ORDER AND JUDGMENT
TYMKOVICH, Circuit Judge.
William T. Raney pled guilty to two counts of being a felon in possession of a firearm and one count of commission of an offense while on release. The district court found Raney had previously been convicted of a controlled substance offense and enhanced his sentence accordingly.
See
United States Sentencing Guidelines (USSG) § 2K2.1(a)(4)(A).
Raney makes two arguments on appeal. First, that his prior conviction for interstate travel in aid of racketeering is not a controlled substance offense. Second, that his sentence violates the Sixth Amendment under the Supreme Court’s recent decision in
United States v. Booker,
— U.S.-, 125 S.Ct. 738, 160 L.Ed.2d 621 (2005). Taking jurisdiction pursuant to 28 U.S.C. § 1291, we affirm Raney’s sentence.
A. Sentence Enhancement Based on Fact of Prior Conviction
Raney entered into a plea agreement which states he was “previous[ly] convicted in 1989 ... for the charge of interstate travel in aid of racketeering.” To assist sentencing, the government prepared a pre-sentencing report (PSR), which contained, as an addendum, a copy of the indictment from his prior conviction. According to the indictment:
On or about October 23, 1985 ... [and] January 1, 1986 ... WILLIAM RA-NEY, did unlawfully, willingly and knowingly travel in interstate commerce ... with the intent to promote ... an unlawful activity, to wit: the business enterprise of the distribution of cocaine, a controlled substance ... and WILLIAM RANEY did thereafter perform and attempt to perform acts to promote ... said unlawful activity.
The sentencing judge first noted interstate travel in aid of racketeering is not a controlled substance offense as defined by USSG § 4B1.2(b) because it is not “the manufacture, import, export, distribution, or dispensing of a controlled substance ... or the possession of a controlled substance ... with intent to manufacture, import, export, distribute, or dispense.” However, as the judge observed, Application Note 1 to USSG § 4B1.2 expands this definition to “include the offenses of aiding and abetting ... and attempting to commit such offenses.” The district court thus concluded Raney’s prior conviction for interstate travel in aid of the distribution of cocaine was a controlled substance offense. The judge went on to state her findings and decision adhered to and were compatible with the Supreme Court’s holding in
Taylor v. United States,
495 U.S. 575, 110 S.Ct. 2143, 109 L.Ed.2d 607 (1990).
As a result, the court enhanced Raney’s sentence.
We agree with the district court’s analysis and incorporate it herein. We also add
that the Supreme Court’s recent decision in
Shepard v. United, States,
— U.S.-, 125 S.Ct. 1254, 161 L.Ed.2d 205 (2005), further forecloses Raney’s argument that his prior conviction was not a controlled substance offense. The Court in
Shepard
applied
Taylor’s
categorical approach to prior convictions resulting from a guilty plea. Thus, when determining the fact of a prior conviction stemming from either a jury’s verdict or a guilty plea, a sentencing court must limit its examination to “the terms of the charging document, the terms of a plea agreement or transcript of colloquy between judge and defendant ..., or to some comparable judicial record of this information.”
Id.
at 1263. The indictment, which is a charging document from Raney’s prior conviction shows it was a controlled substance offense. Therefore, the district court properly enhanced Raney’s sentence.
B. Booker and Blakely
During sentencing, Raney objected to various enhancements to his sentence. He based these objections on
Blakely v. Washington,
542 U.S. 296, 124 S.Ct. 2531, 159 L.Ed.2d 403 (2004), and its finding that a sentence enhancement based upon judge found facts can violate a defendant’s Sixth Amendment rights.
Raney’s reply brief makes the same argument based on
Blakely
and the Supreme Court’s more recent decision in
United States v. Booker,
— U.S. -, 125 S.Ct. 738, 160 L.Ed.2d 621 (2005). He also expands his argument by claiming the district court further violated
Booker
by applying the Guidelines mandatorily. Ordinarily, a defendant who raised a
Booker
argument during sentencing is entitled to harmless error review on appeal.
See United States v. Labastida-Segura,
396 F.3d 1140 (10th Cir.2005). However, Raney failed to argue his sentence violated
Blakely
or
Booker
in his opening brief. “Failure to raise an issue in the opening appellate brief waives that issue.”
United States v. Black,
369 F.3d 1171, 1176 (10th Cir.2004). Raney’s failure to raise his
Blakely/Booker
argument in his opening brief is particularly damaging because his failure denied the government the opportunity to argue the error was harmless.
See
Fed.R.Crim.P. 52(a);
United States v. Glover,
413 F.3d 1206, 1210 (10th Cir.2005) (“In non-constitutional harmless error cases, the government beai’s the burden of demonstrating, by a preponderance of the evidence, that the substantial rights of the defendant were not affected.”). Therefore, we find Raney waived his
Booker/Blakely
argument.
But if we found Raney had not waived the argument, we would find any exror committed by the district court was harmless. First of all, the court enhanced Raney’s sentence based on three separate findings: 1) he possessed three firearms; 2) he obstructed justice; and 3) he was previously convicted of a controlled substance offense. Raney admitted the facts of the first two findings in his plea agreement. Thus, the coxxrt did not err in enhancing Raney’s sentence based on those findings.
See Booker,
125 S.Ct. at 756. As set forth in greater detail above, the indictment from Raney’s prior conviction clearly shows it was a controlled substance offense. Thus, the court did not err when it enhanced Raney’s sentence based on his prior conviction.
See id; Shepard,
125 S.Ct. at 1262.
In addition, the court’s mandatory application of the Guidelines was harmless. First, unlike the defendant in
Labastida-Segura,
396 F.3d at 1143, Raney was not sentenced at the bottom of the applicable Guidelines range.
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ORDER AND JUDGMENT
TYMKOVICH, Circuit Judge.
William T. Raney pled guilty to two counts of being a felon in possession of a firearm and one count of commission of an offense while on release. The district court found Raney had previously been convicted of a controlled substance offense and enhanced his sentence accordingly.
See
United States Sentencing Guidelines (USSG) § 2K2.1(a)(4)(A).
Raney makes two arguments on appeal. First, that his prior conviction for interstate travel in aid of racketeering is not a controlled substance offense. Second, that his sentence violates the Sixth Amendment under the Supreme Court’s recent decision in
United States v. Booker,
— U.S.-, 125 S.Ct. 738, 160 L.Ed.2d 621 (2005). Taking jurisdiction pursuant to 28 U.S.C. § 1291, we affirm Raney’s sentence.
A. Sentence Enhancement Based on Fact of Prior Conviction
Raney entered into a plea agreement which states he was “previous[ly] convicted in 1989 ... for the charge of interstate travel in aid of racketeering.” To assist sentencing, the government prepared a pre-sentencing report (PSR), which contained, as an addendum, a copy of the indictment from his prior conviction. According to the indictment:
On or about October 23, 1985 ... [and] January 1, 1986 ... WILLIAM RA-NEY, did unlawfully, willingly and knowingly travel in interstate commerce ... with the intent to promote ... an unlawful activity, to wit: the business enterprise of the distribution of cocaine, a controlled substance ... and WILLIAM RANEY did thereafter perform and attempt to perform acts to promote ... said unlawful activity.
The sentencing judge first noted interstate travel in aid of racketeering is not a controlled substance offense as defined by USSG § 4B1.2(b) because it is not “the manufacture, import, export, distribution, or dispensing of a controlled substance ... or the possession of a controlled substance ... with intent to manufacture, import, export, distribute, or dispense.” However, as the judge observed, Application Note 1 to USSG § 4B1.2 expands this definition to “include the offenses of aiding and abetting ... and attempting to commit such offenses.” The district court thus concluded Raney’s prior conviction for interstate travel in aid of the distribution of cocaine was a controlled substance offense. The judge went on to state her findings and decision adhered to and were compatible with the Supreme Court’s holding in
Taylor v. United States,
495 U.S. 575, 110 S.Ct. 2143, 109 L.Ed.2d 607 (1990).
As a result, the court enhanced Raney’s sentence.
We agree with the district court’s analysis and incorporate it herein. We also add
that the Supreme Court’s recent decision in
Shepard v. United, States,
— U.S.-, 125 S.Ct. 1254, 161 L.Ed.2d 205 (2005), further forecloses Raney’s argument that his prior conviction was not a controlled substance offense. The Court in
Shepard
applied
Taylor’s
categorical approach to prior convictions resulting from a guilty plea. Thus, when determining the fact of a prior conviction stemming from either a jury’s verdict or a guilty plea, a sentencing court must limit its examination to “the terms of the charging document, the terms of a plea agreement or transcript of colloquy between judge and defendant ..., or to some comparable judicial record of this information.”
Id.
at 1263. The indictment, which is a charging document from Raney’s prior conviction shows it was a controlled substance offense. Therefore, the district court properly enhanced Raney’s sentence.
B. Booker and Blakely
During sentencing, Raney objected to various enhancements to his sentence. He based these objections on
Blakely v. Washington,
542 U.S. 296, 124 S.Ct. 2531, 159 L.Ed.2d 403 (2004), and its finding that a sentence enhancement based upon judge found facts can violate a defendant’s Sixth Amendment rights.
Raney’s reply brief makes the same argument based on
Blakely
and the Supreme Court’s more recent decision in
United States v. Booker,
— U.S. -, 125 S.Ct. 738, 160 L.Ed.2d 621 (2005). He also expands his argument by claiming the district court further violated
Booker
by applying the Guidelines mandatorily. Ordinarily, a defendant who raised a
Booker
argument during sentencing is entitled to harmless error review on appeal.
See United States v. Labastida-Segura,
396 F.3d 1140 (10th Cir.2005). However, Raney failed to argue his sentence violated
Blakely
or
Booker
in his opening brief. “Failure to raise an issue in the opening appellate brief waives that issue.”
United States v. Black,
369 F.3d 1171, 1176 (10th Cir.2004). Raney’s failure to raise his
Blakely/Booker
argument in his opening brief is particularly damaging because his failure denied the government the opportunity to argue the error was harmless.
See
Fed.R.Crim.P. 52(a);
United States v. Glover,
413 F.3d 1206, 1210 (10th Cir.2005) (“In non-constitutional harmless error cases, the government beai’s the burden of demonstrating, by a preponderance of the evidence, that the substantial rights of the defendant were not affected.”). Therefore, we find Raney waived his
Booker/Blakely
argument.
But if we found Raney had not waived the argument, we would find any exror committed by the district court was harmless. First of all, the court enhanced Raney’s sentence based on three separate findings: 1) he possessed three firearms; 2) he obstructed justice; and 3) he was previously convicted of a controlled substance offense. Raney admitted the facts of the first two findings in his plea agreement. Thus, the coxxrt did not err in enhancing Raney’s sentence based on those findings.
See Booker,
125 S.Ct. at 756. As set forth in greater detail above, the indictment from Raney’s prior conviction clearly shows it was a controlled substance offense. Thus, the court did not err when it enhanced Raney’s sentence based on his prior conviction.
See id; Shepard,
125 S.Ct. at 1262.
In addition, the court’s mandatory application of the Guidelines was harmless. First, unlike the defendant in
Labastida-Segura,
396 F.3d at 1143, Raney was not sentenced at the bottom of the applicable Guidelines range. In fact, he was sentenced to 90 months imprisonment, seven months short of the maximum available under the determined Guidelines range of 78 to 97 months.
See United States v. Riccardi,
405 F.3d 852, 876 (10th Cir.2005) (finding error was harmless when defendant
not
sentenced at bottom of
range).
Second, the court refused to grant Raney’s request to depart downwardly, acknowledging that such departure “is a discretionary decision made by the Court.” [App. Vol. II p. 27] Thus, when given the opportunity, the court refused to exercise its discretion.
See id.
(noting that since the court refused to exercise its discretion during sentencing, it was unlikely the court would exercise discretion to give a lower sentence now that the Guidelines were advisory). Third, the court noted that Raney’s current crimes were not an anomaly, but rather were part of a long history of
criminal
conduct. Fourth, the court specifically tailored the sentence to meet the considerations of the various 18 U.S.C. § 3553(a) factors.
See Booker
125 S.Ct. at 743 (finding courts,
post-Booker, are
required to consider the factors set forth in 18 U.S.C. § 3553(a)). Finally, it is worth noting that the government never conceded any errors committed by the district court were not harmless.
See, e.g., United States v. Jardine,
406 F.3d 1261 (10th Cir.2005) (remanding for re-sentencing where government conceded the sentence imposed was not harmless
Booker
error). This is due in no small part to Raney’s failure to raise the issue in his opening brief.
In conclusion, we find the district court did not err when it enhanced Raney’s sentence, and that any error it committed in applying the Guidelines mandatorily did not affect Raney’s substantial rights and was harmless.
See Riccardi,
405 F.3d at 876.
AFFIRMED.