OAKES, Senior Circuit Judge.
This case consists of cross appeals from a judgment of the United States District Court for the District of Massachusetts, Rya W. Zobel, Judge. The Government appeals both the decision of the court to entertain a collateral challenge to the constitutionality of a prior conviction at sentencing and the decision of the court that the prior conviction was constitutionally invalid. The defendant, Edward Isaacs, appeals his conviction on the basis that the district court improperly allowed into evidence an indictment against his father and cousins and improperly allowed him to be cross-examined concerning his knowledge of his relatives’ alleged loansharking enterprise. For the reasons below, we reverse the district court’s decision that it had the power to review the constitutionality of Isaacs’ prior conviction and affirm its decision to admit the indictment against his father into evidence and to allow him to be questioned about the activities of his relatives.
BACKGROUND
Isaacs was convicted of one count of conspiracy and one count of using extortionate means to attempt to collect a loan, in violation of 18 U.S.C. §§ 2 and 894(a) (1988). According to the Government, racketeering and loansharking was something of a family business. Isaacs got involved in the “business” after his father, Leonard, was indicted, placed under house arrest, and developed health problems. Isaacs’ conviction is based on his dealings with one of his father’s alleged loansharking victims, Robert Ayala. Ayala had borrowed $2,500 from Leonard in November of 1990 and had been making weekly interest payments of $100 (for an interest rate of 208% per year). Isaacs contacted Ayala in July of 1991, after Ayala had stopped making payments, to pressure Ayala to pay off the entire loan. Ayala eventually sought help from the authorities and agreed to help record conversations with Isaacs.
Isaacs was tried before a jury and convicted. The Government’s evidence included several recordings of conversations that supported the allegations of extortion. In addition, there was proof that Isaacs broke into Ayala’s home and threatened Ayala with a pistol in front of his three small children. At sentencing, the district court increased Isaacs’ offense level under the United States Sentencing Guidelines (the “Sentencing Guidelines” or “Guidelines” or “U.S.S.G”) by two points for perjury and intimidation of a witness and then refused Isaacs’ request for a downward departure based on his history of abuse at the hands of his father. However, the court allowed Isaacs to challenge a 1980 burglary conviction1 that would have [108]*108resulted in his being classified as a career offender, instead of receiving a Criminal History Category of III. Isaacs argued that he had not received effective assistance of counsel in his earlier case because his attorney did not object to having the ease transferred from juvenile to adult court at a certification hearing. The district court found that Isaacs had demonstrated by a preponderance of the evidence that his prior conviction was unconstitutional and refused to consider either the conviction or the underlying conduct as a basis for changing Isaacs’ Criminal History Category. As a result, Isaacs faced 97 to 121 months imprisonment rather than 210 to 262 months and was sentenced to 108 months.
DISCUSSION
This case raises three issues. First, we consider whether U.S.S.G. § 4A1.2 gives a sentencing court discretion to allow a defendant to challenge the constitutional validity of a prior conviction that is being used to enhance his or her Criminal History Category. Second, we address the question whether Isaacs had a constitutional right to challenge his prior conviction at sentencing. Finally, we evaluate Isaacs’ contention that the district court committed reversible error in admitting evidence of his relatives’ alleged criminal behavior.
I. The Government’s Appeal
A. Section UAl.% of the Sentencing Guidelines
The Government contends that the Sentencing Guidelines do not provide a sentencing court independent authority to permit a collateral challenge to the constitutionality of a prior conviction where the prior conviction is being used to compute a defendant’s Criminal History Category. We agree. The dispute over this issue concerns Comment 6 to § 4A1.2, and, in particular, a 1990 amendment to the Guidelines that altered Comment 6 and added a background note to the comment section.
Prior to the 1990 amendment, Comment 6 to § 4A1.2 of the Guidelines stated:
Invalid Convictions. Sentences resulting from convictions that have been reversed or vacated because of errors of law, or because of subsequently-discovered evidence exonerating the defendant, are not to be counted. Any other sentence resulting in a valid conviction is to be counted in the criminal history score. Convictions which the defendant shows to have been constitutionally invalid may not be counted in the criminal history score. Also, if to count an uncounseled misdemeanor conviction would result in the imposition of a sentence of imprisonment under circumstances that would violate the United States Constitution, then such conviction shall not be counted in the criminal history score. Nonetheless, any conviction that is not counted in the criminal history score may be considered pursuant to § 4A1.3 if it provides reliable evidence of past criminal activity.
U.S.S.G. § 4A1.2, comment (n. 6) (Nov. 1, 1989) (second emphasis added). The courts which interpreted this Comment uniformly found that the Guidelines authorized or required the constitutional review of prior convictions at sentencing. See, e.g., United States v. Mims, 928 F.2d 310, 312 (9th Cir.1991); United States v. Edwards, 911 F.2d 1031, 1035 (5th Cir.1990); United States v. Jones, 907 F.2d 456, 460-69 (4th Cir.1990), cert. denied, 498 U.S. 1029, 111 S.Ct. 683, 112 L.Ed.2d 675 (1991).
However, the Sentencing Commission amended the comment section for § 4A1.2 in 1990, thereby reopening the question whether the Guidelines provide district courts with independent authority to review the constitutionality of prior convictions. Cf. Stinson v. United States, — U.S. -, 113 S.Ct. 1913, 123 L.Ed.2d 598 (1993) (Interpretive commentary in Guidelines is binding authority for federal courts even when contrary to prior judicial interpretation of Guidelines). Comment 6 to § 4A1.2 as thus amended provides:
Reversed, Vacated, or Invalidated Convictions. Sentences resulting from convictions that have been reversed or vacated because of errors of law, or because of [109]*109subsequently-discovered evidence exonerating the defendant, are not to be counted. Also, sentences resulting from convictions that a defendant shows to have been previously ruled constitutionally invalid are not to be counted. Nonetheless, the criminal conduct underlying any conviction that is not counted in the criminal history score may be considered pursuant to § 4A1.3 (Adequacy of Criminal History Category).
U.S.S.G. § 4A1.2, comment (n. 6) (Nov. 1, 1991) (second emphasis added). In short, Comment 6 no longer deals with collateral challenges at all, but simply instructs the sentencing court to disregard convictions that have been “previously ruled unconstitutional.” Nevertheless, a background note added to the comment section at the same time states in pertinent part:
The Commission leaves for court determination the issue of whether a defendant may collaterally attack at sentencing a pri- or conviction.
The courts that have assessed the revised comment section to § 4A1.2 have accordingly divided on whether the Guidelines continue to authorize the review of prior convictions. Compare United States v. Byrd, 995 F.2d 536 (4th Cir.1993) (Wilkins, J.) (Guidelines add no independent power for collateral review; Constitution mandates review only in certain limited circumstances), United States v. Roman, 989 F.2d 1117, 1120 (11th Cir.1993) (en bane) (per curiam) (Guidelines add no independent power for collateral review; Constitution mandates review only if conviction “presumptively void”) and United States v. Hewitt, 942 F.2d 1270, 1276 (8th Cir.1991) (amendment to Comment 6 demonstrates Commission’s intent to disallow challenges to prior convictions; no discussion of the added background note) with United States v. McGlocklin, 8 F.3d 1037, 1042 n. 7 (6th Cir.1993) (Comment 6 is consistent with the inherent authority of district courts to allow attacks on prior convictions), United States v. Canales, 960 F.2d 1311, 1315 (5th Cir.1992) (background note demonstrates that Commission intended to allow sentencing court some discretion in whether to allow challenges to prior convictions) and United States v. Jakobetz, 955 F.2d 786, 805 (2d Cir.) (“[w]hile defendants may always present the sentencing court with evidence that another court has ruled their prior convictions invalid and hence unsuitable for consideration as part of the criminal history score at sentencing, the court also retains discretion to determine whether a defendant may mount an initial challenge to the validity of such convictions.”), cert. denied, — U.S. -, 113 S.Ct. 104, 121 L.Ed.2d 63 (1992); and cf. United States v. Vea-Gonzales, 986 F.2d 321, 325-29 (9th Cir.1993) (Guidelines ambiguous on right of sentencing court to allow collateral attacks on prior convictions but Constitution makes right of attack mandatory) amended and superseded 999 F.2d 1326 (9th Cir.1993).
The First Circuit has not addressed this precise question, although this court has decided that a defendant may attack the constitutional validity of a state conviction when facing the enhancement provisions of the Armed Career Criminal Act (“ACCA”). United States v. Paleo, 967 F.2d 7, 11-12 (1st Cir.1992). In response to a petition for rehearing in Paleo, however, this court stated that the language of Comment 6 to § 4A1.2 was “critically different” from the language of the ACCA. United States v. Paleo, 9 F.3d 988, 989 (1st Cir.1992) (memorandum and order denying petitions for rehearing). Nonetheless, the Paleo panel did not directly address the question whether a sentencing court has discretion under the Guidelines to allow a collateral attack on a prior conviction.
The Government asks this court to accept the Roman and Hewitt courts’ interpretation of § 4A1.2 and find that the revised Comment 6, the commentary applicable to this case, is intended to preclude collateral review of prior convictions. We find this view persuasive.2 The 1990 amendment to Comment 6 removed the language that served to authorize first time collateral review of prior con[110]*110victions and replaced it with language permitting review only of convictions “previously ruled invalid.” As the Eleventh Circuit recognized in Roman, “[n]o language now in Note 6 authorizes collateral review.” Roman, 989 F.2d 1117, 1119.
The problem is, of course, more difficult by virtue of the appended background note which leaves “for court determination the issue of whether a defendant may collaterally attack at sentencing a prior conviction.” We believe that this note does not provide an independent basis for the review of prior convictions, given the revised language of Comment 6 itself. Instead, the background note may be best understood as a signal, somewhat faint to be sure, that the Sentencing Commission had not attempted to resolve whether the Constitution requires a sentencing court to review the constitutionality of a prior conviction that is being used to enhance a sentence — an issue we address below. As the Roman court stated, “[t]he Background Comment does not change [Comment 6’s] meaning, but recognizes that — apart from the sentencing guidelines — the Constitution bars federal courts from using certain kinds of convictions at sentencing.” Id.3
B. Constitutional Considerations
Although the district court based its decision to review the constitutionality of Isaacs’ prior conviction on the mistaken belief that the Guidelines authorized such a review, we must still address Isaacs’ contention that the Constitution guarantees the right to challenge collaterally prior convictions at sentencing. In opposition to Isaacs’ position, the Government advocates the position taken by the Eleventh Circuit in Roman — that the Constitution does not require sentencing courts to permit defendants to make a collateral challenge to prior convictions at sentencing unless the alleged constitutional error is so grave as to make the prior conviction “presumptively void.” The Government further contends that Isaacs’ challenge to his prior conviction does not meet the “presumptively void” criteria.4
We begin by observing that the Supreme Court has so far declined to consider whether due process requires “state courts to permit challenges to guilty pleas used for enhancement purposes.” Parke v. Raley, — U.S. -,-, 113 S.Ct. 517, 523, 121 L.Ed.2d 391 (1992) (due process clause permits state to impose burden of production on recidivist defendant who challenges validity of prior conviction under Boykin v. Alabama, 395 U.S. 238, 89 S.Ct. 1709, 23 L.Ed.2d 274 (1969)). Nonetheless, both Isaacs and the Government contend that guidance on this issue can be found in an analysis of two Supreme Court cases handed down prior to the implementation of the Sentencing Guidelines: United States v. Tucker, 404 U.S. 443, 92 S.Ct. 589, 30 L.Ed.2d 592 (1972), and Burgett v. Texas, 389 U.S. 109, 88 S.Ct. 258, 19 L.Ed.2d 319 (1967).
Tucker involved a collateral challenge under 28 U.S.C. § 2255 to a sentence based in part on two previous convictions later shown to have been obtained in violation of Gideon [111]*111v. Wainwright, 372 U.S. 335, 83 S.Ct. 792, 9 L.Ed.2d 799 (1963). It had been “conclusively determined” in a collateral state court proceeding that the prior convictions were “constitutionally invalid.” Tucker, 404 U.S. at 444-45, 92 S.Ct. at 590. The Tucker Court held that the case should be remanded to the district court for reconsideration of the sentence imposed upon the defendant because the sentence was “founded at least in part upon misinformation of constitutional magnitude.” Id. at 447, 92 S.Ct. at 592. As the Tucker Court explained, “the real question here is not whether the results of the ... proceedings might have been different if the respondent had had counsel, but whether the sentence ... might have been different if the sentencing judge had known that ... the respondent’s previous convictions had been unconstitutionally obtained.” Id. at 448, 92 S.Ct. at 592.
The Tucker Court’s holding does not provide a basis for finding that a defendant has a right to challenge prior convictions at sentencing for the first time. Tucker addresses the situation where prior convictions that are used to enhance a sentence have been found previously to be unconstitutional — not the situation addressed here, where the prior conviction has not previously been found unconstitutional. Tucker thus does not aid us.
Burgett, which also addressed a Gideon violation, is more relevant. In the Burgett case, the defendant challenged a sentence enhancement based on a prior conviction that on its face appeared to be unconstitutional, though there had been no prior determination that it was in fact unconstitutional. The certified copy of the judgment offered by the Government at trial to prove the conviction in question stated that the defendant had been without counsel.. The Burgett Court held that it would be improper to presume from a silent record that the defendant had waived his right to counsel and that, therefore, the judgment of conviction raised “a presumption that petitioner was denied his right to counsel.” Burgett, 389 U.S. at 114, 88 S.Ct. at 261-62. In language that foreshadows the decision in Tucker, the Burgett Court went on to say that “[t]o permit a conviction obtained in violation of Gideon v. Wainwright to be used against a person either to support guilt or enhance punishment for another offense ... is to erode the principle of that case.” Id. at 115, 88 S.Ct. at 262.
We agree with the Eleventh Circuit’s Roman decision that the appropriate rule to be teased from Burgett is that the Constitution requires a review of the constitutionality of prior convictions at sentencing only where the prior conviction is “presumptively void.”5 989 F.2d at 1120. The Roman court, however, was not required to and did not reach the question of what kinds of convictions are “presumptively void.” We examine that additional question to determine whether the district court was required to review Isaacs’ ineffective assistance of counsel claim.
The Government suggests that “presumptively void” convictions may include a claim of lack of counsel but not ineffective assistance of counsel, citing United States v. Custis, 988 F.2d 1355 (4th Cir.1993). In Custis, the Fourth Circuit found that the Gideon violations at issue in Burgett and Tucker [112]*112were “different in kind” from the ineffective assistance of counsel claims, noting that lack of counsel claims “will ordinarily lend themselves to facial review from the state court documents offered by the government to establish the conviction.” Id. at 1360-61.
Although we agree with the outcome the Government recommends, we think it necessary to clarify the appropriate test to determine whether a conviction is “presumptively void.”
As an initial matter, a prior conviction is “presumptively void” if a constitutional violation can be found on the face of the prior conviction, without further factual investigation. Contrary to the Government’s position, the Burgett Court did not rest its decision on the difference between lack of counsel claims and ineffective assistance of counsel claims— a distinction that generally has not been meaningful since Powell v. Alabama, 287 U.S. 45, 57, 53 S.Ct. 55, 59, 77 L.Ed. 158 (1932). See McMann v. Richardson, 397 U.S. 759, 771 n. 14, 90 S.Ct. 1441, 1449 n. 14, 25 L.Ed.2d 763 (1970). Instead, we note that the Burgett decision was based on a judgment facially showing lack of any counsel and that most claims of inadequacy of counsel are unlikely to meet its “presumptively void” test. Indeed, even as to lack of counsel, the Supreme Court in Parke noted that “[a]t the time the prior conviction at issue in Burgett was entered, state criminal defendants’ federal constitutional right to counsel had not yet been recognized, and so it was reasonable to presume that the defendant had not waived a right he did not possess.” Parke, — U.S. at -, 113 S.Ct. at 524.
Under limited circumstances, however, a conviction may be “presumptively void” even if a constitutional violation cannot be found on the face of the prior conviction. The Supreme Court has recognized that some constitutional violations are so serious as to undermine the reliability of an entire criminal proceeding. Rose v. Clark, 478 U.S. 570, 577-578, 106 S.Ct. 3101, 3106, 92 L.Ed.2d 460 (1986) (“Without these basic protections, a criminal trial cannot reliably serve its function as a vehicle for determination of guilt or innocence, and no criminal punishment may be regarded as fundamentally fair.”). Such violations, termed “structural errors,” are not subject to “harmless error” analysis. Sullivan v. Louisiana, — U.S. -,-, 113 S.Ct. 2078, 2082, 124 L.Ed.2d 182 (1993) (erroneous jury instruction on reasonable doubt); see also Arizona v. Fulminante, 499 U.S. 279, 309, 111 S.Ct. 1246, 1265, 113 L.Ed.2d 302 (1991) (opinion of Rehnquist, C.J., for the Court) (listing as examples of errors that are not subject to harmless error analysis: total deprivation of the right to counsel at trial; judicial bias; unlawful exclusion of members of the defendant’s race from a grand jury; deprivation of the right to self-representation at trial; and deprivation of the right to a public trial). Where an offender challenges the validity of a prior conviction on “structural” grounds, therefore, a district court should entertain the challenge whether or not the error appears on the face of the prior conviction.6
We conclude that the district court should not have entertained Isaacs’ challenge to the prior conviction. First, Isaacs’ challenge required the district court in this case to go beyond the evidence of conviction presented by the Government and conduct a factual investigation. Second, Isaacs did not challenge his prior conviction on structural grounds. It is of course well settled that ineffective assistance of counsel claims are subject to “harmless error” review. Strickland v. Washington, 466 U.S. 668, 104 S.Ct. 2052, 80 L.Ed.2d 674 (1984). Absent facial invalidity or an allegation of a “structural error,” Isaacs’ prior conviction is not “presumptively void.” Hence, the district court should not have entertained Isaacs’ challenge.7
[113]*113II. Isaacs’ Appeal
Isaacs appeals the district court’s decision to admit into evidence at trial an indictment brought against his father and cousins regarding his father’s loansharking operation. In addition, Isaacs challenges the Government’s examination of witnesses that brought out evidence of Isaacs’ family’s criminal activity.
These arguments are unpersuasive. Although the admitted evidence had the potential of prejudicing Isaacs on the basis of the bad acts of others, the evidence was quite relevant. See Fed.R.Evid. 403 (relevant evidence excluded only if probative value is “substantially outweighed” by danger of unfair prejudice). As the Government argues, the indictment provides a context to the statements made by Isaacs to Ayala, a motive for Isaacs’ actions, and evidence of the requisite intent. Moreover, the district judge provided several warnings to the jury to limit the potentially improper effect of the evidence. For example, the trial judge charged the jury that “[tjhere is no evidence that anybody before you in that [Leonard Isaacs’ case] has been convicted. It serves as background to this case to say that Mr. Leonard Isaacs was accused of these events, together with some other people.”
Likewise, the cross-examination of Isaacs regarding his knowledge of his family’s alleged criminal activities did not improperly prejudice him. Isaacs testified that his contact with Ayala was not extortionate and that he did not conspire with his father to collect the debt. The questions asked by the Government concerning Isaacs’ knowledge of his family’s alleged loansharking activity directly confronted this testimony and were therefore proper.
Finally, given the substantial evidence of guilt provided by the tape recordings of conversations between Isaacs and Ayala and the evidence provided by Ayala’s nine-year-old daughter, who testified that Isaacs used his own gun in rebuttal to Isaacs’ testimony that he was examining a gun owned by Ayala, any error in this regard was harmless.
CONCLUSION
Accordingly, the judgment of the district court is reversed in part and affirmed in part. We remand for resentencing consistent with this opinion.