United States v. Winton ( 2007 )


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  •                            RECOMMENDED FOR FULL-TEXT PUBLICATION
    Pursuant to Sixth Circuit Rule 206
    File Name: 07a0429p.06
    UNITED STATES COURT OF APPEALS
    FOR THE SIXTH CIRCUIT
    _________________
    X
    Plaintiff-Appellee, -
    UNITED STATES OF AMERICA,
    -
    -
    -
    Nos. 06-5136/5410/5680
    v.
    ,
    >
    CALVIN JUNIOR WARD (06-5136), BERREESE                -
    LATRELL WINTON (06-5410), and STEPHEN C. COOK -
    -
    Defendants-Appellants. -
    (06-5680),
    -
    N
    Appeal from the United States District Court
    for the Eastern District of Tennessee at Winchester.
    No. 05-00026—Curtis Lynn Collier, Chief District Judge.
    Argued and Submitted: September 11, 2007
    Decided and Filed: October 23, 2007
    Before: GUY, ROGERS, and McKEAGUE, Circuit Judges.
    _________________
    COUNSEL
    ARGUED: Clayton M. Whittaker, MACK & WHITTAKER, Chattanooga, Tennessee, for
    Appellant. Robert C. Anderson, ASSISTANT UNITED STATES ATTORNEY, Chattanooga,
    Tennessee, for Appellee. ON BRIEF: Clayton M. Whittaker, MACK & WHITTAKER,
    Chattanooga, Tennessee, John C. Cavett, Jr., CAVETT & ABBOTT, Chattanooga, Tennessee, Bryan
    H. Hoss, DAVIS & HOSS, Chattanooga, Tennessee, for Appellants. Robert C. Anderson,
    ASSISTANT UNITED STATES ATTORNEY, Chattanooga, Tennessee, for Appellee.
    _________________
    OPINION
    _________________
    McKEAGUE, Circuit Judge. Defendants Calvin Ward, Berreese Winton, and Stephen Cook
    pled guilty to various drug trafficking crimes. In a joint sentencing hearing, the district court
    sentenced Ward to 210 months’ imprisonment and Winton to 292 months’ imprisonment. Shortly
    thereafter, the district court sentenced Cook to 294 months’ imprisonment.
    All three defendants now appeal their respective sentences. Ward objects to the use of a
    prior felony drug conviction as a predicate offense for purposes of career offender status. Winton
    argues that the district court erred when it applied a two-level firearm enhancement. Cook raises
    three objections, contending that the two-level enhancement for his leadership role was improper,
    1
    Nos. 06-5136/5410/5680            United States v. Ward, et al.                               Page 2
    the enhancement provision is unconstitutionally vague, and his sentence was unreasonable.
    Contrary to defendants’ arguments, the district court did not commit error when it sentenced each
    defendant, and so we affirm all three judgments.
    I. BACKGROUND
    Law enforcement authorities commenced the investigation that led to co-defendants Ward’s,
    Winton’s and Cook’s arrests and convictions when they received information that Cook was selling
    a large volume of crack cocaine in the Tullahoma, Tennessee area. As part of that investigation, a
    confidential informant (“CI”) purchased crack cocaine from Ward beginning in June 2004 and
    ending in February 2005.
    On February 10, 2005, Ward was advised that a warrant had been issued for his arrest for
    selling crack cocaine. Ward waived his rights and explained to investigating officers that since
    March 2002, Cook was Ward’s primary source of crack cocaine. Ward advised that from March
    2002 through February 10, 2005, he purchased a total of 2 to 3 kilograms of crack cocaine from
    Cook.
    On August 3, 2005, a CI arranged for a controlled purchase of crack cocaine from Cook.
    After Cook fronted crack cocaine to the CI, a search warrant was obtained to search Cook’s
    residence. When officers arrived to execute the search warrant, Cook and Winton were in the front
    yard. Both Cook and Winton were searched. The search revealed that Winton had a plastic bag
    containing crack cocaine and cash. Among the items seized from Cook’s residence was a Smith and
    Wesson 9-millimeter handgun with a loaded magazine.
    On August 10, 2005, Winton waived his rights and explained that he began purchasing crack
    cocaine from Cook in mid-March 2003. From that time until his arrest, Winton purchased an
    average of 4 ½ to 5 ounces of crack cocaine per week from Cook. Winton also stated that Cook
    always carried a gun during their drug transactions, either a 9-millimeter pistol, a .25 automatic
    pistol, a .380 pistol, or a Glock .40 pistol.
    Winton explained that Ward made crack cocaine deliveries on behalf of Cook. Winton
    estimated that on 20 separate occasions, Ward delivered crack to him after Winton had ordered the
    crack cocaine from Cook. Winton said that when Cook was unavailable, Winton would order crack
    cocaine from Ward.
    On June 30, 2005, a federal grand jury charged defendants Cook and Ward in a ten-count
    indictment with conspiracy to distribute fifty grams or more of crack cocaine and related substantive
    drug distribution counts. On August 23, 2005, the grand jury returned a fourteen-count superseding
    indictment charging three additional counts against Cook and adding co-defendant Winton, who was
    charged with a substantive drug offense in count twelve.
    On October 6, 2005, Ward pled guilty to conspiracy to distribute five or more grams of crack
    cocaine, a lesser included offense in count one, in violation of 21 U.S.C. §§ 846, 841(a)(1) and
    841(b)(1)(B). That same day, Winton pled guilty to count twelve, which charged possession with
    intent to distribute five or more grams of crack cocaine, in violation of 21 U.S.C. §§ 841(a)(1) and
    841(b)(1)(B). On November 3, 2005, Cook pled guilty to count one, which charged conspiracy to
    distribute fifty or more grams of crack cocaine, in violation of 21 U.S.C. §§ 846, 841(a)(1) and
    841(b)(1)(A); and to count fourteen, which charged possession of a firearm in furtherance of a drug
    trafficking crime, in violation of 18 U.S.C. § 924(c).
    On January 6, 2006, the district court sentenced Winton to 292 months’ imprisonment and
    Ward to 210 months’ imprisonment. On April 7, 2006, Cook was sentenced to 234 months’
    imprisonment on count one and to a statutorily mandated consecutive term of 60 months’
    Nos. 06-5136/5410/5680                     United States v. Ward, et al.                                         Page 3
    imprisonment on count fourteen, for a total of 294 months’ imprisonment. All three defendants filed
    timely notices of appeal.
    II. ANALYSIS
    A. Ward’s objection to use of prior felony drug conviction.
    Ward asserts one objection to the sentence imposed by the district court.1 He challenges the
    district court’s use of his prior conviction for selling 2crack cocaine on January 31, 2002 as a
    predicate offense for purposes of career offender status.
    This Court reviews for clear error a district court’s findings of fact with respect to its
    application of the Sentencing Guidelines; conclusions of law, however, are reviewed de novo.
    United States v. Galloway, 
    439 F.3d 320
    , 322 (6th Cir. 2006). A factual finding is clearly erroneous
    “when the reviewing court on the entire evidence is left with the definite and firm conviction that
    a mistake has been committed.” Tran v. Gonzales, 
    447 F.3d 937
    , 943 (6th Cir. 2006) (citation
    omitted). Whether conduct is “related” for purposes of calculating a defendant’s career offender
    status is a fact-specific determination that this Court reviews for clear error. United States v. Horn,
    
    355 F.3d 610
    , 612-13 (6th Cir. 2004).
    To qualify as a career offender under U.S.S.G. § 4B1.1, a defendant who was over the age
    of eighteen at the time he committed the instant offense must have “at least two prior felony
    convictions of . . . a controlled substance offense.” U.S.S.G. § 4B1.1(a)(1),(3). The term “two prior
    felony convictions” means defendant (1) “committed the instant offense of conviction subsequent
    to sustaining at least two felony convictions” and (2) “the sentences for at least two of the
    aforementioned felony convictions are counted separately under the provisions of § 4A1.1(a), (b),
    or (c).” U.S.S.G. § 4B1.2(c). “The term ‘prior sentence’ means any sentence previously imposed
    upon adjudication of guilt, whether by guilty plea, trial, or plea of nolo contendere, for conduct not
    part of the instant offense.” U.S.S.G. § 4A1.2(a)(1).
    Ward argues that his January 2002 offense is “related” to the present offense because it was
    part of a single common scheme or plan inasmuch as he purchased           the crack cocaine at co-
    conspirator Cook’s residence, albeit through another person.3 Because the prior offense and the
    present offense are “related,” Ward argues the prior conviction should not have been used to
    adjudicate him a career offender.
    1
    The presentence report (“PSR”) had Ward’s base offense level at 38. After a three-level reduction for
    acceptance of responsibility, his base offense level was 35. Based on two predicate offenses for purposes of career
    offender status, Ward’s criminal history category was elevated from IV to VI. The Court granted the government’s
    motion for a downward departure for substantial assistance, granting a further three-level reduction in his offense level.
    After the downward departure, Ward had a total offense level of 32 and a criminal history category of VI that resulted
    in a Sentencing Guidelines range of 210 to 262 months. Ward was sentenced to 210 months.
    2
    Ward was arrested for that offense on March 21, 2002 and subsequently sentenced on May 13, 2003.
    3
    Ward cites Application Note 3 to U.S.S.G. § 4A1.2, which provides:
    3. Related Cases. Prior sentences are not considered related if they were for
    offenses that were separated by an intervening arrest (i.e., the defendant is arrested
    for the first offense prior to committing the second offense). Otherwise, prior
    sentences are considered related if they resulted from offenses that (1) occurred on
    the same occasion, (2) were part of a single common scheme or plan, or (3) were
    consolidated for trial or sentencing.
    Nos. 06-5136/5410/5680                   United States v. Ward, et al.                                         Page 4
    Ward’s argument “illustrates a common misconception about the term ‘related cases” in
    § 4A1.2(a)(2).” United States v. Beddow, 
    957 F.2d 1330
    , 1337 (6th Cir. 1992). In Beddow, the
    defendant argued that his possession of a concealed weapon (i.e., the alleged prior state offense and
    conviction) and the money laundering offenses (i.e., the present offenses) “occurred on a single
    occasion” because he was arrested for both crimes at the same time and both offenses were part of
    “a single common scheme or plan.” 
    Id. The Court
    rejected the defendant’s argument and explained
    that the question of “related cases” referred to in § 4A1.2(a)(2) applies to the relationship between
    prior sentences, not to the relationship between prior sentences and the present offense. 
    Id. (citing United
    States v. Walling, 
    936 F.2d 469
    , 471 (10th Cir. 1991) (emphasis added)). Here, Ward’s
    “related” argument fails for the same reason. See also United Sates v. Evans, 
    187 F.3d 638
    (6th Cir.
    1999) (unpublished) (applying the Beddow analysis to reject the defendant’s argument that his prior
    drug sentence was “related” to his present offense because he obtained the cocaine that led to his
    prior sentence from his alleged co-conspirators in the present offense).
    To the extent Ward’s argument is that his prior conviction is part of the present offense, his
    argument similarly fails.4 See U.S.S.G. § 4A1.2(a)(1) (providing that a “prior sentence” is any
    sentence previously imposed for “conduct not part of the instant offense”); Evans, 187 F.3d at **2
    (Cole, J., concurring).
    Indeed, it is undisputed that at the time of the January 2002 offense, Ward had multiple
    suppliers of crack cocaine other than Cook. It is undisputed that Ward did not buy the crack cocaine
    that was the subject of the January 2002 offense directly from Cook. It is undisputed that Cook did
    not trust Ward enough to sell him crack cocaine directly until March 2002. Moreover, the instant
    superseding indictment involves conspiracy conduct that started in March 2002, a start date provided
    by Ward himself. The superseding indictment not only did not charge any specific violations or
    overt acts in January 2002, but did not charge any specific violations or overt acts until 2004, well
    after the January 2002 offense.
    In sum, Ward’s offenses occurred months apart from each other and years before any overt
    acts charged in the superseding indictment; were accomplished in concert with an individual not
    charged as a co-conspirator; and occurred prior to the charged conspiracy; therefore, the offenses
    were severable instances of unlawful conduct. See United States v. Escobar, 
    992 F.2d 87
    , 90 (6th
    Cir. 1993) (finding that there is “no justification for concluding that any cocaine possession by
    [defendant] during the three-year time span of the criminal enterprise must automatically be
    considered as having been committed by him as part of or in furtherance of his criminal enterprise”).
    Accordingly, we find no error in the district court’s findings that Ward’s prior conviction for cocaine
    trafficking is not part of the instant offense and therefore is a valid predicate offense in determining
    career offender status.
    4
    The district court construed Ward’s challenge as an objection that his prior conviction should not be included
    as a predicate offense for career offender purposes because that prior conviction was part of the instant offense. J.A.
    157 (finding that the “conviction that is being challenged is not part of the conduct of the instant offense”).
    Nos. 06-5136/5410/5680                    United States v. Ward, et al.                                          Page 5
    B. Winton’s objection to firearm enhancement.
    Winton asserts on appeal that the district court erred by enhancing his offense level based
    on co-defendant Cook’s possession of a firearm during their drug transactions.5 This Court reviews
    the district court’s factual findings regarding the application of the firearms enhancement for clear
    error. United States v. Johnson, 
    344 F.3d 562
    , 565 (6th Cir. 2003). Conclusions of law, however,
    are reviewed de novo. 
    Galloway, 439 F.3d at 322
    .
    Winton argues that without a conspiracy charge, the district court could not properly find
    he was in constructive possession of Cook’s firearm or otherwise apply the enhancement. Whether
    a defendant, not charged with conspiracy, may receive a § 2D1.1(b) enhancement for a co-
    defendant’s possession of a firearm during their drug transactions is a question of first impression
    in this circuit.
    Section 2D1.1(b) states that a defendant’s base offense level for a drug trafficking offense
    must be increased by two levels “[i]f a dangerous weapon (including a firearm) was possessed.”
    U.S.S.G. § 2D1.1(b)(1). This particular enhancement “reflects the increased danger of violence
    when drug traffickers possess weapons.” U.S.S.G. § 2D1.1, cmt. n.3. The enhancement applies
    regardless of whether a defendant actually or constructively possessed the weapon. United States
    v. Galvan, 
    453 F.3d 738
    , 742-43 (6th Cir. 2006). Possession of a firearm by a co-conspirator is
    attributable to any other conspirator if the co-conspirator’s possession was reasonably foreseeable.
    
    Id. at 742
    (citation omitted). Further, this enhancement “should be applied if the weapon was
    present, unless it is clearly improbable that the weapon was connected with the offense.” U.S.S.G.
    § 2D1.1, cmt. n.3 (emphasis added).
    Here, both parties agree that possession of a firearm by a co-conspirator is attributable to any
    other conspirator if the co-conspirator’s possession is reasonably foreseeable. Both parties also
    agree that Cook possessed firearms, Cook used those firearms to protect his drug business, and
    Winton had actual knowledge that firearms were present during his drug transactions with Cook.
    The parties disagree as to whether a conspiracy charge is required to impute one defendant’s
    possession of a firearm to a co-defendant. For the reasons that follow, we answer in the negative.
    Winton’s enhancement was proper here 6because, although a finding of jointly undertaken activity
    is necessary, a conspiracy charge is not.
    5
    The PSR had Winton’s base offense level at 38. A two-level enhancement was applied for Winton’s
    knowledge that Cook carried a firearm during their drug transactions. After a three-level reduction for acceptance of
    responsibility, his base offense level was 37. His criminal history placed him in category VI. Based on a total offense
    level of 37 and a criminal history category of VI, his Sentencing Guidelines range was 360 months to life. The Court
    granted the government’s motion for a downward departure for substantial assistance pursuant to U.S.S.G. § 5K1.1.
    After the downward departure, the offense level was 35 and his criminal history category was VI. That resulted in a
    Sentencing Guidelines range of 292 to 365 months. Winton was sentenced to 292 months.
    6
    Other circuits have similarly interpreted the reach of the enhancement. See United States v. Mumford, 
    25 F.3d 461
    , 469 (7th Cir. 1994) (stating that “the criminal defendant who pleads guilty to a single-offense narcotics transaction
    is now fair game for the application of the rules of relevant conduct to the weapons enhancement, even if the conspiracy
    count is dismissed”); United States v. Aguilera-Zapata, 
    901 F.2d 1209
    , 1216 (5th Cir. 1990) (explaining that
    “[n]otwithstanding the court’s dismissal of the conspiracy count in accord with [defendant’s] plea agreement, the facts
    also clearly indicate that [defendant] acted in concert with [the co-defendants]); United States v. White, 
    875 F.2d 427
    ,
    433 (4th Cir. 1989) (finding that “although [defendant’s] guilty plea was based on an aiding and abetting charge and not
    on a conspiracy charge, the district court did not err in considering the [co-defendant’s] possession of the weapon for
    sentencing purposes”).
    Nos. 06-5136/5410/5680                   United States v. Ward, et al.                                         Page 6
    Application of this enhancement is no longer limited to occasions when a firearm is present
    during the defendant’s offense of conviction; it applies, more broadly, during “relevant conduct.”
    United States v. Faison, 
    339 F.3d 518
    , 520 (6th Cir. 2003). Relevant conduct under the Sentencing
    Guidelines includes: “in the case of jointly undertaken criminal activity . . . all reasonably
    foreseeable acts and omissions of others in furtherance of the jointly undertaken criminal activity
    (a criminal plan, scheme, endeavor, or enterprise undertaken by the defendant in concert with others,
    whether or not charged as a conspiracy).” U.S.S.G. § 1B1.3(1)(B) (emphasis added).
    The Sentencing Guidelines thus make it clear that whether the co-defendants are charged
    as conspirators is of no consequence. Defendant Winton cites no authority to suggest that the
    Sentencing Guidelines mean other than what they say.
    The district court here appropriately found that defendants Winton and Cook engaged in a
    jointly undertaken criminal activity during their weekly drug transactions from March 2003 to
    August 2005. See United States v. Brown, 
    332 F.3d 363
    , 373 (6th Cir. 2003) (stating that evidence
    of repeated drug purchases suggests more than a “mere buyer-seller relationship” and evidence of
    transactions involving a large volume of narcotics creates an inference of conspiracy). The district
    court also correctly concluded that, in light of Winton’s admission that he had actual knowledge that
    Cook was always armed during their drug transactions, the presence of a firearm was reasonably
    foreseeable to Winton. And, under these circumstances, it was not clearly improbable that the
    firearm was connected to the offense. Inasmuch as Winton and Cook were engaged in a jointly
    undertaken criminal activity and Cook’s possession of the weapon was not only reasonably
    foreseeable, but was actually known to Winton, we find no error in the district court’s finding  that
    Cook’s possession of the firearm is attributable to Winton as part of the “relevant conduct.”7
    C. Cook’s objection to leadership enhancement.
    Cook asserts three challenges to the sentence imposed by the district court.8 Cook first
    argues that the two-level enhancement for being an organizer, leader, manager or supervisor was not
    warranted. See U.S.S.G. § 3B1.1(c). This Court reviews a district court’s decision concerning an
    enhancement for defendant’s role in an offense for clear error. 
    Gates, 461 F.3d at 709
    .
    To enhance a sentence under § 3B1.1, the district court should make a factual finding that
    defendant had supervised at least one person. U.S.S.G. § 3B1.1 n. 2; United States v. Caseslorente,
    
    220 F.3d 727
    , 736 (6th Cir. 2000). Here, the district court found that where Winton ordered crack
    cocaine from Cook on 20 separate occasions over the course of many years, and where crack cocaine
    was delivered by Ward, “it is implausible that Mr. Cook was not exercising some degree of control
    over Mr. Ward, or the relationship would not have continued as long as it did and on the number
    of occasions it did.” J.A. 213 (emphasis added); J.A. 211 (noting the existence of “substantial
    7
    To the extent Winton alleges a violation of his Fifth or Sixth Amendment rights because the district court
    engaged in fact-finding, Winton’s arguments fail. See United States v. Gates, 
    461 F.3d 703
    , 708 (6th Cir. 2006) (holding
    that “judicial fact-finding in sentencing proceedings using a preponderance of the evidence standard post- Booker does
    not violate either Fifth Amendment due process rights, or the Sixth Amendment right to trial by jury”); see also United
    States v. Coffee, 
    434 F.3d 887
    , 898 (stating Booker did not eliminate judicial fact-finding).
    8
    The PSR had Cook’s base offense level at 38. A two-level enhancement was applied for Cook’s role in the
    offense as an organizer or leader. After a three-level reduction for acceptance of responsibility, Cook’s total offense
    level was 37. Cook was subject to a mandatory five-year sentence on his possession of a firearm conviction. Based on
    a total offense level of 37 and a criminal history category of I, Cook’s Sentencing Guidelines range was 210 to 262
    months on count one (conspiracy) with a 60-month mandatory minimum for count fourteen (possession of a firearm),
    for a total Sentencing Guidelines range of 270 to 322 months. Cook was sentenced to 234 months for one count and a
    mandatory 60 months for the other count, for a total of 294 months.
    Nos. 06-5136/5410/5680             United States v. Ward, et al.                                Page 7
    numbers of transactions where the same pattern recurs” gives rise to an inference that Ward was
    acting on behalf of Cook). Under these circumstances, the district court did not commit clear error.
    Further, even if the district court erred by applying the two-level enhancement, Cook’s
    objection still fails. Sentencing Guidelines range errors that do not affect a defendant’s sentence are
    harmless and do not require a remand for re-sentencing. United States v. Hazelwood, 
    398 F.3d 792
    ,
    801 (6th Cir. 2005). An error is harmless if the error “did not affect the district court’s selection of
    the sentence imposed.” United States v. Williams, 
    503 U.S. 193
    , 203 (1992).
    Here, just before the court determined Cook’s sentence, the prosecutor stated:
    [I]n imposing the sentence, whatever [the court] chooses to impose – If there is an
    appeal from this, I imagine that it would likely be on the role in the offense. And I
    understand the Court’s decision, and I concur with it. I would also point out that
    given the amount of drugs that he was held responsible for, this Court could easily
    find that the guidelines were insufficient in terms of the period of incarceration. So
    I would ask the Court to make clear on the record, if the Court feels this way, that
    regardless of the role in the offense, given the overall nature and extent of Mr.
    Cook’s drug trafficking, whatever sentence the Court imposes it believes is a
    reasonable one.
    J.A. 222. In response to the prosecutor’s request, the district court subsequently explained:
    [T]he Court has determined that the appropriate sentence for Mr. Cook would be a
    period of incarceration of 294 months. And the Court would have imposed this
    sentence regardless of what the Court had determined regarding sentencing
    guidelines in this case. Had the Court decided that the guidelines were higher than
    what the Court did, or had the Court determined that the guidelines were lower than
    what the Court did, based on the factors in Section 3553(a), the Court would have
    arrived at this same sentence.
    J.A. 225-26. The district court emphasized that Cook “made a significant contribution to that drug
    problem that we’re having, over a number of years.” J.A. 223-24. And while the district court
    agreed it was a “tough sentence,” it “[did] not believe it [was] inappropriate, given the nature of the
    offense here and also the purposes set out in Section 3553.” J.A. 225. Accordingly, any error in
    applying said enhancement would be a harmless error that does not require a remand because the
    district court would have sentenced Cook to 294 months regardless of the enhancement at issue. See
    United States v. Holland, 209 F. App’x 477, 480-82 (6th Cir. 2006) (unpublished) (finding harmless
    error where the same judge that sentenced Cook included substantially the same colloquy regarding
    defendant’s imposed sentence); United States v. Cook, No. 05-2731, 
    2007 WL 930212
    , at *3-4 (6th
    Cir. 2007) (unpublished) (finding harmless error where district court stated it would have imposed
    the same sentence whether or not it applied a two-level firearm enhancement).
    D. Cook’s argument that U.S.S.G. § 3B.1.1 is unconstitutionally vague.
    Cook also asserts that U.S.S.G. § 3B.1.1 is unconstitutionally vague. “Constitutional
    challenges to sentences are questions of law, subject to de novo review on appeal.” United States
    v. Rodgers, 
    278 F.3d 599
    , 602 (6th Cir. 2002). A defendant challenging the application of the
    Sentencing Guidelines must first present the claim in the district court before it can be entertained
    on appeal. United States v. Aparco-Centeno, 
    280 F.3d 1084
    , 1088 (6th Cir. 2002) (citations
    omitted). Waiver is the “intentional relinquishment or abandonment of a known right.” 
    Id. Waived or
    abandoned claims of error are not reviewable. 
    Id. “Although we
    do not foreclose appellate
    review for plain error when the interests of justice demand otherwise, an attorney cannot agree in
    Nos. 06-5136/5410/5680                    United States v. Ward, et al.                                            Page 8
    open court with a judge's proposed course of conduct and then charge the court with error in
    following that course.” 
    Id. (citations omitted).
           Here, Cook asserted his vagueness argument in his objections to the PSR, but at the
    sentencing hearing and in a subsequent motion, Cook expressly represented that all objections had
    been resolved except the three enumerated challenges to U.S.S.G. § 3B1.1(c). J.A. 228, 316.
    Accordingly, Cook did not argue before the district court that9 U.S.S.G. § 3B1.1(c) was
    unconstitutionally vague and he has therefore waived the argument.
    E. Cook’s argument that his sentence is unreasonable.
    On appeal, this Court examines a sentence to determine “‘whether [the] sentence is
    unreasonable.’” United States v. Webb, 
    403 F.3d 373
    , 383 (6th Cir. 2005) (quoting United States
    v. Booker, 
    543 U.S. 220
    , 262-63 (2005)). We review sentences for both procedural reasonableness
    and substantive reasonableness. United States v. Caver, 
    470 F.3d 220
    , 248 (6th Cir. 2006).
    A sentence may be substantively unreasonable “when the district court selects the sentence
    arbitrarily, bases the sentence on impermissible factors, fails to consider pertinent section 3553(a)
    factors or gives an unreasonable amount of weight to any pertinent factor.” United States v. Borho,
    
    485 F.3d 904
    , 908 (6th Cir. 2007). “The district court’s overall task remains that of imposing ‘a
    sentence sufficient, but not greater than necessary, to comply with the purposes’ of section
    3553(a)(2).” United States v. Ferguson, 
    456 F.3d 660
    (6th Cir. 2006) (quoting 18 U.S.C. § 3553(a)).
    A presumption of reasonableness applies to a sentence within the advisory Sentencing Guidelines
    range. Rita v. United States, 
    127 S. Ct. 2456
    , 2462 (2007).
    Cook argues that the district court’s sentence was substantively unreasonable because
    “[g]iven the Defendant’s complete lack of any criminal history, category I, how could any court state
    that a sentence of twenty-four and one-half [] years for someone who has never spent one day in jail
    is not unreasonable?” Appellant Cook’s Brief at 30. Cook does not contend that the district court
    selected his sentence arbitrarily, based its decision on impermissible factors, or failed to consider
    pertinent § 3553(a) factors. Rather he asserts that the district court improperly weighed the relevant
    sentencing factors.
    To the contrary, the district court here properly considered and weighed all of the section
    3553(a) factors in light of Cook’s particular circumstances. It is clear from the record that the
    district court undertook extensive consideration of the relevant circumstances surrounding this case,
    including reviewing many aspects of the PSR on the record, hearing live witness testimony, allowing
    the entry of letters addressed to the court, and considering the statements of Cook, his counsel and
    the prosecutor.
    The district court appears to have carefully considered and prudently balanced the various
    factors in arriving at the sentence. In particular, as observed by the government, the district court
    considered Cook’s mitigating factors (e.g., lack of criminal history and potential for rehabilitation),
    and found that those factors were offset by Cook’s significant contribution to the drug problem over
    a number of years. And, while Cook may have had more potential for rehabilitation than many
    defendants because of his family and educational background, the district court suggested that those
    9
    Even if he had not waived this argument, Cook’s vagueness argument fails. First, the enhancement applied
    to Cook does not render criminal, conduct that would otherwise be legal. United States v. Levy, 
    904 F.2d 1026
    , 1033 (6th
    Cir. 1990) (stating “[s]tatutes are not defective merely because they expose defendants to the risk that legally significant
    factors within their criminal conduct may trigger enhanced statutes”). Second, Cook has neither argued nor shown that
    U.S.S.G. § 3B.1.1 is impermissibly vague with respect to himself and its enforcement in his case. 
    Id. at 1032
    (stating
    that when the First Amendment is not implicated, a void for vagueness challenge must be unconstitutional as to the
    defendant in the case at hand).
    Nos. 06-5136/5410/5680            United States v. Ward, et al.                              Page 9
    factors also weighed at least partially against Cook because he had more opportunities than many
    offenders to pursue lawful sources of income.
    While defendant Cook’s sentence was lengthy, he has not established that the sentence was
    unreasonable. See United States v. Dexta, 
    470 F.3d 612
    , 616 (6th Cir. 2006) (stating “[t]he fact that
    the district court did not give the defendant the exact sentence he sought is not a cognizable basis
    to appeal”) (quoting United States v. Jackson, 
    466 F.3d 537
    , 540 (6th Cir. 2006)).
    III. CONCLUSION
    For these reasons, we AFFIRM defendants’ respective sentences.