United States v. Rosa ( 2007 )


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  •      05-3621-cr
    United States v. Rosa
    1                            UNITED STATES COURT OF APPEALS
    2                                FOR THE SECOND CIRCUIT
    3                                  August Term, 2006
    4
    5    (Argued:    April 27, 2007                Final Submissions:   May 4, 2007
    6                             Decided:   October 30, 2007)
    7                                Docket No. 05-3621-cr
    8
    9                    -------------------------------------
    10                             UNITED STATES OF AMERICA,
    11                                       Appellee,
    12                                        - v -
    13                                   EDUARDO ROSA,
    14                                Defendant-Appellant.
    15                   -------------------------------------
    16   Before:     KEARSE and SACK, Circuit Judges, and MILLS, District
    17               Judge.*
    18
    19               The defendant appeals from that portion of a judgment
    20   of conviction in the United States District Court for the
    21   Southern District of New York (Charles L. Brieant, Judge) that
    22   sentenced him to the statutory mandatory minimum of 180 months'
    23   imprisonment based on the court's finding that he is a violent
    24   felon under the Armed Career Criminal Act, 
    18 U.S.C. § 924
    (e).
    25   We conclude that no evidence before the district court
    26   established that a "guilty plea [resulting in a predicate state
    *
    The Honorable Richard Mills, of the United States
    District Court for the Central District of Illinois, sitting by
    designation.
    1    conviction] necessarily admitted, and supported a
    2    conviction for," Shepard v. United States, 
    544 U.S. 13
    , 16
    3    (2005), a crime or "act of juvenile delinquency involving the use
    4    or carrying of a firearm . . . that would be punishable by
    5    imprisonment for [a] term [exceeding one year]," 18 U.S.C.
    6    § 924(e)(2)(B).
    7              Vacated and remanded for resentencing.
    8                             JESSE M. FURMAN, Assistant United States
    9                             Attorney for the Southern District of
    10                             New York (Michael J. Garcia, United
    11                             States Attorney, Jonathan S. Kolodner,
    12                             Assistant United States Attorney, on the
    13                             brief), New York, New York, for
    14                             Appellee.
    15                             PAUL P. RINALDO, Forest Hills, New York,
    16                             for Appellant.
    17   SACK, Circuit Judge:
    18             This appeal presents the narrow question of whether,
    19   under the circumstances here presented, Eduardo Rosa's 1991 New
    20   York state-court guilty plea to a charge of Robbery in the First
    21   Degree qualifies as a "violent felony" conviction under the Armed
    22   Career Criminal Act, 
    18 U.S.C. § 924
    (e) (the "ACCA").   The
    23   district court decided that it did, and that, therefore, it was
    24   bound to impose on Rosa a mandatory minimum sentence of fifteen
    25   years' (180 months') imprisonment under the ACCA.
    26             We disagree.   Under Shepard v. United States, 
    544 U.S. 27
       13 (2005), decided shortly before the district court handed down
    28   this sentence, the district court was required to determine
    29   whether Rosa's "earlier guilty plea necessarily admitted, and
    2
    1    supported a conviction for," 
    id. at 16
    , "an[] act of juvenile
    2    delinquency involving the use or carrying of a firearm . . . that
    3    would be punishable by imprisonment for [a] term [exceeding one
    4    year] if committed by an adult," 
    18 U.S.C. § 924
    (e)(2)(B).   In
    5    doing so, the court was "limited to the terms of the charging
    6    document, the terms of a plea agreement or transcript of colloquy
    7    between judge and defendant in which the factual basis for the
    8    plea was confirmed by the defendant, or to some comparable
    9    judicial record of this information."   Shepard, 
    544 U.S. at 26
    .
    10   No such document, at least none submitted to the district court,
    11   established that Rosa's 1991 "guilty plea necessarily admitted,
    12   and supported a conviction for," 
    id. at 16
    , "an[] act of juvenile
    13   delinquency involving the use or carrying of a firearm . . . that
    14   would be punishable by imprisonment for [a] term [exceeding one
    15   year] if committed by an adult," 
    18 U.S.C. § 924
    (e)(2)(B).   We
    16   therefore vacate the sentence and remand for resentencing.
    17                              BACKGROUND
    18             On January 28, 2004, New York State police officers,
    19   acting on a tip from a confidential informant, executed a search
    20   warrant for the basement of Eduardo Rosa's home.   There, they
    21   discovered two .45 caliber handguns,1 142 rounds of ammunition,
    1
    The word "gun" has been used frequently during the course
    of these proceedings. The statutory word with which we are
    concerned, however, is "firearm." See, e.g., 
    18 U.S.C. § 924
    (e)(2)(B). It is important for purposes of addressing this
    appeal that not all guns are firearms -- BB guns and staple guns,
    for example, are not. See, e.g., United States v. Jones, 
    222 F.3d 349
    , 352 (7th Cir. 2000) (jury had "a sufficient basis to
    reasonably conclude that Mr. Jones knew that he possessed a
    3
    1    and a bullet-proof vest.   Rosa was arrested on the same day.   He
    2    was indicted on February 24, 2004.    He was charged with two
    3    counts of being a felon in possession of a firearm in violation
    4    of 
    18 U.S.C. § 922
    (g)(1) (Counts One and Two), and one count of
    5    possession of body armor after having been convicted of a felony
    6    that is a crime of violence in violation of 
    18 U.S.C. § 931
    7    (Count Three).
    8              A superseding indictment (the "Superseding Indictment")
    9    was returned on January 18, 2005, less than one week before trial
    10   was scheduled to begin in the United States District Court for
    11   the Southern District of New York (Charles L. Brieant, Judge).
    12   It contained the same three charges as the original indictment
    13   but added allegations in Counts One and Two that Rosa had "three
    14   [prior] convictions for either violent felony or serious drug
    15   offenses, as those terms are defined in [the ACCA, 18 U.S.C.
    16   § 924(e)(2)]."    Superseding Indictment, United States v. Rosa,
    17   No. S1 04-cr-176 (CLB) (S.D.N.Y. Jan. 19, 2005), at 1-3.
    18             On the morning of January 24, 2005, the day on which
    19   the trial was scheduled to begin, Rosa pleaded guilty, without a
    20   formal plea agreement, to all three counts of the Superseding
    21   Indictment.
    22             According to the Presentence Investigation Report
    23   ("Federal PSR"), Rosa previously had been convicted of eight
    24   other offenses.   The Probation Office and the government
    'firearm' [in violation of § 922(g)(1)] and not a BB gun").
    4
    1    classified three of his prior convictions as "violent felonies"
    2    within the meaning of the ACCA:
    3              1) On May 23, 1991, Rosa was convicted in New York,
    4    after a guilty plea, of Robbery in the First Degree, a Class B
    5    felony, in Westchester County Court.    He received an adjudication
    6    as a Youthful Offender and was sentenced to probation.
    7              2) On October 15, 1993, Rosa was convicted in a North
    8    Carolina state court of the felony of assault with a deadly
    9    weapon with intent to kill or inflicting serious injury.
    10             3) On October 14, 1997, Rosa was convicted of Assault
    11   in the Second Degree, a Class D felony, in Westchester County
    12   Court.
    13             Rosa concedes that the second and third convictions
    14   qualify as violent felonies for ACCA purposes.    He denies,
    15   however, that the first conviction, for Robbery in the First
    16   Degree, also qualifies as a "violent felony" under the ACCA.    If
    17   it did, Rosa would be subject to a mandatory minimum sentence of
    18   fifteen years' imprisonment.   
    18 U.S.C. § 924
    (e)(1).   The narrow
    19   question of whether it was properly so classified is the focus of
    20   this appeal.
    21             1991 Robbery Conviction
    22             On November 19, 1990, at age fifteen, Rosa and one or
    23   more of his acquaintances robbed another person of his jacket.
    24             On March 13, 1991, in an indictment in Westchester
    25   County Supreme Court, Rosa, along with co-defendant Steven
    26   Warren, was charged on four counts.    The "First Count" accused
    5
    1    Rosa and Warren of Robbery in the First Degree pursuant to New
    2    York Penal Law § 160.15(4):
    3               The defendants, in the County of Westchester
    4               and State of New York, on or about November
    5               19, 1990, each aiding and abetting the other
    6               and acting in concert, did forcibly steal
    7               property from another person, and in the
    8               course of the commission of the crime and in
    9               immediate flight therefrom, displayed what
    10               appeared to be a pistol, revolver and other
    11               firearm, to wit, a handgun. This is an Armed
    12               Felony offense.
    13   Indictment of Steven Warren and Edwardo [sic] Rosa, Supreme
    14   Court, Westchester Cty., Nos. 91-0239-01, -02, filed Mar. 13,
    15   1991, at 1 (the "1991 Indictment").
    16               On March 26, 1991, some two weeks later, the state
    17   prosecutor filed a Bill of Particulars.2   In a list of evidence
    18   subject to discovery and inspection, the Bill of Particulars
    19   referred to a "small .22 cal. type gun" that was not recovered
    20   and therefore would not be submitted as physical evidence at
    21   trial as a "[w]eapon[] used in the crime."    People v. Rosa,
    22   Indictment No. 91-239-02, Consent Order dated Mar. 28, 1991
    23   ("Bill of Particulars"), at 5.    The Bill of Particulars set forth
    24   the "substance of the defendant's conduct encompass[]ed by the
    2
    Under New York law, a
    "[b]ill of particulars" is a written statement by the
    prosecutor specifying . . . items of factual
    information which are not recited in the indictment and
    which pertain to the offense charged and including the
    substance of each defendant's conduct encompassed by
    the charge which the people intend to prove at trial on
    their direct case . . . .
    
    N.Y. C.P.L. § 200.95
    (1)(a).
    6
    1    charges set forth in the indictment which the People intend to
    2    prove upon . . . trial," 
    id.
     at 1:     "The group did place a gun in
    3    the stomach area of the victim while stealing his jacket," 
    id. 4
       (unpaginated attachment).
    5              Rosa pleaded guilty to Robbery in the First Degree.
    6    The other three charges were apparently thereafter discontinued.
    7    During the plea colloquy, Rosa admitted that he aided and abetted
    8    other people who forcibly stole property from another while
    9    "display[ing] what appeared to be a pistol, revolver or other
    10   firearm, to wit, a handgun."    But Rosa denied that he ever
    11   carried a handgun.   Although his counsel referred to a "pistol"
    12   during the colloquy, throughout the plea allocution the judge
    13   consistently adhered to the terminology of the charge -- that
    14   someone other than Rosa displayed what appeared to be a handgun.
    15             In accepting the plea, the judge and the defendant
    16   engaged in the following colloquy:
    17             [Judge] Q Mr. Rosa, do you admit to the crime
    18                       of robbery in the first degree?
    19             [Rosa] A     Yes.
    20                  . . .
    21                  Q       Do you admit at that time and
    22                          place, while aiding and abetting
    23                          and acting in concert with [other]
    24                          individuals, you did forcibly steal
    25                          property from another person, that
    26                          person being Mr. Romeo?
    27                  A       Yes.
    28                  Q.      And do you admit that while aiding
    29                          and abetting and acting in concert
    30                          with those other individuals, you
    7
    1                         did engage in a fight with Mr.
    2                         Romeo and you did display what
    3                         appeared to be a pistol, revolver
    4                         or other firearm, to wit, a
    5                         handgun?
    6                    A    Not me.
    7                    Q    Did someone else that you were
    8                         aiding and abetting and acting in
    9                         concert with, that is the question?
    10                   A    Yes.
    11                   Q    So while you yourself may not have
    12                        possessed what appeared to be a
    13                        handgun, did you, was one displayed
    14                        by the people with whom you were
    15                        acting in concert and aiding and
    16                        abetting?
    17                   A    Yes.
    18                   Q    And that was in the course of
    19                        commission of the robbery and the
    20                        stealing of the property from Mr.
    21                        Romeo?
    22                   A    Yes.
    23   People v. Rosa, Indictment No. 0239-91, Westchester County Ct.,
    24   Tr. of Plea, Apr. 19, 1991 ("1991 Plea Tr.") at 15-17.
    25              The state presentence report relating to Rosa's 1991
    26   conviction ("State PSR") included several references to a black
    27   handgun.   It cited a statement by the victim that "he felt and
    28   observed a black handgun pressed into his stomach."   It also
    29   noted that a bus driver said he saw one of the perpetrators
    30   "holding what appeared to be a black automatic handgun."   But the
    31   State PSR also described Rosa as saying that a co-defendant
    32   "apparently had in his possession a BB gun."
    8
    1               The state trial judge made no direct findings
    2    pertaining to the State PSR or the actual use of a firearm.    The
    3    judge's only mention of a gun -- rather than "what appeared to
    4    be" a gun -- was made during the sentencing hearing to
    5    acknowledge that one of the circumstances supporting a more
    6    lenient sentence was that Rosa "was not the one who wielded the
    7    gun."   People v. Rosa, Indictment No. 0239-91, Westchester County
    8    Ct., Tr. of Sentencing, May 23, 1991, ("1991 Sentencing") at 9.
    9    Rosa's attorney, seeking to minimize the sentence, also referred
    10   to a gun at that hearing:    "[I]t was not Eduardo [Rosa] who had
    11   the gun in this particular incident."    
    Id. at 5
    .   As noted, he
    12   also referred to a "pistol" during the plea allocution in
    13   explaining what Rosa was not pleading to.    See 1991 Plea Tr. at
    14   15 ("Your Honor, Mr. Rosa can't admit to displaying a
    15   pistol. . . .    He can admit to aiding and abetting of displaying
    16   a pistol but not that he did it himself.")
    17              District Court Sentencing
    18              The Federal PSR provided no explanation for its
    19   characterization of the 1991 robbery conviction as a conviction
    20   of a violent felony.    In describing this prior conviction, it
    21   referenced the State PSR, including the passage where the victim
    22   of the robbery stated that he felt a black handgun pressed
    23   against him.    The Probation Office's sentencing recommendation
    24   corresponded to what the government had set forth in a Pimentel
    25   letter dated January 23, 2005.    See United States v. Pimentel,
    26   
    932 F.2d 1029
     (2d Cir. 1991).    Rosa made no objections to the
    9
    1    Probation Office regarding the Federal PSR.    He did, however,
    2    submit a letter to the district court on May 11, 2005, objecting
    3    to the PSR's assertion that Rosa qualified as an armed career
    4    criminal under the ACCA.
    5              At sentencing in the district court, the government
    6    acknowledged "that unless [the putative weapon] was in fact a
    7    real gun, [the robbery conviction] wouldn't count" as a "violent
    8    felony" under the ACCA.    United States v. Rosa, No. 04-cr-176
    9    (CLB) (S.D.N.Y. June 21, 2005), Sentencing Tr. ("Sentencing Tr.")
    10   at 12; see 
    18 U.S.C. § 924
    (e)(2)(B) (defining "violent felony").
    11   But the government maintained that the object used must be
    12   inferred to have been a firearm, and, therefore, that Rosa
    13   qualified as an Armed Career Criminal under the statute.     United
    14   States v. Rosa, No. 04-cr-176 (CLB), Letter from Government to
    15   the District Court dated June 3, 2005, at 8-9 ("Sentencing
    16   Mem.").
    17             In its Sentencing Memorandum, the government asserted
    18   that Rosa's 1991 conviction satisfied the statutory requirements
    19   for three reasons:
    20             First, the government argued, the defendant admitted
    21   that a firearm was used by pleading guilty to Robbery in the
    22   First Degree, thereby waiving an affirmative defense that the
    23   firearm "was not a loaded weapon from which a shot . . . could be
    24   discharged."   
    N.Y. Penal Law § 160.15
    (4).   Because the
    25   availability of this affirmative defense is the only relevant
    26   distinction here between first and second degree robbery, the
    10
    1    government asserted, the defendant's plea to first degree robbery
    2    waived the affirmative defense and logically required the
    3    conclusion that the offense involved a gun.      Sentencing Mem. at
    4    8-9.
    5               Second, the government asserted, the records from the
    6    state court proceeding, including the State PSR, the Bill of
    7    Particulars, and the sentencing transcript, establish that the
    8    perpetrator wielded a firearm.     Because Rosa need not be the one
    9    who carried the gun as long as the crime "involv[ed]" its use,
    10   United States v. King, 
    325 F.3d 110
     (2d Cir. 2003), the offense
    11   qualified as a "violent felony."      Sentencing Mem. at 7.
    12              Finally, the government argued, by failing to object to
    13   the Federal PSR, which included language from the State PSR in
    14   which the victim referred to a gun, Rosa waived any objection to
    15   this characterization of the state offense.      Id. at 11.
    16              The district court accepted the government's arguments,
    17   concluding that Rosa was a "career criminal under the [United
    18   States Sentencing Guidelines ("U.S.S.G." or the "Guidelines")]."
    19   Sentencing Tr. at 25.   After applying the Guidelines enhancement
    20   for an armed career criminal pursuant to U.S.S.G. § 4B1.4, and a
    21   two-level reduction for acceptance of responsibility,3 the
    22   defendant's net offense level was 31.      With a criminal history
    23   category of VI, his Guidelines sentencing range was 188 to 235
    3
    The district court also denied an additional one-point
    reduction for acceptance of responsibility. The defendant does
    not appeal this determination.
    11
    1    months.4    The court then imposed a sentence of the mandatory
    2    minimum -- 180 months -- for Counts One and Two, and 36 months'
    3    imprisonment for Count Three, all to be served concurrently.
    4                 Rosa appeals his sentence.
    5                                  DISCUSSION
    6                 I. Issue Presented
    7                 The Armed Career Criminal Act, 
    18 U.S.C. § 924
    (e),
    8    "mandates a minimum 15-year prison sentence for anyone possessing
    9    a firearm after three prior convictions for serious drug offenses
    10   or violent felonies."     Shepard v. United States, 
    544 U.S. 13
    , 15
    11   (2005).5     As relevant here, the term "violent felony" includes
    4
    Without the sentencing enhancement as a career criminal
    under U.S.S.G. § 4B1.4(b)(3)(B), defense counsel asserted that
    the Guidelines range would have been 84 to 105 months based on a
    net offense level of 22 and criminal history category VI.
    5
    Section 924(e) provides:
    (1) In the case of a person who violates section
    922(g) of this title and has three previous
    convictions by any court referred to in section
    922(g)(1) of this title for a violent felony or a
    serious drug offense, or both, committed on
    occasions different from one another, such person
    shall be fined under this title and imprisoned not
    less than fifteen years, and, notwithstanding any
    other provision of law, the court shall not
    suspend the sentence of, or grant a probationary
    sentence to, such person with respect to the
    conviction under section 922(g).
    (2) As used in this subsection--
    . . .
    (B) the term "violent felony" means any crime
    punishable by imprisonment for a term exceeding
    one year, or any act of juvenile delinquency
    involving the use or carrying of a firearm,
    knife, or destructive device that would be
    punishable by imprisonment for such term if
    12
    1    "any act of juvenile delinquency [1] involving the use or
    2    carrying of a firearm, knife, or destructive device that [2]
    3    would be punishable by imprisonment for [a term exceeding one
    4    year] if committed by an adult."       
    18 U.S.C. § 924
    (e)(2)(B).6
    5    Rosa does not dispute that his 1991 conviction for First Degree
    6    Robbery, a Class B Felony, would have been punishable in New York
    7    by a term of imprisonment of more than one year.       See N.Y. Penal
    8    Law § 160.15 ("Robbery in the first degree is a class B
    9    felony."); id. § 70.00(2)(b) (maximum sentence for a Class B
    10   felony is twenty-five years).
    11             New York law defines First Degree Robbery, in pertinent
    12   part, as follows:
    13             A person is guilty of robbery in the first
    14             degree when he forcibly steals property and
    15             when, in the course of the commission of the
    16             crime or of immediate flight therefrom, he or
    17             another participant in the crime:
    18             . . .
    committed by an adult, that--
    (i) has as an element the use, attempted use,
    or threatened use of physical force against
    the person of another; or
    (ii) is burglary, arson, or extortion,
    involves use of explosives, or otherwise
    involves conduct that presents a serious
    potential risk of physical injury to another;
    and
    (C) the term "conviction" includes a finding
    that a person has committed an act of juvenile
    delinquency involving a violent felony.
    
    18 U.S.C. § 924
    (e).
    6
    Rosa does not contest that his first conviction satisfies
    the requirements of subsection (i) or (ii) of 
    18 U.S.C. § 924
    (e)(2)(B).
    13
    1                4. Displays what appears to be a pistol,
    2                revolver, rifle, shotgun, machine gun or
    3                other firearm; except that in any
    4                prosecution under this subdivision, it
    5                is an affirmative defense that such
    6                pistol, revolver, rifle, shotgun,
    7                machine gun or other firearm was not a
    8                loaded weapon from which a shot, readily
    9                capable of producing death or other
    10                serious physical injury, could be
    11                discharged. Nothing contained in this
    12                subdivision shall constitute a defense
    13                to a prosecution for, or preclude a
    14                conviction of, robbery in the second
    15                degree, robbery in the third degree or
    16                any other crime.
    17   
    Id.
     § 160.15(4) (emphasis added); see also People v. Padua, 297
    
    18 A.D.2d 536
    , 539, 
    747 N.Y.S.2d 205
    , 208 (1st Dep't 2002)
    19   (describing the state's burden when charging a defendant under
    20   section 160.15(4)).   Count One of the 1991 Indictment against
    21   Rosa and his codefendant tracked the statute.    See 1991
    22   Indictment at 1.
    23             During his plea colloquy in state court, as to Count
    24   One, the only count to which he pleaded, Rosa admitted that he
    25   had aided and abetted another in "forcibly steal[ing] property
    26   from another person" and that "what appeared to be a
    27   handgun . . . was . . . displayed by the people with whom [he
    28   was] acting in concert and aiding and abetting."    1991 Plea Tr.
    29   at 16.   These admissions regarding "what appeared to be a
    30   handgun" satisfied the elements of the First Degree Robbery crime
    31   with which he was charged.   See 
    N.Y. Penal Law § 160.15
    (4).     But,
    32   standing alone, they do not satisfy the elements of a "violent
    33   felony" as defined by the ACCA.    To be a violent felony, the
    14
    1    crime of conviction must "involv[e] the use or carrying of a
    2    firearm."   
    18 U.S.C. § 924
    (e)(2)(B) (emphasis added).    Because,
    3    as the government concedes, the 1991 conviction is a "violent
    4    felony" only if the crime involved a firearm, Sentencing Tr. at
    5    12, the district court was confronted with the question of
    6    whether the 1991 crime involved a firearm.    Adopting the
    7    government's arguments, the district court determined that it
    8    did.
    9                The sole question for us on appeal is:   Did the
    10   district court properly determine that Rosa's 1991 state-court
    11   conviction "involv[ed] the use or carrying of a firearm," as
    12   opposed to the use of a BB gun, or something else other than a
    13   firearm, thereby making it a "violent felony" for ACCA purposes?
    14   To answer this question we must consider whether the district
    15   court looked to appropriate sources in determining the nature of
    16   Rosa's 1991 conviction for ACCA purposes.    See Shepard, 
    544 U.S. 17
       at 16 (addressing "whether a sentencing court can look to police
    18   reports or complaint applications to determine whether an earlier
    19   guilty plea necessarily admitted, and supported a conviction for,
    20   generic burglary," which is a "violent felony" under the ACCA).
    21               Rosa argues that the district court erred in applying
    22   the fifteen-year mandatory minimum under the ACCA because the
    23   state court record does not necessarily demonstrate that the 1991
    24   conviction for robbery involved a firearm, and, therefore, the
    25   government did not prove the robbery conviction was for a
    15
    1    "violent felony" under the ACCA.7    The government's arguments are
    2    essentially the same as those rehearsed above that it made to,
    3    and were adopted by, the district court.
    4              II. Standard of Review
    5              "[T]he government bears the burden of establishing (by
    6    a preponderance of the evidence), the existence of prior violent
    7    felony convictions when seeking a sentence enhancement pursuant
    8    to U.S.C. § 924(e)."   United States v. Brown, 
    52 F.3d 415
    , 425
    9    (2d Cir. 1995).   The questions of what documents a district court
    10   may rely on to determine the nature of a prior conviction and of
    11   the scope of a district court's authority to make factual
    12   findings are questions of law, Shepard, 
    544 U.S. at 16
    ; 
    id.
     at 24
    13   (opinion of Souter, J.), which we review de novo.8
    7
    Rosa also argues that, even if a firearm were used in the
    offense, Rosa did not carry it and the ACCA does not apply to a
    crime where a confederate, and not the defendant, carried a gun.
    We have previously rejected this kind of argument. See United
    States v. King, 
    325 F.3d 110
    , 113 (2d Cir. 2003) ("The word
    'involving' has expansive connotations, and we think it must be
    construed as extending the focus of § 924(e) beyond the precise
    offenses of distributing, manufacturing, or possessing, and as
    encompassing as well offenses that are related to or connected
    with such conduct.").
    8
    The government contends that we should review the
    district court's decision for clear error, following United
    States v. Houman, 
    234 F.3d 825
     (2d Cir. 2000) (per curiam). In
    Houman, "print-outs of [the defendant's] criminal history . . .
    list[ed] [his previous] conviction as one for theft," but
    contemporaneous court records listed the conviction as one for
    robbery. 
    Id. at 827
    . We applied clear error review and upheld
    the district court's decision to "credit[] the contemporaneous
    court records over the later criminal history tabulations." 
    Id.
    As we explained, "[t]he court used this information [in the
    indictment] solely for the purpose of determining whether it was
    more likely that Houman was convicted of robbery than of theft,
    not for the purpose of looking beyond the elements of a theft
    16
    1              III. Determining the Character of a Prior Guilty Plea
    2              In Taylor v. United States, 
    495 U.S. 575
     (1990), the
    3    Court endorsed a "categorical approach" to determining whether a
    4    prior conviction qualifies as a "violent felony" under the ACCA.
    5    The sentencing court generally must "look only to the fact of
    6    conviction and the statutory definition of the prior offense."
    7    
    Id. at 602
    .   Where, as in Taylor (and here), the statutory
    8    definition of the state crime of conviction encompasses both
    9    crimes that would qualify as a "violent felony" and crimes that
    10   would not, however, the Taylor Court concluded that a broader
    11   inquiry is permissible.   
    Id.
       If, as in Taylor (but not here),
    12   guilt of the prior offense was determined at trial, that broader
    13   inquiry may include the charging document and jury instructions,
    14   which define the offense of conviction.    Id.9
    15             Shepard and Taylor both addressed the question whether
    16   a burglary conviction in a state whose law defined "burglary"
    17   more broadly than the "generic" definition of burglary -- for
    conviction to find that the underlying conduct was violent in
    nature." 
    Id.
     (emphasis added). The court here, in contrast,
    sought to determine the nature of the conduct underlying the
    previous conviction. The questions presented here, similar to
    those presented in Shepard, concern the district court's
    authority to make a factual finding about the nature of the
    conviction, and are thus questions of law that require de novo
    review.
    9
    The Supreme Court most recently discussed the ACCA in
    James v. United States, 
    127 S. Ct. 1586
     (2007). There, the Court
    held that, under Florida law, attempted burglary is considered a
    "violent felony" under the ACCA because it "'involv[es] conduct
    that presents a serious potential risk of physical injury to
    another.'" 
    Id. at 1591
     (quoting 
    18 U.S.C. § 924
    (e)(2)(B)(ii)).
    17
    1    example, a state that defined burglary as including breaking and
    2    entry into a building or a boat, in contrast to "generic"
    3    burglary, which is limited to breaking and entry into buildings
    4    -- was based on facts that could support a conviction for
    5    "generic" burglary, and thus could fit the definition of "violent
    6    felony" under the ACCA.10   Shepard addressed a question left open
    7    by Taylor:   What may a district court consider to determine
    8    whether the offense of conviction following a guilty plea, rather
    9    than trial, qualifies as a "violent felony"?   Shepard, 
    544 U.S. 10
       at 16.
    11             In Shepard, the district court had not applied the
    12   ACCA's fifteen-year mandatory minimum sentence because it had
    13   declined to look to "police reports or complaint applications to
    14   determine whether an earlier guilty plea necessarily admitted,
    15   and supported a conviction for, generic burglary."      
    Id.
       Without
    16   this evidence, "the District Court found that the Government had
    17   failed to carry its burden to demonstrate that Shepard had
    18   pleaded to three generic burglaries."   
    Id. at 18-19
    .    The First
    19   Circuit vacated the sentence and remanded for resentencing
    20   "[a]fter observing that Shepard had never 'seriously disputed'
    21   that he did in fact" commit the acts described in the police
    10
    A conviction for (generic) burglary is a conviction for
    a "violent felony" under the ACCA. 
    18 U.S.C. § 924
    (e)(B)(ii);
    see also Taylor, 
    495 U.S. at 577-78
     ("[The ACCA also] provides a
    sentence enhancement for a defendant who is convicted under 
    18 U.S.C. § 922
    (g) (unlawful possession of a firearm) and who has
    three prior convictions for specified types of offenses,
    including 'burglary.'").
    18
    1    reports and complaint applications.       
    Id. at 19
     (citation
    2    omitted).
    3                The Supreme Court reversed.    It concluded that "enquiry
    4    under the ACCA to determine whether a plea of guilty to burglary
    5    defined by a nongeneric statute necessarily admitted elements of
    6    the generic offense is limited to the terms of the charging
    7    document, the terms of a plea agreement or transcript of colloquy
    8    between judge and defendant in which the factual basis for the
    9    plea was confirmed by the defendant, or to some comparable
    10   judicial record of this information."       
    Id. at 26
    .
    11               Like jury instructions in a jury case, or "the details
    12   of a generically limited charging document . . . in any sort of
    13   case," documents stating the facts to which the defendant
    14   admitted in entering the plea will generally inform a later court
    15   on the crucial question: "whether the plea had 'necessarily'
    16   rested on the fact identifying the burglary as generic."        
    Id.
     at
    17   21.   The Court rejected the government's argument "for a wider
    18   evidentiary cast, . . . going beyond conclusive records made or
    19   used in adjudicating guilt and looking to documents submitted to
    20   lower courts even prior to charges," 
    id.,
     because such an
    21   approach would "ease away from the Taylor conclusion, that
    22   respect for congressional intent and avoidance of collateral
    23   trials require that evidence of generic conviction be confined to
    24   records of the convicting court approaching the certainty of the
    25   record of conviction in a generic crime State," 
    id. at 23
    .
    19
    1                 A plurality of the Court was of the view that
    2    developments since Taylor -- particularly Jones v. United States,
    3    
    526 U.S. 227
     (1999), and Apprendi v. New Jersey, 
    530 U.S. 466
    4    (2000) -- further justify "adher[ing] to the demanding
    5    requirement that any sentence under the ACCA rest on a showing
    6    that a prior conviction 'necessarily' involved (and a prior plea
    7    necessarily admitted) facts equating to generic burglary."
    8    Shepard, 
    544 U.S. at 24
     (opinion of Souter, J.) (emphasis added).
    9    Jones and Apprendi established the rule that "for the sake of
    10   preserving the Sixth Amendment right, . . . any fact other than a
    11   prior conviction sufficient to raise the limit of the possible
    12   federal sentence must be found by a jury, in the absence of any
    13   waiver of rights by the defendant."        
    Id.
     at 24 (citing Jones and
    14   Apprendi).     Where "[t]he state statute requires no finding of
    15   generic burglary, and without a charging document that narrows
    16   the charge to generic limits, the only certainty of a generic
    17   finding lies . . . (in a pleaded case) in the defendant's own
    18   admissions or accepted findings of fact confirming the factual
    19   basis for a valid plea."      
    Id. at 25
    .   Were the sentencing judge,
    20   in considering the ACCA enhancement, to "make a disputed finding
    21   of fact about what the defendant and state judge must have
    22   understood as the factual basis of the prior plea," the
    23   factfinding would raise the constitutional concern underlying
    24   Jones and Apprendi.     
    Id.
    25                In Shepard, the Court concluded that the fact in
    26   question -- whether Shepard had broken into the buildings
    20
    1    described in the police reports or complaint applications -- even
    2    though it was undisputed by the defendant, was "too far removed
    3    from the conclusive significance of a prior judicial record, and
    4    too much like the findings subject to Jones and Apprendi."      
    Id.
    5    The plurality therefore would have limited the permissible
    6    sources of judicial factfinding to exclude police reports and
    7    complaint applications in order, in part, to avoid the risk of
    8    unconstitutionality.    
    Id. at 25-26
    .
    9                Shepard teaches that the sentencing court cannot make
    10   its own finding of fact regarding whether a prior conviction
    11   qualifies as a "violent felony" (or "serious drug offense") under
    12   the ACCA.   
    Id. at 21
     (majority opinion) (noting, and later
    13   rejecting, the government's argument for allowing a sentencing
    14   court to rely on documents beyond "conclusive records made or
    15   used in adjudicating guilt").   The sentencing court must rely on
    16   evidence from the record of conviction to determine whether the
    17   "earlier guilty plea [in question] necessarily admitted, and
    18   supported a conviction for," a "violent felony," 
    id. at 16
    ; if
    19   such evidence is not available, then the government has not met
    20   its burden to demonstrate that the prior conviction was a
    21   "violent felony."   Speculation based on inferences is misplaced
    22   in light of the Supreme Court's concern about establishing with
    23   "certainty" that a prior conviction is a predicate crime under
    24   the ACCA.   See 
    id. at 21-22
     (discussing Taylor's "demand for
    25   certainty").
    21
    1              The Shepard Court indicated that documents relating to
    2    the plea itself -- "a transcript of a plea colloquy or . . .
    3    written plea agreement presented to the court, or . . . a record
    4    of comparable findings of fact adopted by the defendant upon
    5    entering the plea" -- would be "the closest analogs" to the
    6    judicial record evidence approved in Taylor.   
    Id. at 20
    .   These
    7    analogs were different from the pre-state-plea documents --
    8    police reports and complaint applications -- that the government
    9    had urged the Shepard district court to consider.
    10             Here, the government urged the district court to look
    11   to one pre-state-plea document, the Bill of Particulars, and to
    12   other post-state-plea documents, documents relating not to the
    13   taking of Rosa's plea in State Supreme Court, but to his
    14   sentencing there.   The district court relied upon (1) the Bill of
    15   Particulars filed in the state case (pre-plea), (2) the State PSR
    16   (post-plea), (3) the state sentencing transcript (post-plea), and
    17   (4) the Federal PSR prepared in this case in determining the
    18   factual basis of Rosa's 1991 conviction (post-plea).   It also (5)
    19   drew logical inferences about facts underlying an affirmative
    20   defense that Rosa waived by virtue of his plea.   Sentencing Tr.
    21   at 25; see also Sentencing Mem. at 8-9.
    22             We pause to note that the Shepard Court was apparently
    23   concerned about the prospect of a sentencing court making any
    24   factual finding not necessarily implied by the prior
    25   conviction -- irrespective of how clearly the factual finding was
    26   established.   The State PSR here reveals a disputed assertion of
    22
    1    fact: whether the "gun" was a "firearm."   But Shepard, by
    2    concluding that it did not matter whether the defendant in that
    3    case disputed that he had broken into the buildings in question
    4    and thereby committed a "generic" burglary, Shepard, 
    544 U.S. at 5
       19, implies that it does not matter here whether the assertion
    6    that the 1991 crime of conviction involved a firearm was disputed
    7    or not.
    8               For us to affirm the district court's conclusion that
    9    the "gun" was a firearm, then, the documents and inferences that
    10   the district court used to reach this conclusion must qualify as
    11   "Shepard evidence," in this case, documents that show that the
    12   "earlier guilty plea necessarily admitted, and supported a
    13   conviction for," 
    id. at 16
    , an offense "involving the use or
    14   carrying of a firearm," 
    18 U.S.C. § 924
    (e)(2)(B).   We conclude
    15   that they do not.
    16   A.   The Bill of Particulars
    17              The Bill of Particulars filed by the People in support
    18   of the 1991 Indictment included the statement that a "small .22
    19   cal. type gun," which the government intended to prove at trial
    20   was used in the crime, was not recovered and therefore would not
    21   be submitted as physical evidence at trial, and described the
    22   conduct that the People intended to prove at trial as involving
    23   "a gun."   The district court, in sentencing Rosa, incorporated by
    24   reference the government's Sentencing Memorandum which made
    25   reference to the Bill of Particulars.   But since no mention of it
    26   was made in the government's presentation to us, we asked the
    23
    1    parties for, and received, supplemental briefing on whether the
    2    Bill of Particulars is a "charging document" under Shepard from
    3    which the district court might have concluded that what "appeared
    4    to be a pistol" was in fact a "firearm" under the ACCA.   We
    5    conclude that, assuming that the issue has not been waived by the
    6    government,11 the Bill of Particulars does not satisfy the
    7    requirements of Shepard.
    8              We assume for purposes of this discussion that the Bill
    9    of Particulars may best be characterized as a "charging
    10   document."    We are not convinced, notwithstanding the Shepard
    11   Court's reference to "charging document[s]" as potentially
    12   reliable indicia of the nature of prior convictions, that the
    13   Bill is therefore "Shepard evidence" for our purposes.    See
    14   Shepard, 
    544 U.S. at 26
    .   Rosa did not stand trial.   The Bill of
    15   Particulars did not help define the crime of which he was
    16   convicted, see Taylor, 
    495 U.S. at 602
    , or serve to limit the
    17   charges that he could have pleaded guilty to, see Shepard, 544
    18   U.S. at 21.   At most, the Bill of Particulars limited only what
    19   the State would have been allowed to prove against Rosa had the
    20   case gone to trial.    See, e.g., People v. Greaves, 
    1 A.D.3d 979
    ,
    21   980, 
    767 N.Y.S.2d 530
    , 531-32 (4th Dep't 2003) (reversing rape
    22   conviction because of violation of the "defendant's 'fundamental
    11
    The principle that "[i]ssues not sufficiently argued in
    the briefs are considered waived and normally will not be
    addressed on appeal," Norton v. Sam's Club, 
    145 F.3d 114
    , 117 (2d
    Cir. 1998), is applicable to criminal cases, see United States v.
    Crispo, 
    306 F.3d 71
    , 86 (2d Cir. 2002).
    24
    1    and nonwaivable' right to be tried on only those crimes charged
    2    in the indictment . . . as limited by the bill of particulars").
    3              Rosa admitted at his plea allocution to having acted in
    4    concert with and aided and abetted people who had displayed "what
    5    appeared to be a handgun."     1991 Plea Tr. at 16 (emphasis added).
    6    His plea of guilty to Count One was an admission of that with
    7    which he was charged -- aiding and abetting and acting in concert
    8    with others in "forcibly steal[ing] property from another person"
    9    in the course of which one of the perpetrators "display[ed] . . .
    10   what appeared to be a handgun."     
    Id.
     (emphasis added).    But
    11   nothing he said constituted an admission of the use by anyone in
    12   any way of a firearm in connection with the crime.
    13             To be sure, the Bill of Particulars referred to a
    14   "small .22 cal. type gun" that was not recovered -- and therefore
    15   would not be submitted as physical evidence at trial as a
    16   "[w]eapon[] used in the crime" -- but that the People intended to
    17   demonstrate had been used by the co-defendants during the course
    18   of the robbery.   Perhaps the People would have established such
    19   use had a trial taken place.    But there was no trial.     And Rosa,
    20   in pleading guilty, pleaded only to participating in a robbery
    21   involving "what appeared to be a handgun."     During the State
    22   Probation Office interview, he expressly stated that a BB gun,
    23   which is not a firearm, was used.      We therefore cannot conclude
    24   that Rosa necessarily pleaded to a crime involving the use of a
    25   firearm, regardless of the allegations in the Bill of
    26   Particulars.
    25
    1              Our conclusion may be in tension with those of two of
    2    our sister circuits.     In United States v. Simms, 
    441 F.3d 313
    3    (4th Cir.), cert. denied, --- U.S. ---, 
    127 S. Ct. 233
     (2006),
    4    the Fourth Circuit approved a district court's reliance on a
    5    victim's statement because it was "later explicitly incorporated
    6    into Maryland's statement of charges against Simms."       
    Id. at 317
    .
    7    "Taylor and Shepard specifically allow district courts to
    8    consider charging documents in determining the nature of prior
    9    convictions."   
    Id.
        We do not disagree.    But we do not think, nor
    10   did the Fourth Circuit say or imply, that the characterization of
    11   evidence as a "charging document" concludes the inquiry.       On the
    12   facts before us, even accepting that the Bill of Particulars was
    13   a "charging document," as we do for these purposes, we do not
    14   think that Rosa pleaded guilty to, or otherwise admitted the
    15   allegations contained in the Bill; thus, he did not necessarily
    16   plead to a charge involving a firearm.       It may well be that
    17   Simms, in pleading guilty to the charges against him, did, by
    18   contrast, allocute to the factual elements that the witness
    19   described and that were later incorporated by the state in its
    20   statement of charges.
    21             In United States v. Jones, 
    453 F.3d 777
     (6th Cir.),
    22   cert. denied, --- U.S. ---, 
    127 S. Ct. 611
     (2006), the Sixth
    23   Circuit concluded that
    24             An affidavit of complaint is a type of record
    25             that a district court can properly rely on in
    26             determining the nature of predicate offenses,
    27             consistent with the standards of Shepard.
    28             Complaints are judicial documents, filed
    26
    1               under oath and submitted in furtherance of
    2               formal prosecution. They bear, accordingly,
    3               substantially greater indicia of reliability
    4               than mere police reports, which are not filed
    5               in court, are not sworn to, and are developed
    6               for an investigatory purpose.
    7    
    Id. at 780
     (citation omitted).    As we have said, we do not think
    8    that every document properly classified as a charging document in
    9    a state case to which a defendant pleads guilty is ipso facto
    10   probative on the issue of whether the defendant necessarily
    11   pleaded guilty to a "violent felony."    And we do not think, as
    12   the Jones court seemed to indicate, that the question before us
    13   is whether the unsworn Bill of Particulars "bear[s] . . . indicia
    14   of reliability."    The dispositive question is "whether the
    15   plea . . . 'necessarily' rested on the fact," Shepard, 
    544 U.S. 16
       at 21, that the crime to which Rosa pleaded "involv[ed] the use
    17   or carrying of a firearm."    We do not think that it did.
    18              We conclude that the Bill of Particulars, even if a
    19   charging document, was not one upon which the district court
    20   could rely in concluding that the defendant pleaded guilty in
    21   state court in 1991 to a felony involving a firearm.    It
    22   therefore could not support the district court's application of
    23   the ACCA to Rosa.
    24   B.   Federal PSR
    25              The Federal PSR cannot satisfy Shepard either.      See
    26   United States v. Turbides-Leonardo, 
    468 F.3d 34
    , 39 (1st Cir.
    27   2006) ("[A] presentence report in a subsequent case ordinarily
    28   may not be used to prove the details of the offense conduct that
    29   underlies a prior conviction."); United States v. Garza-Lopez,
    27
    1    
    410 F.3d 268
    , 274 (5th Cir. 2005) ("[U]nder Shepard, a district
    2    court is not permitted to rely on a PSR's characterization of a
    3    defendant's prior offense for enhancement purposes.").    That the
    4    Federal PSR relies entirely on the State PSR for the fact of the
    5    involvement of a firearm further undermines the ability of the
    6    district court to use it to establish the nature of the crime to
    7    which Rosa pleaded guilty.   See Shepard, 
    544 U.S. at 23
    .
    8              Some circuits have held that a sentencing court may
    9    look to a PSR prepared for that case to determine the underlying
    10   facts of a previous conviction when the defendant fails to object
    11   to the PSR's findings, and thereby assents to those facts.       See,
    12   e.g., United States v. Siegel, 
    477 F.3d 87
    , 93-94 (3d Cir. 2007)
    13   (concluding that the defendant's failure to object in the
    14   sentencing court and on appeal to the factual description of his
    15   prior conviction in the PSR amounts to an adoption of the factual
    16   record included therein, and "that the facts averred in the PSR
    17   acceded to by Siegel avoid the 'collateral trial,' and 'judicial
    18   factfinding' preempted by the Court's holding in Shepard");
    19   United States v. Cullen, 
    432 F.3d 903
    , 905 (8th Cir. 2006) ("By
    20   not objecting to the PSR's factual allegations, [the defendant]
    21   has admitted them." (citation omitted)).    We need not decide
    22   whether we would adopt such a rule.   Although Rosa failed to
    23   lodge any objection to the PSR directly with the probation
    24   office, he submitted a sentencing memorandum to the district
    25   court dated May 11, 2005, specifically objecting to the PSR's
    26   findings regarding the 1991 conviction.    We therefore cannot
    28
    1    conclude that Rosa admitted the findings in the Federal PSR by
    2    failing to object to them.
    3    C. The State PSR
    4                As discussed, the State PSR prepared following Rosa's
    5    1991 conviction cited conflicting evidence about the nature of
    6    the object used during the robbery.     It contained a victim's
    7    statement that during the robbery the victim "felt and observed a
    8    black handgun pressed into his stomach," and a witness's
    9    statement that one of the perpetrators was "holding what appeared
    10   to be a black automatic handgun."     But it also contained a
    11   statement by Rosa that Rosa's co-defendant "apparently had in his
    12   possession a BB gun" -- which is not a firearm under the ACCA.
    13   The State PSR itself, then, seems to reflect a disputed issue of
    14   fact as to the nature of the object used during the robbery.
    15               We have not yet addressed whether, in light of Shepard,
    16   a district court may look to facts about the nature of the
    17   offense presented in a state presentence report in determining
    18   whether a prior conviction constitutes a "violent felony" under
    19   the ACCA.   The fact that the State PSR quotes the victim or a
    20   witness making references to a handgun does not establish, the
    21   government agrees, that Rosa "necessarily" pleaded to an offense
    22   involving a firearm, as Shepard requires.12    This is especially
    23   so where, as here, the State PSR also describes a statement
    12
    See Gov't Br. at 29 ("[U]nder the Supreme Court's
    decisions in Shepard and Taylor, it is not at all clear that the
    District Court is permitted to consult the State Presentence
    Report on its own terms . . . .").
    29
    1    disputing the victim's assertions.    See Shepard, 
    544 U.S. at 21
    ;
    2    see also United States v. Grier, 
    475 F.3d 556
    , 603 (3d Cir. 2007)
    3    (en banc) (Sloviter, J., dissenting) ("I submit that after
    4    Shepard, a presentence report without more cannot be the basis
    5    for a finding of an offense that is the predicate for a sentence
    6    enhancement.").    The government relies on the State PSR, instead,
    7    to prove those facts described in the State PSR that were
    8    "explicitly adopted by the trial judge to which Rosa assented."
    9    Gov't Br. at 29.    As discussed in the next section, however, we
    10   disagree with the government's view that the relevant facts in
    11   the State PSR were "explicitly adopted by the trial judge" or
    12   assented to by Rosa.13
    13              The State PSR here does not provide a basis for
    14   determining the nature of the defendant's conduct any better than
    15   does a police report, which, the Shepard Court ruled, "do[es] not
    16   define the conduct to which a defendant eventually pleads
    17   guilty."   United States v. Green, 
    480 F.3d 627
    , 632 (2d Cir.
    13
    If a state presentence report were adopted by the state
    trial court without objection by the defendant, Shepard's
    requirement that the defendant "assent" to the factual findings
    of the trial court for purposes of an inquiry under the ACCA
    might be met. But the record indicates neither that the district
    court explicitly adopted the findings in the State PSR, nor that
    Rosa assented to such findings. Because the district court did
    not explicitly adopt any of these findings, we do not think that
    Rosa's failure to raise the issue of the PSR's conflicting
    reports as to the nature of the object used in the robbery
    constitutes an admission of any kind. Moreover, because the
    issue during the plea colloquy concerned who was holding the
    object, not the nature of the object, it is understandable that
    no one made a specific finding or objection as to whether the
    object used was a firearm.
    30
    1    2007) (applying Shepard).   To begin with, it appears that the
    2    State PSR drew its descriptions of statements by the victim and
    3    bus-driver witness directly from the police reports rather than
    4    an independent investigation.   See State PSR at 2 (noting
    5    dependence of descriptions on "City of New Rochelle Police
    6    Department records").   Like the police reports in Shepard,
    7    neither the police reports from which the State PSR drew support
    8    nor the accounts of the nature of the object used in the offense
    9    were "mentioned at [Rosa's] pleas" or "read by the judge to
    10   [Rosa] during the plea colloquy."    Shepard, 
    544 U.S. at 18
    .    Rosa
    11   was never "asked if the information contained in the [PSR] w[as]
    12   true."   
    Id.
     (first brackets added); see 
    id.
     ("Shepard . . .
    13   stated 'that none of the details in th[e police] reports w[as]
    14   ever mentioned at his pleas,' that 'the reports themselves were
    15   never read by the judge to him during the plea colloquy,' and
    16   that at no time 'was he ever asked if the information contained
    17   in the . . . [police] [r]eports w[as] true.'" (third brackets
    18   added; citation to district court opinion omitted)).   To the
    19   extent that the district court relied on the State PSR itself to
    20   support its conclusion that a firearm was used in the 1991
    21   robbery, such reliance was misplaced.
    22   D. The State Trial Sentencing Transcript
    23              The government concedes that the State PSR, without
    24   more, is unlikely to satisfy Shepard.   It argues, however, that
    25   where a state trial court adopts the factual findings of a state
    26   presentence report, a defendant's failure to object to those
    31
    1    factual findings amounts to an assent by the defendant to those
    2    facts.    Extending this argument to the state sentencing
    3    transcript, the government also does not contend that the
    4    transcript, alone, is Shepard evidence.     It asserts that in this
    5    case, it satisfies the Shepard requirements because Rosa
    6    "assented" to that court's statements suggesting that a firearm
    7    was used in the robbery.
    8                The Shepard Court ruled that in determining whether a
    9    prior plea of guilty admitted a particular fact, a district court
    10   is generally "limited to examining the statutory definition,
    11   charging document, written plea agreement, transcript of plea
    12   colloquy, and any explicit factual finding by the trial judge to
    13   which the defendant assented."    Shepard, 
    544 U.S. at 16
     (emphasis
    14   added).    The government here points to the state judge's
    15   statement at sentencing that "[Rosa] was not the one who wielded
    16   the gun," and contends that this constituted a factual finding by
    17   the judge that the wielded object was in fact a gun.    It further
    18   argues that Rosa assented to this "finding," both because he did
    19   not dispute the characterization of the object as a gun and
    20   because his lawyer stated that "it was not Eduardo who had the
    21   gun in this particular incident."     We disagree.
    22               In Shepard, the Court stated that the most appropriate
    23   sources for the district court to consult to determine whether a
    24   given fact was necessarily established "in pleaded cases" are
    25   "the statement of factual basis for the charge, Fed. Rule Crim.
    26   Proc. 11(a)(3), shown by a transcript of plea colloquy or by
    32
    1    written plea agreement presented to the court, or by a record of
    2    comparable findings of fact adopted by the defendant upon
    3    entering the plea.    With such material in a pleaded case, a later
    4    court could generally tell whether the plea had 'necessarily'
    5    rested on the fact" at issue.    Shepard, 
    544 U.S. at
    20-21
    6    (emphases added).    The Court's repeated reference to the plea
    7    stage reflects both the conclusive effect of a plea as an
    8    adjudication of the defendant's guilt and the judicial care that
    9    goes into the court's acceptance of a plea.    See generally Von
    10   Moltke v. Gillies, 
    332 U.S. 708
    , 719 (1948) ("A plea of guilty
    11   differs in purpose and effect from a mere admission or an
    12   extrajudicial confession; it is itself a conviction. . . .      Out
    13   of just consideration for persons accused of crime, courts are
    14   careful that a plea of guilty shall not be accepted unless made
    15   voluntarily after proper advice and with full understanding of
    16   the consequences.'" (quoting Kercheval v. United States, 
    274 U.S. 17
       220, 223 (1927))).
    18             At the joint plea hearing for Rosa and Warren, with
    19   both defendants placed under oath, the court was indeed careful
    20   to determine that they understood what they were admitting.     No
    21   question was raised as to whether the object with which the
    22   defendants had threatened the victim was in fact a gun, because a
    23   conviction of First Degree Robbery required only that the object
    24   appeared to be a gun.    Instead, the questioning at the plea
    25   hearing focused on who held the object; and the object was
    26   unvaryingly referred to by the court as "what appeared to be" a
    33
    1    gun.   Thus, the court asked, "Mr. Rosa, do you freely and
    2    voluntarily admit that . . . you did display what appeared to be
    3    a pistol, revolver, or other firearm . . . ?"    1991 Plea Tr. at
    4    14-15 (emphasis added).   After Rosa's counsel interposed that
    5    Rosa could admit only to aiding and abetting, not to displaying,
    6    the court asked Rosa, "And do you admit that while aiding and
    7    abetting . . . you did display what appeared to be a pistol,
    8    revolver, or other firearm . . . ?"   
    Id. at 15
     (emphasis added).
    9    When Rosa responded "Not me," the court asked, "So while you
    10   yourself may not have possessed what appeared to be a
    11   handgun, . . . was one displayed by the people with whom you were
    12   acting in concert and aiding and abetting?"     
    Id.
     (emphasis
    13   added).   The court had used this same careful term for the
    14   displayed object in conducting the allocution of Warren.        See 
    id.
    15   at 14 ("Mr. Warren, do you freely and voluntarily admit
    16   that . . . you did display what appeared to be a pistol,
    17   revolver, or other firearm . . . ?" (emphasis added)).    The court
    18   never asked either Rosa or Warren whether what was displayed was
    19   in fact a gun.   And after it had concluded its questioning of
    20   Rosa and Warren, the court noted that "they have been asked very
    21   specific questions."   
    Id. at 17
    .
    22              In light of the state court's punctilious framing of
    23   the "very specific questions" to be answered before he accepted
    24   the pleas of guilty, inquiring not whether the object displayed
    25   was a gun but only whether it "appeared to be" a gun, it would be
    26   unreasonable to infer that his statement at sentencing that he
    34
    1    was imposing a lenient sentence on Rosa because Rosa "was not the
    2    one who wielded the gun," was intended to constitute a finding
    3    that what had been wielded was in fact a gun.   Such an offhand,
    4    or shorthand, reference is not the manner in which careful judges
    5    make findings, and we cannot conclude that this reference falls
    6    within the scope of what Shepard meant by "an[] explicit factual
    7    finding by the trial judge."
    8              Put another way, we do not think that Rosa's failure to
    9    object when the state court said that "[Rosa] was not the one who
    10   wielded the gun" qualifies as an admission by silence.   We have
    11   said that "an admission by silence is admissible [as evidence] if
    12   'there are circumstances which render it more reasonably probable
    13   that a man would answer the charge made against him than that he
    14   would not.'"   United States v. Aponte, 
    31 F.3d 86
    , 87 (2d Cir.
    15   1994) (citations omitted).   The state court made its statement in
    16   the course of giving Rosa a lesser sentence because he was not
    17   the one holding "the gun."   We hardly think that the statement
    18   "charged" Rosa.   Cf. 
    id.
     ("[A] person ordinarily will respond to
    19   an incriminatory or defamatory statement with a denial . . . ."
    20   (citation omitted)).   And we do not think it "more reasonably
    21   probable" that someone in Rosa's position would have contradicted
    22   the judge at that moment to insist that the object that he was
    23   not holding was not a firearm.
    24             For all of these reasons, we conclude that the district
    25   court was not able to rely on the state sentencing transcript to
    26   find that Rosa's crime or act of delinquency involved a firearm.
    35
    1    E.   Logical Inference from the Guilty Plea
    2               Without any sufficiently reliable records from the
    3    state proceedings, the linchpin of the government's argument is
    4    its interpretation of the logical consequences of Rosa's guilty
    5    plea to First Degree Robbery.    The government contends that the
    6    defendant's guilty plea to Robbery in the First Degree rather
    7    than to Robbery in the Second Degree in the 1991 proceedings
    8    necessarily means that he admitted that the crime involved a
    9    firearm.   Gov't Br. at 24-27, 29.
    10              The government's logic is as follows:   The elements of
    11   subsection (4) of Robbery in the First Degree are identical to
    12   the elements of Robbery in the Second Degree under subsection
    13   (2)(b).    Compare 
    N.Y. Penal Law § 160.15
    (4) (First Degree) ("A
    14   person is guilty of robbery in the first degree when he forcibly
    15   steals property and when, in the course of the commission of the
    16   crime or of immediate flight therefrom, he or another participant
    17   in the crime . . . . [d]isplays what appears to be a pistol,
    18   revolver, rifle, shotgun, machine gun or other firearm . . . .")
    19   with 
    id.
     § 160.10(2)(b) (Second Degree) ("A person is guilty of
    20   robbery in the second degree when he forcibly steals property and
    21   when . . . [i]n the course of the commission of the crime or of
    22   immediate flight therefrom, he or another participant in the
    23   crime . . .   [d]isplays what appears to be a pistol, revolver,
    24   rifle, shotgun, machine gun or other firearm . . . .").    Insofar
    25   as Rosa's case was concerned, the only difference between the
    26   two, which defines their relationship to one another, is that a
    36
    1    person accused of Robbery in the First Degree can assert, as an
    2    affirmative defense, that "such pistol, revolver, rifle, shotgun,
    3    machine gun or other firearm was not a loaded weapon from which a
    4    shot, readily capable of producing death or other serious
    5    physical injury, could be discharged."      Id. § 160.15(4).   If the
    6    defendant can establish that affirmative defense, the alleged
    7    crime is reduced to Robbery in the Second Degree.      The government
    8    asserts that here, by pleading guilty to first degree robbery,
    9    Rosa waived this affirmative defense.      And by doing so Rosa
    10   necessarily conceded that the weapon was a firearm.
    11               We find the government's argument unpersuasive.      Rosa
    12   pleaded guilty, as reflected by the plea colloquy, to a crime
    13   that included only the "display [of] what appeared to be . . . a
    14   handgun."    1991 Plea Tr. at 16.    When charging a defendant with
    15   "robbery in the first degree (displayed)" in New York, the
    16   state's burden is not "to introduce into evidence the weapon used
    17   in the robbery; nor [need it] present evidence that the weapon
    18   was loaded or capable of being fired."      People v. Padua, 297
    
    19 A.D.2d 536
    , 539, 
    747 N.Y.S.2d 205
    , 208 (1st Dep't 2002).
    20   "Instead, 'Penal Law § 160.15(4) merely requires the prosecution
    21   to prove that the defendant or another participant displayed what
    22   appeared to a be pistol, revolver or other firearm.'"      Id.
    23   (citations omitted).    By pleading guilty, Rosa admitted that the
    24   State had carried this burden.      On an affirmative defense, by
    25   contrast, the defendant bears the burden of proof.      See N.Y.
    26   Penal Law § 25.00(2) ("When a defense declared by statute to be
    37
    1    an 'affirmative defense' is raised at a trial, the defendant has
    2    the burden of establishing such defense by a preponderance of the
    3    evidence.").
    4               We are not convinced that by agreeing to plead guilty
    5    to Robbery in the First Degree, and therefore not asserting the
    6    affirmative defense that the object used during the crime was not
    7    a firearm, Rosa was conceding that he would have been unable to
    8    carry his burden of proving this affirmative defense had he
    9    decided to raise it at trial.   First, in order to carry this
    10   burden, it seems that Rosa would have been required to go to
    11   trial and accept its additional expense and risks.   As a
    12   practical matter, a principal goal of pleading guilty is to avoid
    13   trial, and the desire not to bear the costs of trial should not
    14   be a ground for an inference that the party could not prevail at
    15   trial.   It is doubtful that the State would agree that its own
    16   abandonment of three other charges against Rosa in exchange for
    17   his agreement to plead guilty to First Degree Robbery could be
    18   viewed as an implicit concession that it could not carry its
    19   burden of proving these abandoned counts.
    20              Second, Padua, which involved a BB gun in evidence and
    21   an alleged second, unintroduced, gun that was "real," suggests
    22   that the affirmative defense here comes into play only if the
    23   object -- whether "real" gun or BB gun -- was unloaded or
    24   inoperable.    See Padua, 297 A.D.2d at 539, 747 N.Y.S.2d at 208
    25   ("[T]he affirmative defense to robbery in the first degree comes
    26   into play only when it is demonstrated by a preponderance of the
    38
    1    evidence that the gun was unloaded or inoperable -- and there was
    2    no such evidence offered in this case with respect to either
    3    gun.").    Therefore, if the object in Rosa's incident was a BB
    4    gun, and hence was not a firearm within the meaning of ACCA, Rosa
    5    could not have established the affirmative defense under
    6    § 160.15(4) if the BB gun was loaded.    For this reason too, his
    7    decision to forgo any attempt to establish the affirmative
    8    defense does not necessarily imply that what was involved was a
    9    real gun.
    10               We doubt, moreover, that Shepard and, as the plurality
    11   in Shepard suggested, Apprendi, allow such an inference to be
    12   drawn.    The waiver argument would permit the government to
    13   circumvent Shepard's requirement that district courts limit their
    14   consideration to particular documents that can identify the
    15   underlying facts of a prior conviction with certainty.
    16               We think that the fundamental problem underlying the
    17   district court's reliance on inferences from waiver of an
    18   affirmative defense, or on the Bill of Particulars, the Federal
    19   PSR, the State PSR, the state sentencing transcript, or any other
    20   part of the state record, for its conclusion that the "gun"
    21   involved was a firearm is precisely the fact that the district
    22   court looked to the evidence before it and drew its own
    23   inferences rather than determining what inferences were compelled
    24   by the state record of conviction.    See Sentencing Tr. at 25
    25   ("find[ing] that the record here supports . . . that the
    26   defendant is a career criminal under the Guidelines").
    39
    1    Permitting a district court to make such factual findings thus
    2    threatens to violate the Jones-Apprendi constitutional rule that
    3    "any fact other than a prior conviction sufficient to raise the
    4    limit of the possible federal sentence must be found by a jury,
    5    in the absence of any waiver of rights by the defendant."
    6    Shepard, 
    544 U.S. at 24
     (opinion of Souter, J.).   Unlike the
    7    police reports that the majority in Shepard refused to permit the
    8    district court to consult, which, according to the Shepard
    9    dissenters, "ma[de] inescapable the conclusion that, at each
    10   guilty plea, Shepard understood himself to be admitting the crime
    11   of breaking into a building," 
    id. at 31
     (O'Connor, J.,
    12   dissenting), we think it clear from the plea transcript that
    13   neither Rosa nor the court understood Rosa to be admitting that
    14   what was displayed was an actual firearm.   Thus, the evidence the
    15   district court relied on here seems less reliable than that on
    16   which the district court relied in Shepard, and which the Supreme
    17   Court found unsound.   The district court's conclusion that Rosa
    18   was subject to the ACCA's fifteen-year mandatory minimum
    19   therefore relied on an improper factual finding based on evidence
    20   outside the scope of what is permitted by Shepard.
    21                               CONCLUSION
    22             For the foregoing reasons, we vacate Rosa's sentence
    23   and remand for resentencing.
    40