federal statute
    that interacts with state procedural rules, we look to how a state
    procedure functions . . . ."); Lewis v. Jeffers, 
    497 U.S. 764
    ,
    780-81 (1990) (urging deference to a state court's "application of
    its own law" in habeas context).
    - 12 -
    Rule 31 allows a trial judge or a single justice of the
    Commonwealth's appellate court to make a discretionary ruling
    staying the imposition of a sentence during the pendency of an
    appeal.11    While the ruling on the stay will not be reversed absent
    an   abuse    of   discretion,   the   judge   generally   requires   a
    demonstration that the defendant has a reasonable likelihood of
    success on appeal. See Commonwealth v. Levin, 
    388 N.E.2d 1207
    ,
    1208 (Mass. App. Ct. 1979). That means evaluating whether or not
    the appeal is frivolous, or whether it is "an appeal which presents
    an issue which is worthy of presentation to an appellate court,
    one which offers some reasonable possibility of a successful
    decision in the appeal."    Id. at 1209.   More recently, the SJC has
    described this analysis as a "pure question of law or legal
    judgment," which in no way prejudges "the merits of the defendant's
    direct appeal." Commonwealth v. Mattier, 
    49 N.E.3d 227
    , 228-29
    (Mass. 2016) (quoting Commonwealth v. Allen, 
    392 N.E.2d 1027
    , 1033
    (Mass. 1979)).12
    We have noted in the past that not all filings by a
    criminal defendant which seek to advance a challenge to a judgment
    11 The order is temporary and automatically expires upon
    affirmation of the conviction, unless it is extended by the
    appellate court. It may also be revoked. Rule 31(a), (b).
    12  In addition to the merits evaluation, the judge
    entertaining the motion must also consider issues relating to
    security, such as the defendant's risk of flight or likelihood of
    committing new criminal acts. Levin, 388 N.E.2d at 1210.
    - 13 -
    of conviction constitute a collateral review for AEDPA purposes.
    Rodriguez v. Spencer, 
    412 F.3d 29
    , 37 (1st Cir. 2005) (petition
    for extraordinary relief not application for collateral review);
    Voravongsa v. Wall, 
    349 F.3d 1
    , 7 (1st Cir. 2003) (pro se motion
    for appointment of state post-conviction counsel not collateral
    review); see also Bridges v. Johnson, 
    284 F.3d 1201
    , 1203 (11th
    Cir. 2002) (application before a state sentence review panel not
    collateral review); Adeline v. Stinson, 
    206 F.3d 249
    , 252 (2d Cir.
    2000)        (motion   to   revive   an   appeal   not   collateral   review).
    Similarly here, from our perspective, the Rule 31 screening process
    lacks the indicia of a "review" for this reason: Even though a
    judge must take a peek at the underlying claim to see if the merits
    are hopeless, she has no authority to either alter the judgment or
    change the sentence.         See Kholi II, 582 F.3d at 151 (in the typical
    case, application for post-conviction relief that "does not seek
    to alter (or even to reexamine) the judgment" does not toll
    statute).
    For these reasons, after a fresh review of Petitioner's
    claims, we hold that a motion to stay the execution of a sentence,
    under Rule 31, does not constitute a motion for collateral review,
    and its filing does not trigger AEDPA's tolling provisions.13
    13
    Even if the statute of limitations were tolled during the
    pendency of his motion to stay the execution of his sentence, he
    still goes over the statutory time limit.      He has a short two
    days between the date his convictions became final and the date he
    - 14 -
    III. Equitable Tolling
    Petitioner's second argument -- that equitable tolling
    applies to his habeas filing -- is grounded in principles of equity
    and fairness, and is primarily focused on the disruption in the
    Commonwealth's        administration     of    justice     caused   by    Dookhan's
    deceitful misconduct.14         In claiming that his petition for habeas
    corpus relief should be permitted to go forward, Petitioner offers
    the following argument: "The lower court presumed that equitable
    tolling can only apply to the time immediately preceding the filing
    of the habeas corpus petition, rather than to any period of time
    after a conviction becomes final. . . .As far as petitioner is
    aware, there is no requirement that the petitioner show a permanent
    impediment from filing or to justify the year in which petitioner
    has   to      file   his   application   for    a   writ    of   habeas    corpus."
    Petitioner's argument, then, seems to have two parts which go like
    this.        First, he says that the 75 days between February 19, 2014,
    the date his convictions became final, up to May 5, 2014, when he
    filed his motion for a new trial, must be equitably tolled because
    filed his motion for a stay. Then, 39 days elapse between the
    denial of his motion to stay and the filing of his motion for a
    new trial. If you add those 41 days to the 327 days he waited
    between the final exhaustion of all state court review and the
    date he filed the present writ, you get 368 days -- three days
    over the statutory time limit.
    14
    As mentioned earlier, based on Scott, 5 N.E.3d at 535, this
    conduct may be attributed to the Commonwealth.
    - 15 -
    during this time he was diligently pursuing state-court relief,
    and yet was thwarted by the difficulties posed by the Hinton Lab
    investigation.    As he tells it: "The magnitude of the problem
    effectively    reopened   and    called    into   question    thousands   of
    convictions.      What    followed   were    delays   in     post-conviction
    hearings, discovery issues, and an on-going, ultimately fifteen-
    month, investigation by the Office of the Inspector General into
    the Hinton State Drug Laboratory that concluded on March 4, 2014."
    Second, as for the time from April 27, 2016 to March 20,
    2017, when Petitioner filed his habeas petition, he seems to be
    contending that this period should be excluded altogether from our
    equitable tolling analysis.      We consider Petitioner's contentions,
    keeping in mind the guiding principles discussed next.
    To establish a basis for equitable tolling, a habeas
    petitioner must demonstrate that he or she has diligently pursued
    her rights, but some extraordinary circumstance, or obstacle,
    prevented timely filing.        Holland v. Florida, 
    560 U.S. 631
    , 649
    (2010); Holmes I, 685 F.3d at 62. The diligence prong covers those
    affairs within the petitioner's control, while the extraordinary-
    circumstances prong covers matters outside his control.           Menominee
    Indian Tribe of Wis. v. United States, 
    136 S. Ct. 750
    , 755-57
    (2016).   It is up to the petitioner to establish "a causal
    relationship between the extraordinary circumstances on which the
    claim for equitable tolling rests and the lateness of his filing."
    - 16 -
    Valverde     v.    Stinson,     
    224 F.3d 129
    ,   134   (2d   Cir.   2000).
    Additionally, "we apply equitable tolling on a case-by-case basis,
    avoiding    mechanical     rules      and   favoring   flexibility."      Ortega
    Candelaria v. Orthobiologics LLC, 
    661 F.3d 675
    , 680 (1st Cir.
    2011).      That said, equitable tolling is applied infrequently,
    Holmes I, 685 F.3d at 62, and abuse-of-discretion is the lens
    through which we review an equitable tolling decision, Holmes v.
    Spencer (Holmes II), 
    822 F.3d 609
    , 612 (1st Cir. 2016).                     This
    standard of review is nuanced; "within it, abstract questions of
    law are reviewed de novo, findings of raw fact are reviewed for
    clear error, and judgment calls receive a classically deferential
    reception."       Holmes I, 685 F.3d at 62 (quoting Riva v. Ficco, 
    615 F.3d 35
    , 40 (1st Cir. 2010)).
    In support of his two-part equitable tolling theory (to
    remind the reader: the period between the date of his final
    conviction and the date he filed his motion for a new trial should
    be equitably tolled in full, and the eleven-month post new trial
    denial period should be ignored altogether), Petitioner cites to
    Holmes I.    Accordingly, closer scrutiny of that case is warranted.
    In    Holmes   I,   habeas      petitioner   Holmes    sought   both
    statutory and equitable tolling: statutory for a period during
    - 17 -
    which his motion to revise or revoke his sentence was pending;15
    equitable for the same period based on the obstacles imposed by
    his incarceration, and by the incorrect legal filing he made in
    reliance   on   misleading   advice    from   his   lawyer   during   plea
    bargaining.     Holmes I, 685 F.3d at 55-56.        On appeal this court
    affirmed the district court in part, agreeing that, while Holmes's
    motion to revise or revoke his sentence was in fact an application
    for collateral review under AEDPA (based on the newly-minted Kholi
    III   decision),    it   still   was   not    "properly"     filed    under
    Massachusetts law (his filing did not specify the grounds upon
    which the motion was based as Rule 29 requires)16 and so did not
    trigger the statutory tolling mechanism within the meaning of 28
    U.S.C. § 2244(d)(2).      Id. at 60-61.       However, we remanded the
    matter to the district court to review its equitable tolling
    ruling, pointing out that Holmes's belief that he had in fact
    properly filed his motion to revise or revoke his sentence might,
    15
    Holmes's motion was brought pursuant to Massachusetts Rule
    of Criminal Procedure 29, a rule indistinguishable from Rhode
    Island's Rule 35 discussed in Kholi III.
    16
    An application is "properly filed" for AEDPA purposes "when
    its delivery and acceptance are in compliance with the applicable
    laws and rules governing filings." Holmes I, 685 F.3d at 67
    (quoting Artuz v. Bennett, 
    531 U.S. 4
    , 8 (2000)).
    - 18 -
    after Kholi III, provide an equitable basis for excluding the time
    the motion was pending.17     Id. at 63-66.
    Petitioner is correct that our Holmes I decision spends
    much time and analysis scrutinizing the almost nine-year period
    between   Holmes's   guilty     plea   and    the   final   denial   of
    reconsideration from the Commonwealth court, during which time he
    argued that he faced extraordinary obstacles (a lot was going on
    during those nine years).      Then, extrapolating from the focus of
    that discussion, Petitioner posits that the additional seven-month
    period between the final ruling by the Commonwealth court and the
    date Holmes filed his petition for habeas corpus must not have
    been relevant to our equitable tolling analysis.        "There was no
    weight given to, or even mention of, the seven months it took
    [Holmes] to file his habeas petition after his conviction became
    final," Petitioner writes in his brief.       Therefore, according to
    Petitioner, it logically follows that in his case, the eleven-
    month period between the conclusion of the Commonwealth court
    review and the filing of his habeas petition is not relevant to
    17This court rejected Holmes's arguments that allegedly bad
    advice from his lawyer, coupled with the disadvantages of
    incarceration, justified equitable tolling, suggesting sua sponte
    a third ground for equitable tolling instead. As it turned out,
    on remand, the district court held that there was no basis for
    equitable tolling and again denied Holmes's petition as untimely.
    The ruling was affirmed by this court in Holmes II. 822 F.3d at
    612.
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    our assessment of extraordinary circumstances or diligence when it
    comes to an equitable tolling analysis.
    Unfortunately,   Petitioner   misconstrues   our   Holmes   I
    rationale.     A careful read makes it clear that we considered the
    entire period leading up to the filing of the habeas petition when
    we wrote, "[t]he timeliness of Holmes's federal habeas petition,
    then, hinges on whether there are any grounds for excluding at
    least twenty-two of the remaining thirty-four unaccounted months
    between May 1, 1998 [the date of Holmes's guilty plea] and April
    9, 2008 [the filing date of the habeas petition]."        Id. at 57.     Of
    course, given the procedural intricacies that animated Holmes's
    journey through the Commonwealth criminal justice system, we had
    reason to more closely examine the months during which Holmes
    claimed he was prevented by circumstances outside of his control
    from filing his habeas petition; but unquestionably, as clearly
    noted in our decision, the full period was taken into account in
    calculating the operation of the AEDPA time limit.        Id. at 57-61.
    Thus, with Holmes I's timing calculus properly understood, we
    return to Petitioner's argument.
    To briefly recap the timeline:       approximately three
    years and a month went by between the date Petitioner's convictions
    became final and the date he filed his habeas petition.18          After
    18In its argument on equitable tolling, the government comes
    up with a different set of calculations. The government starts
    - 20 -
    Petitioner's motion for a new trial was finally denied, eleven
    months went by before the present motion got filed.     Even if we
    were to accept Petitioner's argument that the entire Dookhan
    debacle posed an insurmountable obstacle to Petitioner's filing a
    timely habeas proceeding prior to the SJC's final resolution of
    his motion for a new trial on April 27, 2016, he nevertheless can
    point to no fact which demonstrates any obstacle, extraordinary or
    otherwise, that hindered his filing of a habeas petition during
    the final eleven months.   Nor can he point to any behavior on his
    part that would demonstrate reasonable diligence in pursuing his
    rights during the final eleven months.    When Petitioner's motion
    for a new trial was denied, it should have been clear to him that
    all state-court avenues for relief had been exhausted.     That is
    the moment he needed to move swiftly to preserve his federal rights
    as the Hinton Lab misconduct could no longer be described as
    the clock on November 21, 2013, the date that Petitioner's
    application for further state-level appellate review was denied.
    The government concludes then that 165 days elapsed before
    Petitioner filed his motion for a new trial.       This court has
    generally determined that the judgment becomes final after an
    additional ninety days have elapsed to allow for the filing of a
    petition for certiorari, see Neverson v. Farquharson, 
    366 F.3d 32
    ,
    36 (1st Cir. 2004), starting the AEDPA clock then after that
    ninety-day period.   With its argument, the government seeks to
    underscore that the Petitioner also had this ninety-day period
    available during which he might have filed his motion for a new
    trial, thereby undermining Petitioner's diligence argument. The
    government does not press an argument about this clock-starting
    date, and, in any case, this discrepancy is not determinative of
    the outcome.
    - 21 -
    impeding his ability to seek post-conviction review.            See Neverson
    v. Farquharson, 
    366 F.3d 32
    , 44 (1st Cir. 2004). As the government
    correctly points out, the Commonwealth nolle prossed Petitioner's
    drug charges in January 2015.         As these were the only charges
    directly affected by Dookhan's malfeasance, the putative obstacle
    posed by the Hinton Lab issues dematerialized over a year before
    his motion for a new trial was denied.        Petitioner's argument that
    the   gun-related   convictions   were     tainted   by   the   prosecutor's
    closing remarks at trial (connecting the drugs with the gun) had
    been repeatedly rejected by the Commonwealth courts by April 2016
    -- twice by the trial court, once by the appellate court, and
    finally by the SJC.    As a result, Petitioner's hope, or misguided
    belief, that this theory might provide him a lifeline could no
    longer be reasonably understood as an obstacle preventing him from
    pursuing his federal remedy.
    IV. Conclusion
    Because we find that Petitioner's motion to stay the
    execution of his sentence was not a request for collateral review
    and so did not toll the one-year statute of limitations in the
    Antiterrorism and Effective Death Penalty Act, and because we find
    no reason to disrupt the district court's discretionary ruling on
    equitable   tolling,   we    affirm   the    dismissal    of    Petitioner's
    petition for a writ of habeas corpus as time-barred.
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