Holmes v. Spencer , 685 F.3d 51 ( 2012 )


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  •           United States Court of Appeals
    For the First Circuit
    No. 09-2431
    ALEX HOLMES,
    Petitioner, Appellant,
    v.
    LEWIS SPENCER, MARTHA COAKLEY,
    Respondents, Appellees.
    APPEAL FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF MASSACHUSETTS
    [Hon. Rya W. Zobel, U.S. District Judge]
    Before
    Torruella, Lipez, and Howard,
    Circuit Judges.
    Janet Hetherwick Pumphrey for petitioner.
    Anne M. Thomas, Assistant Attorney General, Criminal Bureau,
    with whom Martha Coakley, Attorney General, was on brief for
    respondents.
    July 16, 2012
    TORRUELLA, Circuit Judge.           Petitioner-Appellant Alex
    Holmes ("Holmes") filed a federal petition for a writ of habeas
    corpus to challenge his conviction and sentence for murder in
    Massachusetts.    The district court dismissed Holmes's petition as
    untimely under the Antiterrorism and Effective Death Penalty Act's
    ("AEDPA") one-year statute of limitations.           
    28 U.S.C. § 2244
    (d).
    Holmes appealed the dismissal of his petition.          We agree with the
    district court that Holmes's petition was not timely filed under
    AEDPA.    However, we remand to the district court to consider
    whether the statute of limitations should be equitably tolled.
    I.    Background
    The Commonwealth of Massachusetts charged Holmes and two
    other defendants with first-degree murder in the death of Todd
    Richardson ("Richardson").       Holmes pled not guilty to the first-
    degree murder charge.     However, on May 1, 1998, Holmes pled guilty
    to second-degree murder.        The court sentenced Holmes to life in
    prison, the mandatory sentence in Massachusetts for second-degree
    murder.   See 
    Mass. Gen. Laws ch. 265, § 2
    .          Holmes claims that he
    pled   guilty   because   his   trial     counsel,   Stewart   Graham,   Jr.
    ("Graham"), told him that the prosecutor had proposed a deal: if
    Holmes pled guilty to second-degree murder and if the prosecutor
    decided that she wanted information from Holmes regarding others
    who may have been involved in Richardson's killing, Holmes would be
    -2-
    able to reduce his sentence by filing a Motion to Revise or Revoke
    under Mass. R. Crim. P. 29 ("Rule 29").
    After   his   sentencing,   Holmes     was   sent        to   the
    Massachusetts   Correctional   Institution   at    Concord,     MA    ("MCI-
    Concord"). While there, on June 17, 1998, Holmes filed a Motion to
    Revise or Revoke Sentence pursuant to Rule 29 (the "Rule 29
    Motion").    The Rule 29 Motion did not identify any underlying
    grounds; instead, it simply stated that "the defendant attaches an
    Affidavit in Support of this motion and reserves the right to file
    a supplemental affidavit, through appointed counsel, when a court
    hearing is requested."     The Affidavit that Holmes submitted with
    his Rule 29 Motion was similarly lacking in detail.       The Affidavit
    simply stated that Holmes wished "to preserve any and all rights
    due me under the Massachusetts Rules of Criminal Procedure."               It
    also stated, "[a]t the appropriate time, through counsel or upon my
    own motion, I will request that this matter be brought forward and
    heard by the sentencing judge."
    Both the Motion and the accompanying Affidavit appear to
    be boilerplate forms.     Both are typewritten documents with spaces
    in which information is to be filled in by hand.              The Motion
    contains spaces in which Holmes hand-wrote his name, the docket
    number, the court in which he was sentenced, the date of sentence,
    and the date he filed the Motion itself.         The Affidavit contains
    spaces for the same information plus the underlying charge and the
    -3-
    sentence.    The record does not reflect who gave the forms to
    Holmes, what information was given to Holmes, or what information
    was even available to him regarding the forms.        Holmes's Reply
    Brief to this Court states that in 1998, all newly-sentenced
    prisoners were given these forms when they arrived at MCI-Concord;
    however, there is no evidence in the record, other than the forms
    themselves, regarding this issue.
    Holmes never requested that the Rule 29 Motion be brought
    forward for a hearing in front of the sentencing judge.    Moreover,
    as it turns out, Holmes's Rule 29 Motion was futile.         Because
    second-degree murder carries a mandatory life sentence, the trial
    judge had no discretion in sentencing, and thus had no authority to
    revise or revoke Holmes's sentence. See Commonwealth v. Cowan, 
    664 N.E.2d 425
    , 427 (Mass. 1996).       Similarly, Holmes's anticipated
    post-sentencing cooperation with the government could not serve as
    a basis for his Rule 29 Motion.    See Commonwealth v. Barclay, 
    676 N.E.2d 1127
    , 1129 (Mass. 1997) (observing that Massachusetts law
    prohibits the consideration of post-sentencing conduct when ruling
    on a motion to revise or revoke).
    Holmes claims that in June of 2000, through his research
    in the prison law library,1 he learned of the futility of his Rule
    1
    It is not clear which prison Holmes was in when he learned this.
    He is presently serving his life sentence at the Massachusetts
    Correctional Institution at Cedar Junction ("MCI-Cedar Junction"),
    but the record does not indicate when Holmes was transferred there
    from MCI-Concord.
    -4-
    29 Motion.   On August 14, 2000, Holmes filed pro se a separate
    motion to withdraw his guilty plea and obtain a new trial, alleging
    that Graham was constitutionally ineffective.   See Mass. R. Crim.
    P. 30 ("Rule 30").     Holmes claims that his discovery of the
    futility of his Rule 29 Motion is what prompted him to file his
    Rule 30 Motion.
    On May 11, 2003, Graham sent a letter to Holmes in
    response to letters Holmes had sent him on December 31, 2002 and
    April 28, 2003.   Graham confirmed that during plea negotiations,
    Holmes and Graham discussed with the prosecutor the possibility of
    filing a motion to revise and revoke if the prosecutor decided she
    wanted information from Holmes. However, Graham denied that Holmes
    accepted the plea deal solely on the basis of this possibility;
    rather, Graham said he had advised Holmes to accept the plea to
    second-degree murder regardless of whether the prosecutor wanted
    information because Holmes was "facing a significant risk of a
    first degree murder conviction."   In addition, Graham said that he
    had been "neither optimistic nor pessimistic regarding the revise
    and revoke," and that he had "reported it to [Holmes] as a
    possibility mentioned by the prosecutor."
    Holmes wrote back to Graham on June 14, 2003, insisting
    that Graham had "assured" him that the judge would grant the motion
    to revise and revoke if the prosecutor wanted information from
    Holmes regarding Nakia Mitchell ("Mitchell"), another possible
    -5-
    suspect in Richardson's killing.        In response, on August 25, 2003,
    Graham denied that he had "assured" Holmes that the judge would
    grant a motion to revise and revoke.          Graham also reiterated that
    there was never any commitment from the prosecutor to use Holmes's
    information about Mitchell.       "Since she [the prosecutor] decided
    not to proceed," Graham wrote, "there was not and is not any
    possibility    of   filing   [a   motion     to    revise    or   revoke]."
    "Therefore," Graham continued, "whether a judge would or would not
    have allowed such a motion is a moot point."
    On August 4, 2004, Holmes filed an Amended Motion to
    Withdraw Guilty Plea and for a New Trial.            This amended Rule 30
    Motion included the claim that Holmes would not have pled guilty
    had he known that the Rule 29 Motion would have been futile.            After
    successive denials of the Rule 30 motion by the trial court, the
    intermediate   appellate     court,    and   the   Supreme   Judicial   Court
    ("SJC"), the SJC denied Holmes's final petition for reconsideration
    on September 11, 2007.
    On April 9, 2008, Holmes filed a pro se petition for a
    writ of habeas corpus in the U.S. District Court for the District
    of Massachusetts pursuant to 
    28 U.S.C. § 2254
    .          Holmes raised four
    claims of ineffective assistance of counsel.                 Ground One of
    Holmes's petition was that he was induced to plead guilty based on
    Graham's faulty assurance that Holmes would be able to reduce his
    sentence via a Rule 29 motion.          Grounds Two through Four raised
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    various complaints about alleged deficiencies in Graham's pre-trial
    strategy and his investigation of the case.                    Respondents Luis
    Spencer, Superintendent of MCI-Cedar Junction, and Martha Coakley,
    Attorney General of Massachusetts (collectively, "Respondents"),
    moved to dismiss Holmes's petition on the ground that it was
    untimely under AEDPA.
    AEDPA   imposes   a   one-year     statute   of    limitations   on
    federal habeas petitions filed by state prisoners.                See 
    28 U.S.C. § 2244
    (d)(1). That one-year period commences when the petitioner's
    conviction    becomes   final      (or   when   the   petitioner    could   have
    reasonably discovered the factual basis for his habeas claim,
    whichever occurs later), but excludes, inter alia, any time during
    which he has an application for collateral review pending before
    the state courts. 
    Id.
     at § 2244(d)(1), (2). Respondents contended
    that Holmes's Rule 30 motion did not save Holmes's habeas corpus
    petition from untimeliness because Holmes filed the Rule 30 motion
    after AEDPA's one-year limitations period had already expired.
    In opposition to Respondents' motion, Holmes argued that
    his Rule 29 Motion, filed on June 17, 1998 (less than two months
    after his guilty plea), tolled the AEDPA statute of limitations.
    Holmes also argued that the statute of limitations should be
    equitably tolled because the state trial court never ruled on his
    Rule 29 Motion.      In response to Holmes's opposition, Respondents
    filed a Reply Memorandum in support of their motion to dismiss.
    -7-
    Respondents argued that the Rule 29 Motion did not toll the statute
    of limitations.         In support of this position, Respondents cited to
    cases from the District of Massachusetts that held that a Rule 29
    motion was not a motion seeking "post-conviction or collateral
    review" as required by 
    28 U.S.C. § 2244
    (d)(2). See, e.g., Phillips
    v. Spencer, 
    477 F. Supp. 2d 306
    , 310 (D. Mass. 2007).                                Respondents
    also argued that the statute of limitations should not be equitably
    tolled.
    On    October          1,        2008,       the    district        court    denied
    Respondents' motion to dismiss.                         The court noted that under 
    28 U.S.C. § 2244
    (d)(1)(D), the one-year statute of limitations under
    AEDPA may begin to run from "the date on which the factual
    predicate   of    the     claim         or    claims       presented         could    have   been
    discovered through the exercise of due diligence."                             The court held
    that there was a factual question regarding when Holmes could have
    discovered Graham's alleged mistake regarding the Rule 29 Motion.
    The court then held that dismissal would be inappropriate until
    this question was resolved.                   The court did not address Holmes's
    Rule 29 or equitable tolling arguments.
    Respondents        filed          a    Renewed          Motion    to     Dismiss   on
    February 6, 2009.             First, Respondents contended that Holmes's
    attempt   to     rely    on    §    2244(d)(1)(D)              to    toll    the     statute   of
    limitations only applied to Ground One of his petition, which was
    the claim that Graham provided ineffective assistance by suggesting
    -8-
    the Rule 29 Motion.     Respondents argued that Grounds Two through
    Four, which all related to complaints about Graham's assistance
    before the plea agreement, were time-barred regardless of whether
    Ground One was timely or not.      As to the timeliness of Ground One,
    Respondents argued that Holmes's discovery of Graham's alleged
    error regarding the possibility of a Rule 29 motion was not the
    "factual predicate" giving rise to Holmes's claim for the purposes
    of § 2244(d)(1)(D); rather, Respondents argued that the alleged
    deal with the prosecutor was the factual predicate for the claim.
    Therefore, Respondents argued, since Holmes knew of the deal as of
    May 1, 1998 (the date he pled guilty), the statute of limitations
    would still have expired on May 1, 1999.
    Respondents further argued that even if the impossibility
    of the Rule 29 motion was the "factual predicate" for § 2244(d)
    (1)(D) purposes, Holmes failed to show that he could not have
    "discovered" this fact "through the exercise of due diligence"
    before the summer of 2000.         Respondents noted that when Holmes
    filed his Rule 29 motion on June 17, 1998, he stated that at some
    later date he would request a hearing in front of the sentencing
    judge.    However, Holmes never requested a hearing and never
    explained why he did not do so. Respondents argued that had Holmes
    requested a hearing, he would have learned that his motion was
    futile.      Moreover, Respondents contended that Holmes did not
    adequately    explain   why   it    took   so   long   to   discover   the
    -9-
    impossibility of a Rule 29 Motion through his own research in the
    library.
    Holmes, now represented by counsel, filed an Opposition
    to the Renewed Motion to Dismiss on March 5, 2009.                    In his
    Opposition, Holmes argued that the fact of the impossibility of the
    Rule 29 Motion was the "factual predicate" for his claim, and
    argued that he could not have discovered this fact until the summer
    of 2000. Holmes also argued that the statute of limitations should
    be equitably tolled due to Graham's alleged ineffective assistance
    and   because   Holmes   was   trying    to   pursue   his   claims    while
    incarcerated.    Finally, Holmes argued that as long as at least one
    claim in his habeas corpus petition was timely, his entire petition
    was timely.     Holmes did not renew his argument that the Rule 29
    Motion tolled the statute of limitations.
    The district court granted the Renewed Motion to Dismiss
    on September 16, 2009.    The court held that Holmes failed to show
    that his claim regarding his discovery of Graham's error accrued in
    2000.   The court also held that Graham's claims under Grounds Two
    through Four were time-barred.           The court did not reach the
    question of whether the timeliness of the petition should be
    determined on a claim-by-claim basis.         The district court granted
    a Certificate of Appealability ("COA"), see 
    28 U.S.C. § 2253
    (c),
    and this appeal followed.
    -10-
    After Holmes filed his appeal, this Court issued its
    decision in Kholi v. Wall, in which we concluded "that the filing
    of a state post-conviction motion to reduce an imposed sentence, in
    the nature of a plea for discretionary leniency, tolls the AEDPA's
    limitations   period."   
    582 F.3d 147
    ,   149   (1st    Cir.   2009).
    Therefore, this Court ordered the appointment of counsel for Holmes
    and directed the parties to brief the question of whether, under
    Kholi, Holmes's Rule 29 Motion tolled the limitations period.
    Later, while this case was still pending, the Supreme Court upheld
    this court's decision in Kholi.    See Wall v. Kholi, 
    131 S. Ct. 1278
    (2011).
    II.   Discussion
    For purposes of this appeal, the parties agree that
    Holmes's conviction became final on May 1, 1998.             They also agree
    that his Rule 30 Motion qualified as an application for collateral
    review, thereby excluding the interval between August 14, 2000 and
    September 11, 2007 from AEDPA's one-year calculus.2            See 28 U.S.C.
    2
    For the reader's convenience, we set forth here a chronology of
    the relevant dates:
    May 1, 1998: Petitioner pleads guilty and is sentenced to life
    imprisonment.
    June 17, 1998: Rule 29 motion to revise or revoke filed in the
    trial court.
    August 14, 2000: Rule 30 motion to withdraw guilty plea and obtain
    a new trial filed in the trial court.
    September 11, 2007: After a succession of timely appeals, the SJC
    -11-
    § 2244(d)(1), (2).        The 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 and April 9, 2008.          Holmes
    proposes two such bases under the provisions of AEDPA itself:         (1)
    that the limitation period did not even begin to run until August
    of 2000, when he discovered the purported factual basis for his
    primary habeas claim, viz., that his trial attorney's Rule 29
    advice was erroneous; and (2) that the statute of limitations was
    tolled while his Rule 29 Motion was pending.         In the alternative,
    Holmes argues that the statute of limitations should be equitably
    tolled.   We analyze these arguments in turn.
    A.   Scope of Issues on Appeal
    Before proceeding to the substance of this case, we first
    clarify which issues are properly before this Court.             Under 
    28 U.S.C. § 2253
    (c), there can be no appeal from a final order in a
    federal habeas corpus proceeding challenging a state court action
    unless either the district court judge or a judge on a Court of
    Appeals issues a COA.       The COA must identify the issues to be
    appealed.    
    28 U.S.C. § 2253
    (c)(3).3       "The general rule is that 'a
    denies the final petition for reconsideration of the Rule 30
    motion, thereby exhausting the petitioner's state remedies.
    April 9, 2008: Petition for federal habeas relief filed.
    3
    "[W]hen the district court denies a habeas petition on
    procedural grounds without reaching the prisoner's underlying
    -12-
    court of appeals should not consider the merits of an issue
    advanced by a habeas petitioner unless a COA first has been
    obtained with respect to that issue.'"          Peralta v. United States,
    
    597 F.3d 74
    , 83 (1st Cir. 2010) (emphasis in original) (quoting Bui
    v. DiPaolo, 
    170 F.3d 232
    , 237 (1st Cir. 1999)).              However, this
    Court has the discretion to expand the scope of the COA sua sponte,
    particularly for an issue the parties have adequately briefed. See
    Joost v. United States, 
    226 F. App'x 12
    , 12 (1st Cir. 2007)
    (expanding the scope of the COA sua sponte to affirm on the basis
    of the merits of a claim where the COA was initially granted solely
    to   determine   the   timeliness   of     petitioner's   habeas   petition)
    (citing Villot v. Varner, 
    373 F.3d 327
    , 337 n.13 (3d Cir. 2004)).
    Here, the district court granted a COA identifying two
    issues.   The first is "whether the statutory impossibility of the
    [Rule 29 Motion] should be decisive" of the timeliness question.
    Thus, the question of whether Holmes's discovery of Graham's
    alleged error in 2000 is a "factual predicate" for the purposes of
    the AEDPA statute of limitations is properly before this Court.
    The second issue on which the district court granted a COA is
    constitutional claim, a COA should issue (and an appeal of the
    district court's order may be taken) if the prisoner shows, at
    least, that jurists of reason would find it debatable whether the
    petition states a valid claim of the denial of a constitutional
    right, and that jurists of reason would find it debatable whether
    the district court was correct in its procedural ruling." Slack v.
    McDaniel, 
    529 U.S. 473
    , 478 (2000).
    -13-
    whether the timeliness of Holmes's petition should be determined on
    a claim-by-claim basis.
    Furthermore, as noted above, after Holmes filed his
    appeal, this Court directed the parties to brief the question of
    whether, under Kholi, the Rule 29 Motion tolled the limitations
    period.   Thus, that issue is properly before this Court, even
    though it was not mentioned in the COA.   Finally, the question of
    whether a statute of limitations should be equitably tolled is
    fundamentally intertwined with the question of timeliness.    See,
    e.g., Sistrunk v. Rozum, 
    674 F.3d 181
    , 184, 189-92 (3d Cir. 2012)
    (considering a habeas petitioner's equitable tolling argument where
    the COA limited review to "whether [the petitioner's] habeas
    petition was timely filed according to 
    28 U.S.C. § 2244
    (d)(1)(D)");
    Humphreys v. United States, 
    238 F. App'x 134
    , 138 (6th Cir. 2007)
    (suggesting that several courts have held that the use of the words
    "equitable tolling" in the COA does not preclude the consideration
    of a habeas petitioner's timeliness arguments).   Thus, this Court
    is free to consider whether the AEDPA statute of limitations should
    be tolled in this case.
    B.   Application of Statute of Limitations
    "Where, as here, the district court has denied a habeas
    petition on a procedural ground without taking evidence, we afford
    de novo review."   Wood v. Spencer, 
    487 F.3d 1
    , 3 (1st Cir. 2007).
    -14-
    1. Discovery of Factual Predicate
    Under 
    28 U.S.C. § 2244
    (d)(1), the statute of limitations
    runs from the "latest" of several specified dates.   One such date
    is "the date on which the factual predicate of the [habeas claim]
    could have been discovered through the exercise of due diligence."
    
    Id.
     § 2244(d)(1)(D).   Holmes argues that the factual predicate for
    his primary ineffective assistance of counsel claim is the "fact"
    that the alleged deal with the prosecutor regarding the Rule 29
    Motion was precluded as a matter of law.   Further, he argues that
    he could not have discovered this fact through the exercise of due
    diligence until the summer of 2000.      Thus, Holmes argues, the
    statute of limitations on his habeas claim did not even start to
    run until he filed his Rule 30 Motion in August of 2000.
    However, Holmes's argument misconstrues the language of
    the statute.   We have interpreted § 2244(d)(1)(D)'s reference to
    the phrase "factual predicate" to mean "evidentiary facts or
    events[,] and not court rulings or legal consequences of the
    facts."   Brackett v. United States, 
    270 F.3d 60
    , 69 (1st Cir.
    2001), abrogated on other grounds by Johnson v. United States, 
    544 U.S. 295
     (2005).   Here, Holmes claims that Graham's strategy to
    enter a guilty plea and file a Rule 29 motion was constitutionally
    deficient. The principal facts upon which this claim is predicated
    -- that Holmes originally intended to go to trial; that his
    attorney instead convinced him to plead guilty; and that this
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    course of action was influenced by his expectation of a subsequent
    sentence reduction -- were known, at the latest, by the date of his
    conviction on May 1, 1998.        That this advice may have been flawed,
    and could potentially form the foundation for an ineffective
    assistance claim, are the legal consequences of those facts --
    matters of law that are beyond the purview of § 2244(d)(1)(D). See
    Brackett, 
    270 F.3d at 69
    ; Murphy v. Strack, 
    9 F. App'x 71
    , 73 (2d
    Cir.   2001)   (summary   order)    ("The   factual   predicates   of     [the
    petitioner's] claims are that he testified at his trial and that
    his attorney told him he was required to testify. . . . What [the
    petitioner] contends he did not know prior to 1999 was not a
    factual matter but rather a matter of law, i.e., his constitutional
    right not to testify.      The latter is beyond the scope of § 2244(d)
    (1)(D)."); Owens v. Boyd, 
    235 F.3d 356
    , 359 (7th Cir. 2000)
    ("Unlike some state systems, which start the [limitation period]
    only when a party knows (or should recognize) that a legal wrong
    has been done, [§ 2244(d)(1)(D)] use[s] objective indicators as
    triggers.   [. . .]    Time begins when the prisoner knows (or through
    diligence   could     discover)   the   important   facts,   not   when   the
    prisoner recognizes their legal significance.").             Thus, in all
    events, Holmes's discovery that his attorney's advice was allegedly
    misleading, while unfortunate, is ultimately unavailing under the
    language of § 2244(d)(1)(D).
    -16-
    2. Rule 29 Motion
    As discussed above, we reject Holmes's argument that the
    one-year clock began to run in August of 2000.      The statute of
    limitations thus began to run on May 1, 1998, the date Holmes's
    conviction became final.   However, under 
    28 U.S.C. § 2244
    (d)(2),
    "[t]he time during which a properly filed application for State
    post-conviction or other collateral review with respect to the
    pertinent judgment or claim is pending shall not be counted toward
    any period of limitation under [section 2244(d)]" (emphasis added).
    Holmes argues that his Rule 29 Motion, like his Rule 30 Motion, was
    an application for collateral review, and therefore tolled the
    limitation period while the Rule 29 motion was pending.4
    The threshold issue is whether a Rule 29 motion comes
    within the scope of AEDPA's tolling provision at all -- in other
    words, whether it should be characterized as an "application for
    State post-conviction or other collateral review." See 
    id.
     At the
    time when the district court dismissed the habeas petition, the
    4
    Holmes made this argument in the district court in opposition to
    his original motion to dismiss, but elected not to assert it in
    reply to the Commonwealth's renewed motion to dismiss. While it
    could be argued that Holmes forfeited this claim, we do not believe
    the circumstances warrant a finding of forfeiture here.          In
    response to Holmes's original Rule 29 argument, Respondents cited
    case law from the District of Massachusetts holding that a Rule 29
    motion is not an "application for State post-conviction or other
    collateral review" within the meaning of § 2244(d)(2). Those cases
    were good law at the time. This Court revived the Rule 29 issue
    when it sua sponte ordered the parties to address the effect of
    Kholi.
    -17-
    prevailing precedent suggested that a motion to revise or revoke
    was   not    the   type   of   post-conviction   application   for   review
    envisioned by § 2244(d)(2), and thus would not exclude any time
    from the statutory limitations period. See, e.g., Phillips, 
    477 F. Supp. 2d at 306
     (holding that a Rule 29 motion is not a "collateral
    attack" under § 2244(d)(2) because it is part and parcel of the
    underlying proceeding in which the defendant was sentenced); Ledoux
    v. Dennehy, 
    327 F. Supp. 2d 97
    , 99-100 (D. Mass. 2004); Bland v.
    Hall, No. 00-12020-RWZ, 
    2002 WL 989532
    , at *2 (D. Mass. May 14,
    2002).      Within a week of the district court's order, however, we
    issued Kholi v. Wall, 
    582 F.3d 147
     (1st Cir. 2009), aff'd, Wall v.
    Kholi, 
    131 S. Ct. 1278
     (2011).        In Kholi we held that "the filing
    of a state post-conviction motion to reduce an imposed sentence, in
    the nature of a plea for discretionary leniency, tolls the AEDPA's
    limitations period."       
    582 F.3d at 149
    ; see also Wall, 
    131 S. Ct. at 1287
     ("[A] motion to reduce sentence under Rhode Island law is an
    application for 'collateral review' that triggers AEDPA's tolling
    provision.").
    Kholi concerned a provision of Rhode Island procedural
    law, Rhode Island Superior Court Rule of Criminal Procedure 35(a).
    See Kholi, 
    582 F.3d at 151
    .          However, we see no reason why its
    holding should not apply with equal force here.           Indeed, we can
    discern no basis (nor do the parties supply one) for meaningfully
    -18-
    distinguishing the Massachusetts rule from the Rhode Island rule.5
    Accordingly, we conclude that a motion to revise or revoke sentence
    under Massachusetts Rule of Criminal Procedure 29(a) constitutes a
    request for "State post-conviction or other collateral review"
    within the meaning of AEDPA.         See 
    28 U.S.C. § 2244
    (d)(2).
    Thus, Holmes's Rule 29 Motion was a request for "State
    post-conviction or other collateral review" within the meaning of
    AEDPA.     To toll the statute of limitations, however, the motion
    must have been "properly filed."              
    Id.
       In order to determine
    whether    the     motion    was   properly    filed,   we   must    look    to
    Massachusetts law.          See Artuz v. Bennett, 
    531 U.S. 4
    , 8 (2000)
    (holding    that    an   application    for    post-conviction      review   is
    "properly filed" for § 2244(d)(2) purposes when "its delivery and
    acceptance are in compliance with the applicable laws and rules
    governing filings").
    5
    For the sake of comparison, we include the pertinent language of
    the two rules:
    Rhode Island Rule 35(a):
    "The court may correct an illegal sentence at any time. The court
    may correct a sentence imposed in an illegal manner and it may
    reduce any sentence when a motion is filed. . . ." R.I. Super. Ct.
    Rule Crim. Proc. 35(a).
    Massachusetts Rule 29(a):
    "The trial judge upon his own motion or the written motion of a
    defendant . . . may, upon such terms and conditions as he shall
    order, revise or revoke such sentence if it appears that justice
    may not have been done." Mass. R. Crim. P. 29(a).
    -19-
    Respondents      argue   that     Holmes's    Rule    29   Motion   was
    improper under Commonwealth v. DeJesús, in which the SJC stated
    that "to be properly filed, a [Rule 29] motion to revise or revoke
    must be accompanied by an affidavit, or otherwise indicate the
    grounds on which it is based."          
    795 N.E.2d 547
    , 552 (Mass. 2003)
    (emphasis added).      Here, it is undisputed that Holmes's Rule 29
    Motion and accompanying Affidavit did not specify the grounds on
    which the Motion was based.         Therefore, Respondents argue, under
    DeJesús, the Rule 29 Motion was not "properly filed" and did not
    toll the statute of limitations.             Holmes counters by noting that
    DeJesús, which was the first case to expressly delineate such a
    stringent filing requirement, was decided more than five years
    after he filed his Rule 29 motion.           Therefore, he argues, it would
    be unfair to apply DeJesús retroactively to his Rule 29 Motion.
    We    sympathize    somewhat      with   Holmes's      argument     that
    applying DeJesús retroactively would be unfair.                 Nevertheless, we
    must look to Massachusetts law to decide whether to apply DeJesús
    retroactively, see Artuz, 
    531 U.S. at 8
    , and Massachusetts law
    favors Respondents.         Several Massachusetts courts have applied
    DeJesús retroactively to Rule 29 motions that were filed prior to
    the   issuance   of   the   DeJesús    decision     in   2003.        See,   e.g.,
    Commonwealth v. Fenton F., 
    809 N.E.2d 1005
    , 1011 (Mass. 2004)
    (finding that a trial attorney's failure to file a Rule 29 motion
    in 1993, where he believed that no grounds existed to reduce the
    -20-
    defendant's sentence, was not ineffective assistance of counsel
    because "one cannot file a motion to revise or revoke without
    stating the grounds on which it is based"); Commonwealth                   v.
    Niditch, 
    883 N.E.2d 341
    , at *1 (Mass. App. Ct. 2008) (unpublished
    order) (noting that defendant's "perfunctory" motion to revise or
    revoke, filed on January 6, 1998, was improper because it was not
    "accompanied by an affidavit, [and did not] otherwise indicate the
    grounds on which it [was] based"); Commonwealth v. Glover, 
    823 N.E.2d 436
    , at *1 (Mass. App. Ct. 2005) (unpublished order)
    (holding   that   a   Rule   29   motion   filed   prior   to   DeJesús   was
    "defective in that it was not accompanied by the required affidavit
    as specified by [R]ule 29(b), [and] did [not] adequately state the
    grounds for relief in order to be considered properly filed"); see
    also Commonwealth v. Hernandez, 
    868 N.E.2d 183
    , at *1 (Mass. App.
    Ct. 2007) (unpublished order) ("The defendant argues that [R]ule 29
    allows a defendant to file a revise and revoke motion and then, at
    some unspecified time later, to file supplemental affidavits that
    activate the originally filed motion.        We disagree with this novel
    construction of [R]ule 29.").       But see Commonwealth v. Oliver, 
    905 N.E.2d 604
    , at *1 (Mass. App. Ct. 2009) (unpublished order)
    (signaling, in dicta, a reluctance to apply the standard from
    DeJesús to a Rule 29 motion filed in 1999, and denying the motion
    on other grounds).     We therefore conclude that DeJesús does apply
    to Holmes's Rule 29 Motion, and further conclude that, under
    -21-
    DeJesús, the motion was not "properly filed" for AEDPA purposes,
    and therefore cannot serve as a tolling mechanism under 
    28 U.S.C. § 2244
    (d)(2).
    C.   Equitable Tolling
    As   a   fallback   position,      Holmes   maintains   that    the
    district court should have resuscitated his otherwise time-barred
    petition as a matter of equity.                Generally, the doctrine of
    equitable   tolling     enables   a    court    to   extend   a   statute   of
    limitations for equitable reasons not acknowledged in the language
    of the statute itself.      See Neverson v. Farquharson, 
    366 F.3d 32
    ,
    40 (1st Cir. 2004).      Its application, however, is limited to rare
    and exceptional cases; equitable tolling is "the exception rather
    than the rule . . . [and] resort to its prophylaxis is deemed
    justified only in extraordinary circumstances."            Trapp v. Spencer,
    
    479 F.3d 53
    , 59 (1st Cir. 2007) (internal citation omitted).                 To
    establish a foundation for equitable tolling in the federal habeas
    context, a petitioner must demonstrate "'(1) that he has been
    pursuing his rights diligently, and (2) that some extraordinary
    circumstance stood in his way' and prevented timely filing."
    Holland v. Florida, 
    130 S. Ct. 2549
    , 2562 (2010) (quoting Pace v.
    DiGuglielmo, 
    544 U.S. 408
    , 418 (2005)).                 "We apply equitable
    tolling on a case-by-case basis, avoiding mechanical rules and
    favoring flexibility."      Ortega Candelaria v. Orthobiologics LLC,
    -22-
    
    661 F.3d 675
    , 680 (1st Cir. 2011) (citing Holland, 
    130 S. Ct. at 2563
    ).
    We review the district court's decision to deny equitable
    tolling for abuse of discretion.      See Riva v. Ficco, 
    615 F.3d 35
    ,
    40 (1st Cir. 2010).       "Abuse of discretion is not a monolithic
    standard of review; 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."    
    Id.
    Holmes raises two arguments that he made in the district
    court in response to Respondents' Renewed Motion to Dismiss: (1)
    that the statute should be equitably tolled because of Graham's
    alleged ineffective assistance; and (2) that the statute should be
    equitably tolled because he was incarcerated.         We reject both of
    these arguments.     However, in light of our holding today regarding
    the effect of Kholi -- an issue that was never before the district
    court -- we find that there may be grounds for equitably tolling
    the statute of limitations due to the circumstances surrounding the
    filing of Holmes's Rule 29 Motion.
    1. Arguments Raised in Response to Renewed Motion to
    Dismiss
    Holmes first claims that "the unique and extraordinary
    circumstances of this case -- a plea to a life sentence based on
    egregiously    incompetent   advice   of    trial   counsel   --   require
    equitable intervention."      This argument misapplies the relevant
    -23-
    standard.    AEDPA's statute of limitations will not be equitably
    tolled merely because the underlying grounds for habeas relief are
    extraordinary; rather, the "extraordinary circumstance" must be one
    that actually caused the untimely filing.         See Holland, 
    130 S. Ct. at 2562
    ; Barreto-Barreto v. United States, 
    551 F.3d 95
    , 101 (1st
    Cir. 2008) (noting that the "extraordinary circumstances" standard
    focuses on the circumstances surrounding the late filing of the
    habeas petition, rather than the circumstances surrounding the
    underlying action).       The advice given to Holmes by his counsel,
    regardless of its level of alleged incompetence, did not "st[an]d
    in his way and prevent [the] timely filing" of his habeas petition.
    Holland, 
    130 S. Ct. at 2562
    .
    Second, Holmes contends that he is entitled to equitable
    tolling because he was incarcerated, had no prior legal training,
    and received limited access to the prison's purportedly scant
    selection   of   legal    resources.      These   circumstances   are   not
    extraordinary.    To be sure, in unusual cases, certain limitations
    of   imprisonment   may     rise   to   the   level   of    "extraordinary
    circumstance" -- for example, where a penitentiary's library does
    not possess the legal materials necessary to adequately pursue
    relief, see, e.g., Moore v. Battaglia, 
    476 F.3d 504
    , 506-08 (7th
    Cir. 2007) -- but such is not the case here.               Holmes does not
    specify how the prison library's materials were inadequate, nor
    does he allege that they were withheld from use altogether.              In
    -24-
    fact, he presents nothing to differentiate his conditions of
    imprisonment from those of any other inmate.    If we tolled AEDPA's
    limitation period every time a prisoner with no legal training had
    his library time strictly regulated, § 2244(d) might as well not
    exist; few prisoners are lawyers, and few prisons offer their
    occupants   unfettered   library    access.   "[T]he   usual   problems
    inherent in being incarcerated do not justify equitable tolling."
    Baldayaque v. United States, 
    338 F.3d 145
    , 152 (2d Cir. 2003). See
    also Baker v. Norris, 
    321 F.3d 769
    , 771-72 (8th Cir. 2003) (no
    tolling where prisoner granted only limited access to library);
    Delaney v. Matesanz, 
    264 F.3d 7
    , 15 (1st Cir. 2001) (no equitable
    tolling where the prisoner was acting pro se, and proclaimed
    himself to have been ignorant of the applicable law).
    2. Equitable Tolling in Light of Kholi
    As discussed above, see Section II(B)(2), supra, we have
    held, in light of Kholi, that a motion to revise or revoke a
    sentence under Mass. R. Crim. P. 29(a) constitutes a request for
    "State post-conviction or other collateral review" within the
    meaning of AEDPA.    See 
    28 U.S.C. § 2244
    (d)(2).       We have further
    held that Holmes's Rule 29 Motion was not "properly filed" for
    AEDPA purposes because neither the Motion nor the accompanying
    Affidavit specified the grounds on which the Motion was based.       If
    the Rule 29 Motion was not "properly filed," then the statutory
    tolling mechanism of § 2244(d)(2), which is triggered only by
    -25-
    "properly filed application for State post-conviction or other
    collateral review" (emphasis added), does not apply, and Holmes's
    petition is untimely. We are troubled, however, by the possibility
    that at the time Holmes filed his Rule 29 Motion, he was led to
    believe that his Motion was in fact properly filed, even though it
    would later prove to have been improper.                Thus, there may be a
    basis in equity for excluding the time during which Holmes's Rule
    29 Motion was pending from the statutory limitations period.
    A Rule 29 motion must be filed within sixty days after
    "the imposition of a sentence . . . receipt by the trial court of
    a rescript issued upon affirmance of the judgment or dismissal of
    the appeal, . . . [or] entry of any order or judgment of an
    appellate     court   denying    review   of,   or     having   the   effect   of
    upholding, a judgment of conviction."            Mass. R. Crim. P. 29(a).
    Holmes claims that in 1998, when he filed his motion, the practice
    of filing a "placeholder" motion and affidavit to satisfy the 60-
    day filing deadline was standard.           He advances three arguments in
    support of this position. First, Holmes contends that the practice
    of   filing    placeholder      motions   had   been    tacitly   endorsed     by
    Massachusetts courts.      Second, Holmes argues that the practice was
    recognized as standard among criminal defense attorneys.               Finally,
    he contends that prison procedures in 1998 reflected the widespread
    acceptance of this practice.
    -26-
    First,     Holmes     identifies    two   cases     to    support   the
    proposition that prior to DeJesús, Massachusetts courts tacitly
    permitted     the    filing    of    unsupported     Rule   29    motions.        See
    Commonwealth        v.    McGuinness,     
    658 N.E.2d 150
        (Mass.    1995);
    Commonwealth v. Bland, 
    724 N.E.2d 723
     (Mass. App. Ct. 2000).
    However, each is inapposite.           In McGuinness, the defendant filed a
    Rule 29 motion at the court's behest, for reasons proffered by the
    trial judge, thus obviating the need to provide any underlying
    grounds.    658 N.E.2d at 150-51.          Even less helpful, in Bland, the
    defendant's motion to revise or revoke did include a substantive,
    albeit ultimately inadequate, foundation.               724 N.E.2d at 724 n.3.
    Furthermore, our own independent survey of Massachusetts cases only
    confirms the dearth of jurisprudential support.                  We found a single
    case, Commonwealth v. Amirault, 
    612 N.E.2d 631
     (Mass. 1993), in
    which the merits of a Rule 29 motion were considered where no
    supporting affidavits were filed.                  There, however, the court
    acknowledged but declined to address the Commonwealth's argument
    that the motion was facially defective for its failure to present
    any   basis    for       relief,    instead     disposing   of    the    motion    on
    alternative grounds.          
    Id.
     at 633 n.6.
    Holmes next contends that filing a placeholder Rule 29
    motion was considered standard practice by the criminal defense bar
    in Massachusetts in 1998.            Holmes points to the following excerpt
    from a 1990 edition of Massachusetts Criminal Defense:
    -27-
    [S]imply file the [Rule 29] motion with a
    cover letter to the clerk indicating that the
    defendant is not requesting a hearing or any
    other action at that time.     Even in cases
    where at the time of imposition of sentence
    the possibility of a subsequent reduction may
    appear extremely remote or nonexistent, the
    passage of time may reveal circumstances that
    were   overlooked   and  should   have   been
    considered at the time sentence was imposed.
    Blumenson, Fisher & Kanstroom, Massachusetts Criminal Defense,
    § 43.3D, at 44-10 (1990) (emphasis added). The 1998 edition of the
    same treatise notes: "The Rule 29 procedure is designed to address
    precisely this problem, but it is unavailable unless a timely
    motion is filed, and often the deadline for filing such a motion
    passes before the ultimate and meritorious grounds for relief are
    discovered."   2 Eric Blumenson, et al., Massachusetts Criminal
    Practice § 44.3C, at 547 (2d ed. 1998).        The manual goes on to
    advise that "[w]here a defendant does not seek an immediate hearing
    or ruling on the motion, an affidavit is still required to preserve
    the   defendant's   rights   under   the   rule.      A   more   complete
    supplemental affidavit could be offered at a later time when the
    defendant requests hearing on the motion."         Id. at 548 (emphasis
    added).
    It is true that the treatise cited by Holmes does not
    explicitly say that a Rule 29 motion that does not list the grounds
    on which it is based is properly filed.      However, if an affidavit
    is needed to "preserve the defendant's rights," id. at 548, but the
    facts underlying the motion might not be discovered until after the
    -28-
    60-day deadline, common sense suggests that the most prudent course
    of action for a prisoner was to file a placeholder Rule 29 motion
    and affidavit.6    We find that this fact lends some support to
    Holmes's contention that the Rule 29 Motion he filed in 1998
    accorded with standard practice at the time.
    Finally, Holmes claims that in 1998, all newly-sentenced
    prisoners were given boilerplate motions and supporting affidavits
    when they arrived at MCI-Concord.      Holmes points to no rule or
    regulation showing that this was the case; however, Holmes's Rule
    29 Motion and Affidavit are in the record, and they appear to
    support Holmes's position. Both the Motion and Affidavit appear to
    be standard forms that were given to Holmes by prison officials;
    both are type-written forms with spaces in which Holmes hand-wrote
    certain biographical information.   The Motion lists MCI-Concord as
    Holmes's address, with a space in which Holmes hand-wrote his cell
    number.   It thus seems quite likely that, as Holmes claims, prison
    officials provided him with these boilerplate forms.    If in fact
    this was the case, then Holmes may have been led to believe that
    his filing of a placeholder Motion and Affidavit was sufficient for
    Rule 29, even if it was not actually so.
    6
    Indeed, the 1998 edition of Massachusetts Criminal Practice
    stated: "In the absence of serious and substantial reasons not to
    file a motion [such as impossibility] . . . it is arguable that the
    standards for effective representation require defense counsel to
    file a timely motion to revise and revoke the sentence . . . ."
    Id. at 547.
    -29-
    If Holmes was led to believe in 1998 that it was standard
    practice to file a placeholder motion and affidavit, then he may
    have a plausible claim for equitable relief.               Equitable tolling
    requires that Holmes demonstrate "that he has been pursuing his
    rights   diligently."      Holland,      
    130 S. Ct. at 2562
        (internal
    quotation marks omitted).        However, the diligence required for
    equitable   tolling   purposes    is     "'reasonable          diligence,'     not
    'maximum feasible diligence.'"           
    Id. at 2565
     (quoting Lonchar v.
    Thomas, 
    517 U.S. 314
    , 326 (1996); Starns v. Andrews, 
    524 F.3d 612
    ,
    618 (5th Cir. 2008)). If Holmes did what he reasonably thought was
    necessary to preserve his rights by filing a placeholder motion,
    based on information he received from prison officials, then he can
    hardly be faulted for not acting more "diligently" than he did. It
    is true, as the dissent notes, that after filing his placeholder
    motion Holmes failed to request a hearing for over two years.
    However, Holmes's correspondence with Graham suggests that Holmes
    may have been waiting to learn whether the prosecutor wanted
    information from him about Mitchell. If so, Holmes's delay may not
    be   incompatible   with   a   showing    of   diligence,      but     that   is   a
    determination best left to the District Court to make in the first
    instance.
    Equitable tolling also requires Holmes to show "that some
    extraordinary circumstance stood in his way and prevented timely
    filing." Id.    at 2562 (internal quotation marks omitted). We have
    -30-
    noted that equitable tolling may apply to AEDPA where a prisoner
    was "actively misled" in a way that caused him to miss the filing
    deadline.    Delaney, 
    264 F.3d at 15
    .     If in fact prison officials
    intentionally or inadvertently caused Holmes to believe that his
    filing was sufficient, this might qualify as an "extraordinary
    circumstance."
    The Fifth Circuit addressed a somewhat similar situation
    in Williams v. Thaler, 400 Fed. App'x 886 (5th Cir. 2010).     There,
    the petitioner was repeatedly misinformed by the state court system
    that his state habeas petition was pending when, in fact, it had
    already been denied.    Id. at 887.     When the petitioner eventually
    learned the truth, he promptly filed a federal habeas petition, and
    the Fifth Circuit held that equitable tolling was appropriate. See
    id. at 892-93.
    Here, we cannot say what the result should be because the
    record does not contain sufficient facts.      There is nothing in the
    record to indicate what additional information, if any, Holmes was
    given about the filing requirements under Rule 29.      In particular,
    we do not know if Holmes was told the boilerplate forms he filed
    were sufficient for Rule 29 purposes, or if he was told that more
    detail was required.    The district court had no reason to consider
    the facts surrounding the filing of the Rule 29 Motion because
    prior to Kholi, the Rule 29 issue was a non-starter; even if the
    court had invoked equitable principles to treat the motion as
    -31-
    "properly filed," the motion would not have counted as a motion
    seeking "post-conviction or collateral review" for AEDPA purposes.
    Now, however, in light of our holding regarding the treatment of
    Rule 29 motions under Kholi, the calculus has changed.
    The dissent argues that we should not consider any
    equitable tolling argument with respect to the Rule 29 Motion
    because Holmes has waived any such argument.                The dissent first
    faults Holmes for not having argued that his Rule 29 Motion was
    properly filed until his reply brief.               See post at 38, 43 n.8
    (Howard, J., dissenting).        In particular, the dissent notes that
    this court explicitly instructed the parties to address the effect
    of Kholi in their opening briefs.         See post at 43 n.8.       Holmes did
    address Kholi in his opening brief in arguing that his Rule 29
    Motion was a motion seeking "post-conviction or collateral review."
    However,   at     the   time   Holmes    filed     his   opening   brief,   the
    Commonwealth had never before argued that his Rule 29 Motion was
    not   "properly    filed."      This    argument    first   appeared   in   the
    Commonwealth's brief to this Court.              In response, in his reply
    brief, Holmes argued that his Rule 29 Motion was "properly filed."
    Thus, Holmes raised the argument that his motion was "properly
    filed" at the earliest point when it was logical to do so, and it
    would make no sense to fault him for not having raised it sooner.
    The dissent also contends that the equitable tolling
    argument is waived because Holmes failed to sufficiently develop
    -32-
    it.   See post at 38-39.       The dissent invokes the familiar rule from
    United States v. Zannino, 
    895 F.2d 1
    , 17 (1st Cir. 1990), that
    arguments "adverted to in a perfunctory manner [or] unaccompanied
    by some effort at developed argumentation" are waived. See post at
    39.     It is true that in his reply brief, Holmes never explicitly
    referred to "equitable tolling" or "equity" in relation to his
    argument that his motion was properly filed.                  However,   Holmes
    argued in his reply brief that it would be "fundamentally unfair"
    to retroactively apply the DeJesús decision and find that his
    motion was not properly filed.           We have noted that "[i]n a proper
    case,    the   doctrine   of    equitable      tolling   ensures   fundamental
    fairness."     Morris v. Government Dev. Bank, 
    27 F.3d 746
    , 750 (1st
    Cir. 1994).     Thus, we have no trouble reading Holmes's argument as
    an appeal to equity, even though Holmes did not use the precise
    words    "equitable   tolling"     or    "equity."       We   acknowledge   that
    Holmes's argument relating to the boilerplate forms could have been
    more developed.       However, "in certain circumstances we have the
    discretion to overlook waiver by inadequate argument." Costa-Urena
    v. Segarra, 
    590 F.3d 18
    , 30 (1st Cir. 2009) (citation omitted).
    This case is a prime candidate for an exercise of such discretion.
    Holmes's reply brief reveals enough of the raw materials of an
    equitable tolling issue that we will not ignore the issue simply
    because Holmes did not put the necessary label on it.
    -33-
    Furthermore, this is not a situation in which we need to
    apply the waiver rule to prevent prejudice to the Commonwealth due
    to   lack    of    notice.        See    post    at     38.     As    noted     above,    the
    Commonwealth first raised the issue of the impropriety of Holmes's
    Rule 29 Motion in its brief to this Court.                     The Commonwealth could
    hardly claim that it did not have notice that Holmes might respond
    to this argument in his reply brief.                    Cf. Walker v. Exeter Region
    Coop. Sch. Dist., 
    284 F.3d 42
    , 47 (1st Cir. 2002) (where appellees
    raised      argument       in   opening        brief,     "prudence       dictated       that
    [appellants]        counter       with    a     reply     brief       showing    that     the
    [appellees] were wrong").               Additionally, since we are instructing
    Holmes to make his argument to the district court in the first
    instance, the Commonwealth will have ample opportunity to respond.
    The    dissent       also    suggests       that     a    remand    would     be
    pointless because Holmes's argument has no merit.                             The dissent
    cites a number of cases in which courts have refused to apply
    equitable tolling in light of a prisoner's reliance on faulty
    advice by prison staff.            See post at 44-46.             However, most of the
    cited cases deal with faulty advice regarding a filing deadline;
    furthermore, in some of these cases, the record made clear that the
    petitioner        either    had    access       to    proper      information      or     was
    explicitly told not to rely on the advice offered.                         See Alexander
    v. Schriro, 
    312 F. App'x 972
    , 975 (9th Cir. 2009) (no equitable
    tolling where prison paralegal gave faulty advice about deadline,
    -34-
    and where record showed that prisoner was told that paralegals
    could   not    give    legal   advice);     Henderson   v.   Nooth,      No.
    3:07-CV-01823-JO, 
    2012 WL 1801736
    , at *4 (D. Or. May 16, 2012) (no
    equitable tolling despite faulty information from prison paralegal
    where record showed that prisoner was given prior written notice of
    one-year     statute   of   limitations);    Elliott    v.   Napoli,     No.
    07-CV-3942, 
    2010 WL 1816406
    , at *2 (E.D.N.Y. May 4, 2010); James v.
    Hudson, No. 1:07-CV-3651, 
    2009 WL 111637
    , 11 at *8 (N.D. Oh. Jan.
    15, 2009).    Here, in contrast, there is no question that Holmes's
    Rule 29 Motion was timely filed; the issue is whether it was
    "properly filed."
    Figuring out if something is "properly filed" is likely
    to be a somewhat more difficult question than simply calculating a
    filing deadline.       An application is "properly filed" for AEDPA
    purposes "when its delivery and acceptance are in compliance with
    the applicable laws and rules governing filings."        Artuz, 
    531 U.S. at 8
    .   Contrary to the dissent, we think it is far from clear, at
    least on the record before us, that Holmes had a "wealth of
    opportunities to remedy any error and to verify the appropriate
    filing procedures."     Post at 44.    As we noted above, the case law
    and commentary regarding Rule 29 procedure at the time Holmes filed
    his motion were far from clear.       At best they were ambiguous, and
    at worst they hinted that Holmes's filing was acceptable.              Thus,
    even assuming Holmes had availed himself of every opportunity to
    -35-
    conduct research in the prison law library, it is by no means clear
    that   he   could   have   ever    discovered     that   his   motion    was   not
    "properly filed" under then-existing Massachusetts law.
    III. Conclusion
    We   reject    Holmes's      argument    that      the   statute    of
    limitations began to run in August of 2000, and affirm the district
    court's holding that the statute of limitations began to run on May
    1, 1998.    We hold that a properly filed motion under Mass. R. Crim.
    P. 29 is a motion seeking "post-conviction or collateral review"
    for AEDPA purposes. We further hold that the Rule 29 Motion Holmes
    filed in this case was not "properly filed" and thus does not toll
    the statute of limitations as a matter of law under AEDPA.                     We
    remand, however, with instructions for the District Court to
    consider whether there are grounds for equitable tolling, taking
    into account the reasons for Holmes's delay in requesting a hearing
    on his Rule 29 Motion as well as whatever information Holmes may
    have been given regarding the propriety of his Rule 29 Motion when
    he filed it in 1998.        In so remanding, we emphasize that it is
    Holmes's burden to put forth evidence to show that equitable
    tolling is justified, but we leave it to the district court to
    determine what steps should be taken, if needed, to further develop
    the record.      Cf. Whalem/Hunt v. Early, 
    233 F.3d 1146
    , 1148 (9th
    Cir.   2000)     (remanding       to   district    court    for      "appropriate
    development of the record" on equitable tolling question, observing
    -36-
    that "the district court is in a better position to develop the
    facts and assess their legal significance in the first instance").
    The parties did not address the question of whether the
    timeliness of a habeas petition should be addressed on a claim-by-
    claim basis.   Thus, if it becomes necessary, the District Court
    should address this issue.
    AFFIRMED in part and REMANDED for further proceedings.
    "Dissenting opinion follows"
    -37-
    HOWARD, Circuit Judge (dissenting). Because our decision
    to remand rests wholly on a claim for equitable relief that is not
    properly before us, I respectfully dissent.
    "There are few principles more securely settled in this
    court than the principle which holds that, absent exceptional
    circumstances, an appellant cannot raise an argument for the first
    time in a reply brief."    N. Am. Specialty Ins. Co. v. Lapalme, 
    258 F.3d 35
    , 45 (1st Cir. 2001).   We have long held, "with a regularity
    bordering on the monotonous," that such arguments are deemed
    waived, and with good reason: an appellee cannot conscionably be
    expected to respond, in any meaningful fashion, to claims and
    allegations of which it has no prior notice. Waste Mgmt. Holdings,
    Inc. v. Mowbray, 
    208 F.3d 288
    , 299 (1st Cir. 2000); see also
    Pignons S.A. de Mecanique v. Polaroid Corp., 
    701 F.2d 1
    , 3 (1st
    Cir. 1979) (Breyer, J.) ("In preparing briefs and arguments, an
    appellee is entitled to rely on the content of an appellant's brief
    for the scope of the issues appealed, and appellant generally may
    not preserve a claim merely by referring to it in a reply brief or
    at   oral   argument.").    Maintaining   this   adversarial   balance
    throughout the appellate process is a compelling interest, one that
    should be contravened only under extenuating circumstances beyond
    the parties' control, e.g., where the applicable law substantially
    changes after the opening briefs are submitted.     See, e.g., United
    States v. Vázquez-Rivera, 
    407 F.3d 476
    , 487 (1st Cir. 2005).
    -38-
    Nor, under equally settled precedent, do we generally
    credit arguments that are "adverted to in a perfunctory manner [or]
    unaccompanied       by    some    effort   at       developed      argumentation,"
    regardless of where they appear in a party's briefs. United States
    v. Zannino, 
    895 F.2d 1
    , 17 (1st Cir. 1990).                        As we have had
    frequent occasion to observe, a court should not be left to "do
    counsel's work, create the ossature for the argument, and put flesh
    on its bones."      
    Id.
        We are not mind readers, and to assume that
    burden by unilaterally cultivating an appellant's claims raises a
    host of concerns, both procedural and substantive.
    These    are    familiar   rules        of   general    applicability,
    administered with as much force in the habeas context as in any
    other.    Indeed, we have shown no reluctance to deem arguments
    waived, including equitable tolling claims, that were belatedly or
    otherwise inadequately raised by petitioners seeking federal habeas
    relief.     See, e.g., Glacken v. Dickhaut, 
    585 F.3d 547
    , 551 (1st
    Cir. 2009) (holding that a habeas petitioner waived an argument to
    which he devoted only a single line in his opening brief); DeBurgo
    v. St. Amand, 
    587 F.3d 61
    , 72 n. 14 (1st Cir. 2009) (finding a
    claim arguably waived where it comprised only four sentences of the
    habeas petitioner's opening brief); Trenkler v. United States, 
    268 F.3d 16
    , 26 n. 9 (1st Cir. 2001) (deeming waived a perfunctory
    equitable    tolling      claim   raised      for    the   first    time   at   oral
    argument); see also McClaran v. Cockrell, 58 Fed. App'x 595, at *1
    -39-
    (5th Cir. 2003) (holding that a new equitable tolling argument
    raised for the first time in a habeas petitioner's reply brief had
    been waived); Gomez v. Castro, 47 Fed. App'x 821, 822 n. 2 (9th
    Cir. 2002) (same); c.f. Rivera-Muriente v. Agosto-Alicea, 
    959 F.2d 349
    , 354 (1st Cir. 1992) ("[The non-habeas appellant] did not make
    [the] equitable tolling argument in his opening brief. Rather, the
    asseveration surfaced for the first time in his reply brief. It is
    well settled in this court, for good reason which need not be
    rehearsed here, that a legal argument made for the first time in an
    appellant's      reply     brief   comes    too   late     and   need   not     be
    addressed.").
    On the contrary, these rules should be especially potent
    in the realm of equitable tolling, where the claim must identify an
    obstacle to timely filing that is both "rare" and "extraordinary";
    typically, something patently obvious on the face of the record,
    and therefore not easily disregarded by a claimant absent some
    dilatory intent.      See Trapp v. Spencer, 
    479 F.3d 53
    , 59 (1st Cir.
    2007) (restricting application of the equitable tolling doctrine to
    "extraordinary circumstances").        Thus, without a truly exceptional
    reason   --    something    beyond   the   notion   that    this   might   be   a
    petitioner's last bite at the apple -- we should not revive tardy
    or perfunctory equitable tolling arguments which "the party who
    seeks to invoke [the doctrine] bears the burden of establishing
    . . . ."      Delaney v. Matesanz, 
    264 F.3d 7
    , 14 (1st Cir. 2001).
    -40-
    Yet,     here,   although       the    record    is    devoid     of   any
    discernibly exceptional circumstances, we remand for consideration
    of an equitable tolling argument that plainly fails to clear either
    of   these   long-standing        procedural       hurdles.        The    petitioner's
    briefing     is    unequivocal     --   he    advances       two,   and     only    two,
    cognizable        grounds   for   equitable        relief:    (1)    the     allegedly
    egregious nature of his trial counsel's Rule 29 advice; and (2) the
    prison's purportedly draconian library policies.                         Both are ably
    dispatched by the majority, and that should be the end of it.
    Instead, we solicit further deliberation on a "third"
    equitable tolling argument: that the petitioner was misled by the
    prison's boilerplate Rule 29 forms. The trouble is, this claim was
    only raised, if at all, for the first time in a single sentence of
    the petitioner's reply brief, and then only in relation to the
    merits of his Rule 29 claim.            Specifically, in asserting that his
    Rule 29 motion was properly filed under Massachusetts law, the
    petitioner notes only that "the [Rule 29] Motion and Affidavit
    which [the petitioner] filed are hand-written onto xeroxed forms,
    which are provided to incoming prisoners when they arrive at [the
    prison]."    Nowhere is this statement framed as a justification for
    equitable remediation, and its cursory nature does not even begin
    to approach the level of development traditionally necessary for
    consideration on appeal.          This is not, as the majority suggests, a
    simple case of a party failing to apply the "necessary label" --
    -41-
    rather, it is a classic example of waiver by inadequate argument.7
    In essence, we manufacture the appellant's claim, effectively
    precluding the appellee from delivering a satisfactory response.
    This, I think, is beyond our proper province, and therefore I
    cannot join in remanding on this ground.8
    7
    The majority notes that we have the discretion, in certain
    circumstances, to overlook waiver by inadequate argument. See,
    e.g., Costa-Urena v. Segarra, 
    590 F.3d 18
    , 30 (1st Cir. 2009).
    Those circumstances are absent here.       Such discretion is not
    unfettered, and should be used sparingly. As we have previously
    stated, "courts should be reluctant to act affirmatively in
    identifying and supporting arguments that could have been, but were
    not, made by a party. At a bare minimum, such an action should be
    reserved for circumstances in which there is some likelihood that
    the ultimate outcome would change in the assisted party's favor."
    United States v. Vega Molina, 
    407 F.3d 511
    , 534 n.7 (1st Cir.
    2005). Since, as the majority acknowledges, it "cannot say what
    the result should be" even if this equitable tolling argument is
    resuscitated, and because this case presents none of the special
    circumstances that typically form the basis for overlooking waiver,
    see, e.g., Nat'l Org. for Marriage, Inc. v. McKee, 
    669 F.3d 34
    , 43
    (1st Cir. 2012) (overlooking waiver by inadequate argument because
    of importance of issues raised and extent of resources expended in
    expansive litigation); Costa-Urena, 
    590 F.3d at 30
     (overlooking
    waiver by inadequate argument where argument would likely change
    the outcome); United States v. Leavitt, 
    925 F.2d 516
    , 517 (1st Cir.
    1991) (overlooking waiver by inadequate argument of a sentencing
    guidelines issue where the guidelines were relatively new, the
    issue was purely legal, and the sentencing differences were so
    great as to bring about a serious miscarriage of justice if he is
    legally right), I see no reason to take such a course of action
    here. See Nat'l Ass'n of Social Workers v. Harwood, 
    69 F.3d 622
    ,
    627 (1st Cir. 1995) ("[T]he raise-or-waive principle [may not] be
    dismissed as a pettifogging technicality or a trap for the
    indolent; the rule is founded upon important considerations of
    fairness, judicial economy, and practical wisdom.").
    8
    The majority suggests that because Kholi v. Wall, 
    582 F.3d 147
    (1st Cir. 2009) had yet to be decided, the petitioner had no cause
    to raise the issue before the district court. That may be, but it
    does not excuse his failure to do so in his opening appellate
    brief, where we explicitly requested that counsel discuss the Rule
    -42-
    Even if this equitable tolling claim had been properly
    preserved, and the prison had advised the petitioner that his
    boilerplate forms complied with the strictures of Rule 29, we still
    should not remand, because it is far from apparent that such
    conduct qualifies as an extraordinary circumstance sufficient to
    trigger equitable relief.
    Starting from scratch, as it must given the petitioner's
    failure to cite any relevant authority whatsoever, the majority
    suggests that Williams v. Thaler, 400 Fed. App'x 886 (5th Cir.
    2010),   might   inform   the   district     court's     equitable   tolling
    analysis.   Thaler, however, is distinguishable in several critical
    respects.      There, the state court had repeatedly notified the
    petitioner that his state habeas petition was pending, when in fact
    it had already been denied.          Because there was no alternative
    source   for    the   information,    or    additional   action   that   the
    petitioner could have taken to remedy the error, the court's
    misleading advice made it virtually impossible for the petitioner
    to meet AEDPA's stringent timeliness requirements with respect to
    his subsequent federal petition. Here, by contrast, the petitioner
    was instructed (maybe erroneously) how to file, rather than being
    told that he had already properly done so; the advice came not from
    the court itself, but from some heretofore unidentified member of
    29 issues in light of Kholi, or his failure to do so sufficiently
    in his reply brief, after the Commonwealth had expressly called the
    procedural validity of his Rule 29 motion into question.
    -43-
    the prison staff; and perhaps most importantly, the petitioner
    still had a wealth of opportunities to remedy any error and to
    verify the appropriate filing procedures (including opportunities
    to conduct his own independent research).     In other words, the
    prison's actions here did not foreclose the petitioner's ability to
    properly file his Rule 29 motion, and consequently, to timely file
    the federal petition now at issue.
    These distinctions are not academic, and indeed they form
    the basis for several federal decisions on somewhat analogous
    facts.   In Alexander v. Schriro, 312 Fed. App'x 972 (9th Cir.
    2009), for example, no extraordinary circumstances were found where
    a member of the prison staff offered misleading advice to a federal
    habeas petitioner in calculating the applicable limitations period.
    Distinguishing from cases where "a prison official's wrongful
    conduct prevents a petitioner from filing," the court explained
    that "in this case, the [prison staff] did not do or fail to do
    anything that actually made it impossible for [the petitioner] to
    file on time."   Id. at 975 (internal citations omitted); see also
    Henderson v. Nooth, No. 3:07-CV-01823-JO, 
    2012 WL 1801736
    , at *4
    (D. Or. May 16, 2012) (finding that erroneous filing advice from a
    prison staff member, "while extremely unfortunate," does not rise
    to the level of extraordinary circumstances because it did not
    "ma[k]e it impossible for petitioner to file on time"); Madison v.
    Hulihan, No. 09-CV-337, 
    2012 WL 1004780
    , at *4 (E.D.N.Y. March 23,
    -44-
    2012) (rejecting claim of equitable tolling where state-provided
    habeas forms lacked information about AEDPA filing requirements,
    and holding that "a state-created impediment can warrant equitable
    tolling [only] in the rare instance where the state 'effectively
    prohibits'   the   petitioner    from   pursuing   a   habeas   petition");
    Dulaney v. United States, Nos. 6:08-cv-00859, 6:09-cv00372, 
    2011 WL 4436639
    , at *2 (S.D. W. Va. September 23, 2011) (refusing to apply
    equitable tolling where habeas corpus forms supplied by the prison
    appeared to inform petitioner (in error) that he could not file his
    federal habeas petition until he completed his state sentence and
    began serving his federal sentence); Elliott v. Napoli, No. 07-CV-
    3942, 
    2010 WL 1816406
    , at *2 (E.D.N.Y. May 4, 2010) ("Simply,
    falling victim to the incompetence of nonlawyer [prison library
    staff] is . . . not an extraordinary circumstance."); James v.
    Hudson, No. 1:07-CV-3651, 
    2009 WL 111637
    , at *8 (N.D. Oh. Jan. 15,
    2009) ("The fact that, instead of himself ascertaining the relevant
    law, [the petitioner] chose to rely on [prison] library clerks for
    such   critical    information    does    not   make    that    choice   an
    extraordinary circumstance that stood in the way of compliance with
    the time requirement and now justifies equitable tolling."); Roman
    v. Artuz, No. 00-CIV-1400-DLC, 
    2000 WL 1201392
    , at *2 (S.D.N.Y.
    Aug. 22, 2000) (finding that prison law clerks' erroneous advice
    that a state FOIA request would toll AEDPA's statute of limitations
    was not an extraordinary circumstance).
    -45-
    This, of course, is not intended to be an exhaustive
    collection of applicable authority; that was for the petitioner to
    provide.   Nonetheless, pursuant to the prevailing authority, it is
    likely that the prison's allegedly inaccurate filing advice --
    whether that encompassed the mere dissemination of boilerplate
    forms or, at worst, also included verbal assurances that such forms
    were sufficient for filing purposes -- does not rise to the
    extraordinarily   high    level     required   for   the   application    of
    equitable tolling.
    Finally,   though   no    less   significantly,   even   if   the
    prison's actions do constitute an extraordinary circumstance, the
    petitioner has still failed to demonstrate that he pursued his
    rights diligently during the more than two-year gap between June
    17, 1998 and August 17, 2000, when he remained idle despite his
    pending Rule 29 motion.    The only conceivable basis for the motion
    -- the petitioner's anticipated cooperation with the government on
    another case -- was well known to the petitioner at the time that
    the motion was originally filed.            Had he simply employed that
    knowledge and requested a hearing within a reasonable period of
    time, all of these issues could easily have been averted.           Neither
    the petitioner nor the majority provide an acceptable explanation
    for this extended period of inactivity.9
    9
    The majority states only that, during this time, Holmes's
    correspondence with his trial attorney "suggests that Holmes may
    have been waiting to learn whether the prosecutor wanted
    -46-
    For these reasons, I would excise any treatment of the
    putative equitable tolling argument, join the court's otherwise
    well-reasoned opinion, and affirm the order of the district court.
    information from him" about the other case. A two-year period of
    inactivity, interrupted only by occasional correspondence with his
    trial attorney, does not seem to meet the level of reasonable
    diligence necessary to ground a claim of equitable tolling. See,
    e.g., LaCava v. Kyler, 
    398 F.3d 271
    , 277-78 (3d Cir. 2005)
    (deciding not to remand the appellant's habeas petition for an
    evidentiary hearing on the availability of equitable tolling where
    he allowed twenty-one months to lapse between the filing of a state
    court motion and his subsequent inquiry as to its status). In any
    event, it should not be left to the court to comb the record for
    favorable facts supporting remand.     Pursuing one's rights with
    reasonable diligence is one of two prongs that the petitioner must
    show to meet the high burden for equitable tolling. Holland v.
    Florida, 
    130 S. Ct. 2549
    , 2562 (2010) (holding that a "petitioner
    is entitled to equitable tolling only if he shows . . . that he has
    been pursuing his rights diligently . . . .") (emphasis added).
    Holmes did not even attempt to make that showing here.
    -47-