United States v. Micheal Joseph Armano ( 2018 )


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  •            Case: 17-12132   Date Filed: 08/30/2018   Page: 1 of 15
    [DO NOT PUBLISH]
    IN THE UNITED STATES COURT OF APPEALS
    FOR THE ELEVENTH CIRCUIT
    ________________________
    No. 17-12132
    Non-Argument Calendar
    ________________________
    D.C. Docket No. 8:16-cr-00182-RAL-TGW-1
    UNITED STATES OF AMERICA,
    Plaintiff - Appellee,
    versus
    MICHAEL JOSEPH ARMANO,
    Defendant - Appellant.
    ________________________
    Appeal from the United States District Court
    for the Middle District of Florida
    ________________________
    (August 30, 2018)
    Before JILL PRYOR, HULL and JULIE CARNES, Circuit Judges.
    PER CURIAM:
    Case: 17-12132        Date Filed: 08/30/2018   Page: 2 of 15
    Pursuant to a plea agreement, Michael Armano pled guilty to one count of
    enticing a minor to engage in a sexual act and one count of possessing child
    pornography. The district court accepted Armano’s plea and sentenced him to 360
    months of imprisonment on the enticement count and 120 months on the
    possession count, to run concurrently, followed by a lifetime term of supervised
    release. On appeal, Armano argues that his conviction and sentence should be
    overturned for two reasons. First, he argues the government breached the plea
    agreement by failing to file a motion to reduce Armano’s sentence based on the
    substantial assistance he provided to the government. Second, he argues the plea
    agreement is invalid because Armano was unaware that the agreement’s factual
    proffer could be used to enhance his sentence. After careful review, we affirm.
    I.      BACKGROUND
    A.    Written Plea Agreement
    A federal grand jury charged Armano with one count of enticement of a
    minor to engage in a sexual act, in violation of 18 U.S.C. § 2422(b) (“Count 1”);
    one count of enticement of a minor to engage in sexually explicit conduct for the
    purpose of producing a visual depiction, in violation of 18 U.S.C. § 2251(a), (e)
    (“Count 2”); and one count of possession of child pornography, in violation of 18
    U.S.C. § 2252(a)(4)(B), (b)(2) (“Count 3”). Pursuant to a written plea agreement,
    Armano pled guilty to Counts 1 and 3. Through the agreement, Armano admitted
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    to certain facts, including that he had “targeted at least 60 children online.” Doc.
    40 at 24.1
    The agreement included a “Substantial Assistance” provision, which stated
    that Armano would cooperate with the government in investigating and
    prosecuting other individuals and testify in other proceedings. It provided that “[i]f
    the cooperation [was] completed prior to sentencing,” the government would
    “consider whether such cooperation qualifie[d] as ‘substantial assistance’ in
    accordance with the policy of the United States Attorney for the Middle District of
    Florida, warranting the filing of a motion . . . pursuant to [United States Sentencing
    Guidelines] § 5K1.1[] or . . . 18 U.S.C. § 3553(e).” 
    Id. at 6-7.2
    The agreement
    made clear that “the determination as to whether ‘substantial assistance’ has been
    provided” and whether the government would file a corresponding motion “rests
    solely with [the government].” 
    Id. at 7.
    The agreement also set forth the penalties applicable to Armano’s offenses.
    It stated that Armano faced a statutory maximum penalty of life in prison on the
    child enticement count and a statutory maximum penalty of 10 years in prison on
    1
    Citations to “Doc. #” refer to the district court docket in this case.
    2
    Section 5K1.1 of the Sentencing Guidelines allows the district court to sentence a
    defendant who has provided substantial assistance below the minimum sentence required by the
    guidelines. Title 18 Section 3553(e) of the United States Code states that “[u]pon motion of the
    Government, the court shall have the authority to impose a sentence below a level established by
    statute as a minimum sentence so as to reflect a defendant’s substantial assistance in the
    investigation or prosecution of another person who has committed an offense.”
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    the possession of child pornography count, and that the court could impose the
    statutory maximum. The agreement provided that Armano “expressly waive[d]”
    the right to appeal his sentence on any ground. 
    Id. at 21.
    Through the agreement,
    Armano stated that he was pleading guilty freely and voluntarily and without
    “threats, force, intimidation, or coercion of any kind.” 
    Id. at 22.
    He acknowledged
    the charged offenses and the applicable penalties and agreed that he was satisfied
    with the representation and advice he had received from his attorney.
    B.     Plea Hearing
    At the plea hearing, Armano pled guilty to Counts 1 and 3. During the
    hearing, the district court placed Armano under oath and confirmed that he had an
    opportunity to meet with his attorney and discuss the case with her. Armano
    testified that he had a bachelor’s degree, understood English, had never been
    treated for a mental illness, and was able to think clearly. He stated that he
    understood he was pleading guilty and confirmed that he had signed the written
    plea agreement after reviewing “each and every provision” with his attorney. Doc.
    70 at 8. He testified that he understood the agreement and did not have questions
    about it.
    The district court specifically discussed with Armano the Substantial
    Assistance provision to ensure that Armano was “absolutely clear on what the
    government is agreeing to do.” 
    Id. at 11.
    The district court explained that “[t]he
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    government is not saying that if you cooperate with them . . . they will in fact . . .
    file a motion for a downward departure.” 
    Id. Instead, the
    district court explained,
    the government agreed only that it would “evaluate in good faith whether any
    information or assistance you provide them qualifies as substantial assistance.” 
    Id. at 12.
    Armano confirmed that he understood. The district court continued:
    If you cooperate with the government and, when we come to
    sentencing . . . the government declines to file [the substantial
    assistance] motion, there’s only one very limited circumstance that
    would allow me to intervene on your behalf and that is if you could
    make a substantial showing to me that the reason they didn’t file the
    motion was based on what we call an unconstitutional motive . . . .
    It’s a very heavy burden and unless you can prove that to me . . . the
    decision whether to file that motion rests with [the government].
    
    Id. Armano again
    confirmed that he understood. The district court asked the
    government if Armano had been cooperating, and the government responded that
    he had.
    The district court then sought to confirm that Armano knew he was waiving
    his right to appeal his sentence on most grounds, including on the basis of an error
    in calculating the sentencing guidelines range. The district court noted that “in
    these sex-related cases . . . there are all kinds of upward adjustments under the
    Guidelines.” 
    Id. at 15.
    The district court confirmed with Armano that he had
    discussed those adjustments with his attorney and that he knew he was waiving his
    right to appeal any determination that he qualified for such an adjustment. Armano
    also confirmed that he and his attorney had discussed the guidelines and how they
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    might affect his case. The district court told Armano that the court’s calculation of
    his guidelines range “[would] control” even if it differ[ed] from any estimate his
    attorney had provided him, and that he could not withdraw his guilty plea if his
    attorney’s estimate turned out to be incorrect. 
    Id. at 22.
    After Armano stated that he wished to plead guilty to Counts 1 and 3, the
    district court confirmed that Armano had understood the proceeding, answered all
    of the court’s questions completely and truthfully, and did not need to confer with
    his attorney any further. The district court found that Armano had pleaded guilty
    freely, voluntarily, and intelligently. The court accepted Armano’s plea and
    adjudged him guilty.
    C.    Sentencing Hearing
    Prior to sentencing, in the Presentence Investigation Report (“PSI”), the
    probation officer recommended a guidelines range of life in prison. That
    recommendation was based, in part, on the fact that Armano’s plea agreement
    included stipulations to targeting at least 60 victims, which resulted in the creation
    of numerous “pseudo counts.” See U.S.S.G. § 1B1.2(c) (“A plea agreement . . .
    containing a stipulation that specifically establishes the commission of additional
    offense(s) shall be treated as if the defendant had been convicted of additional
    count(s) charging those offense(s).”). At sentencing, Armano objected to the
    proposed guidelines calculations on several grounds, including the creation of
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    pseudo counts, arguing that the plea agreement’s reference to 60 victims should not
    serve as the basis for additional counts. The district court overruled those
    objections and adopted the PSI.
    The government recommended a sentence of life in prison. The prosecutor
    argued that Armano was “obsessed with sexually exploiting kids” and that he
    “[could not] stop himself even if he may want to.” Doc. 67 at 151. The
    government argued that Armano was likely to be a recidivist because he “could not
    control himself . . . [a] fact that’s impossible to deny.” 
    Id. at 179.
    The district
    court told the prosecutor to “[q]uit the histrionics” and “take it easy.” 
    Id. at 180.
    After hearing argument from Armano, the district court varied downward by one
    offense level, sentencing Armano to 360 months of imprisonment on Count 1 and
    120 months of imprisonment on Count 3, to be served concurrently, followed by a
    lifetime term of supervised release. This is Armano’s appeal.
    II.    STANDARDS OF REVIEW
    This Court ordinarily reviews de novo whether the government has breached
    a plea agreement and whether a plea was made voluntarily. United States v. De La
    Garza, 
    516 F.3d 1266
    , 1269 (11th Cir. 2008) (breach of a plea agreement); United
    States v. Bushert, 
    997 F.2d 1343
    , 1352 (11th Cir. 1993) (voluntariness of a guilty
    plea). If the defendant fails to raise either of these issues before the district court,
    however, we review for plain error. De La 
    Garza, 516 F.3d at 1269
    ; United States
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    v. Moriarty, 
    429 F.3d 1012
    , 1018 (11th Cir. 2005). Under plain error review, there
    must be (1) an error, (2) that is plain, (3) that affects the defendant’s substantial
    rights, and (4) that seriously affects the fairness, integrity, or public reputation of
    judicial proceedings. United States v. Olano, 
    507 U.S. 725
    , 732 (1993).
    III.   DISCUSSION
    A.    The Government’s Alleged Breach of the Plea Agreement
    Armano argues that the government breached its agreement by failing to file
    a motion for substantial assistance under U.S.S.G. § 5K1.1. Because Armano
    failed to make this argument in the district court, we review it for plain error.
    When a guilty plea rests “in any significant degree on a promise or agreement of
    the prosecutor, so that it can be said to be part of the inducement or consideration,
    such promise must be fulfilled.” Santobello v. New York, 
    404 U.S. 257
    , 262
    (1971). To determine whether the government has breached a plea agreement, “we
    must first determine the scope of the government’s promises.” United States v.
    Copeland, 
    381 F.3d 1101
    , 1105 (11th Cir. 2004).
    The government promised Armano that it would “consider” whether his
    assistance qualified as substantial assistance under its policies and whether it
    would introduce a motion to that effect. Doc. 40 at 6. The plea agreement
    specifically stated that the decision as to whether the government would introduce
    a substantial assistance motion to reduce Armano’s sentence “rest[ed] solely with
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    the [government].” 
    Id. at 7.
    And as the district court explained to Armano at the
    plea hearing, the government agreed only to “evaluate in good faith whether any
    information or assistance . . . qualifie[d] as substantial assistance.” Doc. 70 at 12.
    Even assuming that Armano fully cooperated with the government, therefore, the
    government never agreed to introduce a substantial assistance motion and did not
    breach the plea agreement by failing to do so.
    Armano argues that the government breached the plea agreement by failing
    to evaluate “in good faith” whether he had provided substantial assistance. He
    points to the prosecutor’s statements during sentencing that Armano was
    “obsessed” with child pornography and that he could not stop himself from
    committing another offense, arguing that these comments show that the
    government never intended to offer the substantial assistance motion. We disagree
    with Armano that these statements—which were made without reference to
    Armano’s assistance—show that the government failed to evaluate his assistance
    in good faith. And, in any event, because Armano failed to raise this argument
    during sentencing, the district court did not plainly err by failing to consider sua
    sponte whether the plea agreement had been breached on that basis. See United
    States v. Forney, 
    9 F.3d 1492
    , 1500 (11th Cir. 1993) (explaining the defendant’s
    “attempt to allege bad faith by the government for not making a [§] 5K1.1 motion
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    [was] unavailing because he did not raise this objection with the district court at
    the sentencing proceeding”).
    Armano further argues that his conviction and sentence should be overturned
    because the government was motivated by an unconstitutional factor in declining
    to make a substantial assistance motion. Although, in general, introducing a
    substantial assistance motion is a matter of prosecutorial discretion, that discretion
    “is subject to constitutional limitations that district courts can enforce.” Wade v.
    United States, 
    504 U.S. 181
    , 185 (1992). A prosecutor may not, for example,
    decide against introducing a substantial assistance motion because of factors such
    as “the defendant’s race or religion.” 
    Id. at 186.
    But as the Supreme Court has
    explained, a defendant arguing that a prosecutor had an unconstitutional motivation
    must make some showing beyond mere “generalized allegations of improper
    motive.” 
    Id. Armano makes
    only generalized allegations here. He argues that the
    prosecutor’s comments about his obsession with child pornography were improper,
    but he does not explain how those comments relate to an unconstitutional
    motivation, like his race or his religion. Further, the prosecutor’s statements
    suggesting that Armano would commit another offense related to child
    pornography pertained to the factors the district court must consider during
    sentencing, including the need for the sentence to deter criminal conduct and
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    protect the public from further crimes. See 18 U.S.C. § 3553(a)(1)-(2). We thus
    reject Armano’s argument that the prosecutor’s comments showed that the
    government was unconstitutionally motivated in deciding not to introduce a
    substantial assistance motion. Because Armano has identified no error with
    respect to the government’s decision against introducing a substantial assistance
    motion, we need not discuss the remaining prongs of the plain error test. 3
    B.     The Knowing and Voluntary Nature of Armano’s Guilty Plea
    Armano argues that his conviction was not knowing or voluntary because he
    was unaware that the facts he admitted in the plea agreement could be used to
    enhance his sentence. Because Armano failed to make this argument during
    sentencing, we review it for plain error. “A guilty plea involves the waiver of a
    number of a defendant’s constitutional rights, and must therefore be made
    knowingly and voluntarily to satisfy the requirements of due process.” 
    Moriarty, 429 F.3d at 1019
    . This Court has recognized three “core principles” as necessary
    to a knowing and voluntary plea. United States v. Mosley, 
    173 F.3d 1318
    , 1322
    (11th Cir. 1999) (internal quotation marks omitted). The defendant must (1) enter
    his guilty plea free from coercion, (2) understand the nature of the charges, and (3)
    3
    Armano argues that we should review his argument de novo, rather than for plain error,
    but because he identifies no error, the standard of review makes no difference to the outcome of
    his appeal.
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    understand the consequences of his plea. 
    Id. The district
    court addressed each of
    these core concerns in accepting Armano’s plea.
    First, the district court ensured that Armano’s plea was not coerced.
    Armano testified that he had not been induced by any promises or assurances other
    than those contained in the plea agreement, and he stated that no one had made any
    claims about the sentence the district court would impose on him. He also
    confirmed that he had not been threatened or coerced into pleading guilty. Armano
    agreed that he was pleading guilty only “because it’s what [he] want[ed] to do and
    for no other reason.” Doc. 70 at 31.
    Second, the district court ensured that Armano understood the nature of the
    charges against him. We have held that “there is no one mechanical way” that a
    district judge must advise a defendant of the charges to which he is pleading guilty.
    
    Mosley, 173 F.3d at 1322
    (internal quotation marks omitted). Instead, we assess
    each plea colloquy “individually based on various factors, such as the simplicity or
    complexity of the charges and the defendant’s sophistication and intelligence.” 
    Id. at 1322-23
    (internal quotation marks omitted). Here, the district court confirmed
    that Armano could read, write, and speak English; that he had a college education;
    that he understood the proceeding; and that he was not under the influence of drugs
    or any other substance. The district court also listed the elements of each offense
    the government would have to prove beyond a reasonable doubt if Armano were to
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    proceed to trial. Armano testified that he had reviewed the indictment and the plea
    agreement, and that he understood the specific factual circumstances underlying
    the offenses.
    Third, the district court ensured that Armano understood the consequences
    of his plea. “To ensure compliance with this third core concern, [Federal Rule of
    Criminal Procedure] 11(b)(1) provides a list of rights and other relevant matters
    about which the court is required to inform the defendant prior to accepting a
    guilty plea.” 
    Moriarty, 429 F.3d at 1019
    . Relevant here, the district court must
    inform the defendant of any maximum possible penalty and it must ensure the
    defendant understands that the district court has an obligation to calculate and
    consider the applicable guidelines range, to consider any possible departures under
    the guidelines, and to consider the sentencing factors in 18 U.S.C. § 3553(a). Fed.
    R. Crim. P. 11(b)(1)(M). Here, the district court informed Armano of the statutory
    maximum penalties applicable to Counts 1 and 3. The district court also ensured
    that Armano had discussed possible sentencing enhancements with his attorney,
    noting that “in these sex-related cases . . . there are all kinds of upward adjustments
    under the Guidelines.” Doc. 70 at 15. The district court also told Armano that its
    calculation of the guidelines range would “[would] control” even if it were
    different than the estimate his attorney had provided him. 
    Id. at 22.
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    According to Armano, the district court should have explained to him that
    the statement contained in the plea agreement that he had “targeted at least 60
    children online” could be used to enhance his sentence. Doc. 40 at 24. But Rule
    11 “does not require the court to specify which guidelines will be important or
    which grounds for departure might prove to be significant.” United States v.
    Bozza, 
    132 F.3d 659
    , 661-62 (11th Cir. 1998) (internal quotation marks omitted)
    (discussing Rule 11(c)(1)). Instead, where the district court confirms “at the plea
    proceeding that [the defendant] knew about the Sentencing Guidelines and that he
    had discussed the effect of the Sentencing Guidelines on his sentence with his
    attorney,” the plea is knowing and voluntary. 
    Mosley, 173 F.3d at 1328
    . “With
    respect to the Sentencing Guidelines, that is all we require the district judge to do.”
    
    Id. We thus
    disagree with Armano that the district court should have rejected his
    plea because it was unknowing and involuntary. Because Armano has identified
    no error related to the district court’s acceptance of his guilty plea, we need not
    address the rest of the plain error test.4
    4
    We decline to consider on direct appeal Armano’s argument that his attorney’s
    performance was deficient. See United States v. Bender, 
    290 F.3d 1279
    , 1284 (11th Cir. 2002)
    (“We will not generally consider claims of ineffective assistance of counsel raised on direct
    appeal where the district court did not entertain the claim nor develop a factual record.”).
    Because there is no factual record pertaining to whether Armano’s attorney was ineffective, that
    claim would be better addressed in a 28 U.S.C. § 2255 motion. See United States v. Patterson,
    
    595 F.3d 1324
    , 1328 (11th Cir. 2010) (“[T]he preferred means for deciding a claim of ineffective
    assistance of counsel is through a 28 U.S.C. § 2255 motion even if the record contains some
    indication of deficiencies in counsel’s performance.” (internal quotation marks omitted)).
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    IV.   CONCLUSION
    For these reasons, we affirm Armano’s conviction and sentence.
    AFFIRMED.
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