                                                                             FILED
                                                                United States Court of Appeals
                                                                        Tenth Circuit

                                                                        March 3, 2011
                      UNITED STATES COURT OF APPEALSElisabeth A. Shumaker
                                                                         Clerk of Court
                                       TENTH CIRCUIT


 UNITED STATES OF AMERICA,

               Plaintiff - Appellee,

 v.                                                           No. 10-8045
                                                  (D. Ct. No. 2:04-CR-00107-WFD-7)
 JOEL PARRA,                                                   (D. Wyo.)

               Defendant - Appellant.


                              ORDER AND JUDGMENT*


Before KELLY, TACHA, and GORSUCH, Circuit Judges.


       Defendant-appellant Joel A. Parra pleaded guilty to conspiring to traffic in

methamphetamine, in violation of 21 U.S.C. §§ 841(a)(1), (b)(1)(A), and 846, and

conspiring to launder money, in violation of 18 U.S.C. § 1956(a)(1)(A)(i), (a)(1)(B)(i),

and (h). On appeal, he challenges the validity of his guilty plea to the money laundering

charge. Taking jurisdiction under 28 U.S.C. § 1291, we AFFIRM.

                                   I. BACKGROUND

       In 2002, the United States Drug Enforcement Administration began investigating a

drug trafficking organization headed by Rodolfo Jimenez. The Jimenez organization


       *
        This order and judgment is not binding precedent except under the doctrines of
law of the case, res judicata and collateral estoppel. It may be cited, however, for its
persuasive value consistent with Fed. R. App. P. 32.1 and 10th Cir. R. 32.1.
distributed large amounts of methamphetamine and marijuana in Wyoming, Colorado,

and Nebraska. The organization utilized Western Union to transfer some of the proceeds

received from the transactions and to facilitate the transportation and delivery of drugs.

       Mr. Parra’s involvement in the drug conspiracy began in February 2004. In early

February, Mr. Parra and Mr. Jimenez began to communicate regularly by telephone about

Mr. Parra supplying the Jimenez organization with marijuana and methamphetamine. On

March 5, Mr. Jimenez traveled from his home in Wyoming to meet with Mr. Parra and

other members of the conspiracy at Mr. Parra’s home in Carson City, Nevada. At the

meeting, Mr. Parra agreed to provide Mr. Jimenez with a one-pound sample of

methamphetamine. Because Mr. Jimenez did not want to transport the drugs back to

Wyoming himself, Mr. Parra agreed to send a driver.

       On March 6, Mr. Parra gave Allie Sawyer, the driver, $135 cash for travel

expenses, and promised to pay him $1000 upon completion of the trip. On his way to

Casper, Wyoming, Mr. Sawyer was stopped by Wyoming Highway Patrol. Mr. Sawyer

consented to a search of his vehicle, which resulted in the discovery and seizure of the

methamphetamine.

       On May 19, 2004, Mr. Parra was indicted along with thirty-three other members of

the drug conspiracy. Mr. Parra was named in two counts: Count 1, conspiring to possess,

with the intent to distribute, 500 grams or more of marijuana and methamphetamine; and

Count 3, conspiring to launder money. On January 11, 2005, Mr. Parra appeared in court

to enter a guilty plea to both counts pursuant to a plea agreement with the government.

                                            -2-
The proposed plea agreement was entered into under Fed. R. Crim. P. 11(c)(1)(C).

Among other things, the agreement included a binding stipulation that Mr. Parra’s base

offense level under the sentencing guidelines would be level 34. In addition, the

agreement required that Mr. Parra stipulate to a two-level enhancement to account for his

involvement in money laundering.

       At the outset of the change-of-plea hearing, the government summarized the

significant aspects of the plea agreement for the district court. Following the

government’s summary, the court addressed Mr. Parra and engaged with him in a Rule 11

colloquy. During the Rule 11 colloquy, the court asked Mr. Parra to explain the conduct

which supported the charges against him. With regard to the money laundering charge,

the following exchange took place:

       THE COURT: Let’s turn our attention to Count Three, Mr. Parra. It says
       you committed this offense within that period of time. Now, tell me what
       you did as it pertains to Count Three.
       THE DEFENDANT: Mr. Jimenez went to my place in Nevada, and we
       discussed the prices for whatever the methamphetamine I was supposed to
       send him; and—and also I asked Mr. Jimenez for money, a hundred-dollar
       bill—$100 for me.
       THE COURT: So you agreed to conduct or attempt to conduct a financial
       transaction involving property constituting the proceeds of specified
       unlawful activity, in this case the proceeds of illegal drug trafficking. Is
       that what you did?
       THE DEFENDANT: Yes, sir.
       THE COURT: How, in particular, did you do that? Talk to Mr. Lee if you
       need to.
       (There was an off-the-record discussion by defense counsel and defendant.)
       THE DEFENDANT: Oh, yes. I didn’t understand what you was asking me.

                                            -3-
      Yeah, I can see. Yeah. Once Mr. Jimenez and I—we discussed the—the
      price for this methamphetamine, he was supposed to send me—well, send
      the money to—to pay the sources where we get them from, and that’s pretty
      much the way.
      THE COURT: You knew these—this property, this money that was
      involved in this transaction—you know it was proceeds from the sale of
      unlawful activity or the involvement in some unlawful activity?
      THE DEFENDANT: I do, sir.
      THE COURT: In this case drug trafficking?
      THE DEFENDANT: Yes. That was drug trafficking.
      THE COURT: Were your transactions designed to—in whole or in part, to
      conceal or disguise the nature of location, source or ownership of those
      proceeds and, if so, how?
      THE DEFENDANT: Yes. Mr. Jimenez—he was supposed to pay for it.
      THE COURT: Say that again.
      THE DEFENDANT: Mr. Jimenez.
      THE COURT: He was supposed to do what?
      THE DEFENDANT: Pay or send the money to—to us. That way we can
      pay to the people, whoever we was supposed to pay for it.
      THE COURT: Did you act out with the intention to promote his activities?
      THE DEFENDANT: I don’t—I don’t understand.
      THE COURT: What were your intentions when you got yourself involved
      in this?
      THE DEFENDANT: To be honest, get some drugs for me and get a little
      cash for . . .
      THE COURT: The Court will rely on the prosecutor’s statement if Mr. Lee
      doesn’t object. Is the government satisfied with the defendant’s factual
      admissions?
      MR. RANKIN: I am, Your Honor . . . .

      Ultimately, the district court found that there was a sufficient factual basis for both

charges and that Mr. Parra’s plea was knowing and voluntary. Accordingly, the district

                                            -4-
court accepted Mr. Parra’s guilty plea. At sentencing, the district court accepted the plea

agreement’s provision for a stipulated sentence, imposing a term of 168 months’

imprisonment. Mr. Parra’s attorney did not file a notice of appeal.

       On July 12, 2006, the government filed a motion under 18 U.S.C. § 3553(e) and

Fed. R. Crim. P. 35(b) for a reduction of Mr. Parra’s sentence based on his significant

cooperation with the government. The district court granted the government’s motion,

reducing Mr. Parra’s sentence to 97 months’ imprisonment.

       On July 14, 2006, Mr. Parra filed a motion for habeas relief under 28 U.S.C. §

2255, contending that his trial counsel was constitutionally ineffective because he failed

to file a notice of appeal. The district court denied his motion, but we granted Mr. Parra a

certificate of appealability and reversed the district court. United States v. Parra, No. 09-

8091, 2010 WL 638599 (10th Cir. Feb. 24, 2010). On remand, the district court granted

Mr. Parra’s § 2255 motion, ordering that his criminal judgment be vacated and reinstated

so that he could pursue his direct appeal.

       Mr. Parra now appeals, asking that we vacate his money laundering conviction and

order resentencing without that conviction.

                                    II. DISCUSSION

       Mr. Parra maintains that the district court violated Rule 11 by accepting his guilty

plea to the money laundering charge without (1) obtaining an adequate factual basis for

the plea, and (2) determining whether Mr. Parra understood the nature and elements of the

offense.

                                              -5-
       Mr. Parra did not object on Rule 11 grounds during his change-of-plea hearing;

therefore, we apply plain-error review. See United States v. Vonn, 535 U.S. 55, 58–59,

62–63 (2002). Under this standard, we will not reverse unless Mr. Parra demonstrates (1)

error, (2) that is plain, (3) which affects his substantial rights, and (4) which seriously

affects the fairness, integrity, or public reputation of judicial proceedings. United States

v. Landeros-Lopez, 615 F.3d 1260, 1263 (10th Cir. 2010).

A.     Elements of Money Laundering

       Count 3 of the indictment charged Mr. Parra with conspiracy to launder money in

violation of 18 U.S.C. § 1956(a)(1)(A)(i) and (a)(1)(B)(i). “[T]he elements of proof

under § 1956(a)(1) differ depending on which subsection of that statute forms the basis

for the charge in the indictment.” United States v. Torres, 53 F.3d 1129, 1139 n.7 (10th

Cir. 1995). In order to sustain a money laundering conviction under subsection

(a)(1)(A)(i), the government must prove that: (1) the defendant conducted or attempted to

conduct a financial transaction; (2) which the defendant then knew involved the proceeds

of unlawful activity; and (3) the defendant acted with the intent to promote or further

unlawful activity. Id. at 1136. Although the first two elements are the same under

subsection (a)(1)(B)(i), the third element differs: the government must prove that the

defendant knew the transaction was designed to conceal or disguise the nature, the

location, the source, the ownership, or the control of the proceeds of specified unlawful

activity. See United States v. Rahseparian, 231 F.3d 1257, 1264 (10th Cir. 2000). “[T]he

essential elements under these two subsections of § 1956(a)(1) are not . . .

                                             -6-
interchangeable.” Torres, 53 F.3d at 1139 n.7.

B.     Adequate Factual Basis

       Mr. Parra contends the district court erred by accepting his guilty plea to the

money laundering charge because there was an insufficient factual basis to support his

conviction. Specifically, Mr. Parra maintains that (1) there was no evidence that he

intended to conceal the transaction in any way, and (2) there was no evidence that the

funds involved in the relevant transaction qualified as “proceeds.”

       “Before entering judgment on a guilty plea, the court must determine that there is a

factual basis for the plea.” Fed. R. Crim. P. 11(b)(3). The court may consider “anything

that appears in the record” when making its determination. United States v. Keiswetter,

860 F.2d 992, 996 (10th Cir. 1988) (quotations and emphasis omitted). It is “‘incumbent

upon the judge to produce a record on the basis of which we can determine that his

discretion was not abused.’” Id. (quoting United States v. Dayton, 604 F.2d 931, 938 (5th

Cir. 1979)).

       The indictment in this case charged Mr. Parra with violating both subsections of §

1956(a)(1). Accordingly, the government could convict him under either subsection. See

United States v. Gunter, 546 F.2d 861, 868–69 (10th Cir. 1976) (“It is hornbook law that

a crime denounced in the statute disjunctively may be alleged in an indictment in the

conjunctive, and thereafter proven in the disjunctive.”). Furthermore, a showing of

concealment was not required so long as there was evidence of promotion.

       Here, there was a sufficient factual basis to support a guilty plea to money

                                            -7-
laundering under the “promotion” prong of § 1956(a)(1). See 18 U.S.C. §

1956(a)(1)(A)(i). During the change-of-plea hearing, Mr. Parra told the court:

       Mr. Jimenez and I—we discussed the—the price for this methamphetamine,
       he was supposed to send me—well, send the money to—to pay the sources
       where we get them from, and that’s pretty much the way.

Moments later, Mr. Parra again informed the court that Mr. Jimenez was supposed to

“[p]ay or send the money to—to us. That way we can pay to the people, whoever we was

supposed to pay for it.” When the court asked Mr. Parra if he knew that the money

involved was proceeds from unlawful drug trafficking, Mr. Parra responded, “I do, sir.”

       Additionally, the Prosecutor’s Statement demonstrates that Mr. Parra joined the

drug conspiracy with the ultimate goal of becoming one of Mr. Jimenez’s drug sources.

Indeed, the pound of methamphetamine that was discovered in Mr. Sawyer’s vehicle was

intended to be a “sample” for Mr. Jimenez, and the money Mr. Parra sought to collect

from Mr. Jimenez was intended to pay Mr. Parra’s suppliers for that sample. One could

infer that Mr. Parra would not have been able to obtain further methamphetamine for Mr.

Jimenez unless he first paid for the sample.

       Together, Mr. Parra’s testimony and the Prosecutor’s Statement provide a

sufficient factual basis for Mr. Parra’s guilty plea. See United States v. Moran, 452 F.3d

1167, 1171 (10th Cir. 2006) (“The factual basis for the plea need not come solely from

the defendant’s statements at the plea hearing. Rather, the district court may look to . . .

whatever means [are] appropriate in a specific case—so long as the factual basis is put on

the record.”) (quotations and citations omitted). During the Rule 11 colloquy, Mr. Parra

                                               -8-
unequivocally acknowledged that he attempted to conduct a financial transaction with

knowledge that the transaction involved the proceeds of an unlawful drug trafficking

operation. Furthermore, the evidence contained in the Prosecutor’s Statement

demonstrates that Mr. Parra engaged in this financial transaction with the ultimate goal of

becoming an additional drug supplier for Mr. Jimenez, or, in other words, with the intent

to promote or further the ongoing drug conspiracy. Indeed, the use of drug trafficking

proceeds to purchase additional drugs can, under circumstances like these, constitute

“promotion” under § 1956(a)(1)(A)(i). See Torres, 53 F.3d at 1137 n.6 (finding that

using proceeds from the sale of drugs to buy more drugs “satis[ied] the ‘promotion’

element of 1956(a)(1)(A)(I)”). Accord United States v. King, 169 F.3d 1035, 1039 (6th

Cir. 1999) (“Payment for drugs may constitute ‘promotion’ for the purposes of the money

laundering statute when such payment encourages further drug transactions.”); United

States v. Baker, 63 F.3d 1478, 1494 (9th Cir. 1995) (stating that payments to a contraband

cigarette supplier was laundering which promoted the carrying on of the unlawful activity

because the defendant “could not have continued the illegal trafficking without paying his

cigarette suppliers”); United States v. Skinner, 946 F.2d 176, 177–78 (2d Cir. 1991)

(affirming conviction under § 1956(a)(1)(A)(i) where defendant paid drug suppliers with

proceeds from fronted drugs).

       Mr. Parra also contends that pursuant to United States v. Santos, 553 U.S. 507

(2008), the term “proceeds” must be read as “profits,” not “gross receipts,” and that there

was no evidence that the transaction at issue involved profits. The exact scope of

                                            -9-
Santos’s holding, however, is unclear. See Garland v. Roy, 615 F.3d 391, 403 (5th Cir.

2010) (comparing the various interpretations of Santos offered by the First, Third, Fourth,

Seventh, Eighth, Ninth, and Eleventh circuits). Indeed, several of our sister circuits have

held that Santos does not apply in the drug context. See United States v. Spencer, 592

F.3d 866, 879–80 (8th Cir. 2010) (“Santos does not apply in the drug context.”); United

States v. Demarest, 570 F.3d 1232, 1242 (11th Cir. 2009) (holding that Santos is limited

to cases involving illegal gambling operations); United States v. Howard, No. 07-4146,

2009 WL 205649, at **10 (4th Cir. Jan. 29, 2009) (“Santos does not establish a binding

precedent that the term ‘proceeds’ means ‘profits,’ except regarding an illegal gambling

charge.”); United States v. Fleming, No. 06-3640, 2008 WL 3824752, at **4 (3d Cir.

Aug. 15, 2008) (“[T]he term ‘proceeds’ includes gross revenues for drug sales.”).

       We need not decide the scope of Santos’s holding in this case, however, because

even if we were to hold that Santos applies in the drug context, the district court’s failure

to apply Santos would not constitute plain error. In order to be plain, an error must be

clear or obvious. United States v. Whitney, 229 F.3d 1296, 1309 (10th Cir. 2000). “An

error is clear and obvious when it is contrary to well-settled law.” Id. Given the lack of

clear authority on the scope of Santos, we cannot say that the district court committed a

clear and obvious error by failing to require a showing that the transaction at issue

involved profits and not merely gross revenues.

       For these reasons, we conclude that there was a sufficient factual basis for Mr.

Parra’s guilty plea.

                                            - 10 -
C.     Understanding of Money Laundering Charge

       Mr. Parra also maintains that his plea was not knowing or voluntary because he did

not understand the nature of the money laundering charge to which he was pleading

guilty. Rule 11 provides that “[b]efore the court accepts a plea of guilty or nolo

contendere . . . the court must inform the defendant of, and determine that the defendant

understands . . . the nature of each charge to which the defendant is pleading.” Fed. R.

Crim. P. 11(b)(1)(G). “In most cases, this requires the court to recite the elements of the

offense.” United States v. Ferrel, 603 F.3d 758, 762 (10th Cir. 2010).

       Here, the district court erroneously informed Mr. Parra at the change-of-plea

hearing that the government was required to prove both that the “transactions were

designed in whole or in part to conceal or disguise the nature, the location, the source, the

ownership, or the control of said proceeds; and . . . that [he] acted with the intent to

promote the carrying on of the specified unlawful activity.” Moreover, the plea

agreement did not contain a recitation of the elements of money laundering, and the

Prosecutor’s Statement incorrectly indicated that proof of both concealment and

promotion was required for the money laundering conviction. Our case law and the

statute itself make it clear, however, that the government needed only to prove either

promotion or concealment. See Torres, 53 F.3d at 1139 n.7; 18 U.S.C. § 1956(a)(1).

Thus, the district court incorrectly informed Mr. Parra concerning the elements of money

laundering and that error was plain.

       Nevertheless, Mr. Parra cannot satisfy the third prong of plain-error review. To

                                            - 11 -
establish that the alleged error affected his substantial rights, Mr. Parra must show a

reasonable probability that, but for the error, he would not have pleaded guilty. United

States v. Dominguez Benitez, 542 U.S. 74, 83 (2004). Mr. Parra admits that “there is

nothing on the record to show that despite his confusion, he would not have pled guilty to

money laundering.” Nevertheless, he argues that if he had been “properly advised by the

district court, he would have known not to plead guilty to a crime he did not commit.”

       As discussed above, there was a sufficient factual basis for Mr. Parra’s guilty plea.

Moreover, his claim is undermined by the fact that the elements for conviction under the

promotion prong of § 1956(a)(1) required the government to prove less—not more—than

he originally believed. Under the elements as stated by the district court, Mr. Parra

believed the government had to prove both promotion and concealment. And it was with

that understanding that he decided to plead guilty. Mr. Parra has not shown a reasonable

probability that he would have decided not to plead guilty if he had known that the

government needed to prove only one or the other. Accordingly, his claim fails under

plain-error review.

                                   III. CONCLUSION

       For the foregoing reasons, we AFFIRM the district court’s acceptance of Mr.




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Parra’s guilty plea.

                       ENTERED FOR THE COURT,



                       Deanell Reece Tacha
                       Circuit Judge




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