FILED
                                                                     United States Court of Appeals
                        UNITED STATES COURT OF APPEALS                       Tenth Circuit

                              FOR THE TENTH CIRCUIT                       February 4, 2019
                          _________________________________
                                                                         Elisabeth A. Shumaker
                                                                             Clerk of Court
    UNITED STATES OF AMERICA,

          Plaintiff - Appellee,

    v.                                                      No. 18-1119
                                               (D.C. No. 1:17-CR-00295-MSK-GPG-1)
    JUAN RAMON RODRIGUEZ-                                     (D. Colo.)
    BARBOSA, a/k/a Manuel Olmos
    Rodrigues, a/k/a June R. Rodriguez-
    Barbosa, a/k/a Fernando Rodriguez-Ponce,
    a/k/a J. Guadalupe-Joaquin, a/k/a Oscar
    Rodriguez, a/k/a Juan Ramone Rodriguez-
    Barbosa,

          Defendant - Appellant.
                        _________________________________

                              ORDER AND JUDGMENT*
                          _________________________________

Before TYMKOVICH, Chief Judge, EBEL, and LUCERO, Circuit Judges.
                 _________________________________

         Defendant Juan Ramon Rodriguez-Barbosa pled guilty, pursuant to a plea

agreement, to illegally reentering the United States in violation of 8 U.S.C. § 1326(a)

and (b)(2). He was ultimately sentenced to fifty-five months’ imprisonment,

followed by three years of supervised release. He contends on appeal that the

government breached its plea agreement to recommend that the district court impose


*
 This order and judgment is not binding precedent, except under the doctrines of law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.
a sentence within the United States Sentencing Guideline range of 30-37 months.

Exercising jurisdiction pursuant to 28 U.S.C. § 1291, we affirm.

                                 I.   BACKGROUND

      Rodriguez-Barbosa was charged with one count of unlawfully reentering the

United States after deportation in violation of 8 U.S.C. § 1326(a), (b)(2). He pled

guilty to the charge on November 21, 2017, pursuant to a plea agreement that

provided that the government would recommend “the Court impose a sentence within

the Guideline range, as calculated by the Court.” R. Vol. I at 11. In its presentence

report (“PSR”), the probation office determined that Rodriguez-Barbosa had a total

offense level of 13 with a criminal history category of V, resulting in a guideline

range of 30-37 months. Ultimately, the probation office recommended the district

court impose a sentence of 37 months, on the high end of the guideline range, “due to

the nature of the defendant’s prior criminal history.” R. Vol. II at 50.

      The PSR listed Rodriguez-Barbosa’s criminal history as including five prior

felony convictions, two of which were illegal reentry convictions. For his first illegal

reentry conviction, in 2002, Rodriguez-Barbosa was sentenced to 41 months in

prison. For the second, in 2011, he was sentenced to 51 months in prison.

Importantly, after Rodriguez-Barbosa’s 2011 illegal reentry conviction but before his

2017 illegal reentry conviction, the Sentencing Commission amended the guidelines

that apply to that crime. The changes in the guidelines explain why the probation

office recommended a sentence in 2017 that was lower than the within-guideline



                                           2
sentences Rodriguez-Barbosa had previously received for committing the same

crime. Neither Rodriguez-Barbosa nor the government objected to the PSR.

      Rodriguez-Barbosa’s sentencing hearing took place on March 19, 2018. The

district court first heard from defense counsel on Rodriguez-Barbosa’s motion for a

downward variance. Defense counsel asked for a downward variance and a sentence

of 24 months’ imprisonment followed by 3 years of supervised release. Defense

counsel argued that, once Rodriguez-Barbosa served his sentence and was deported,

it was unlikely that he would return to the United States because many of the

motivations for his prior returns to this country no longer existed. For example,

defense counsel noted that, since his last illegal entry into the United States,

Rodriguez-Barbosa’s parents and brother had moved from the United States to

Mexico and Rodriguez-Barbosa desired to live closer to them, especially because his

mother was recently diagnosed with diabetes.

      Before hearing from the government, the district court expressed some

skepticism about defense counsel’s arguments. Chief Judge Krieger remarked,

      I have some difficulty understanding how his relationship with his parents
      augers for a downward variance. As I understand the facts, his mother
      wasn’t doing well and needed his support when he left Mexico last time.
      And now to say that he wants to go back to Mexico to be with her is a little
      bit incongruous.

R. Vol. III at 55–56. Defense counsel and Rodriguez-Barbosa then explained to the court

that Rodriguez-Barbosa’s family had only recently relocated to Mexico with the intent to

remain there permanently.



                                            3
      Then, the district court heard the government’s response. The prosecutor began by

stating, “While I respect [defense counsel’s] arguments and I admire her zealous

advocacy, I find myself unpersuaded by the motion for a non-guideline sentence, and I

certainly oppose it.” 

The prosecutor continued:

      Indeed, I gave some serious thought and consulted with others from my
      office about asking for a variant sentence, a departure upward, based
      largely on 18 U.S. Code 3553(a)(1), the nature and circumstance of the
      offense and the history and characteristics of the defendant.

      I am troubled by the defendant’s criminal history, five prior felony
      convictions, two of which are illegal reentry convictions, three of which are
      state court convictions. And I’m troubled by the fact that he had been
      given supervised release periods on each of his prior federal felony
      convictions as a deterrent to dissuade him from returning to the country;
      and, nevertheless, he returned each time.

      And it doesn’t make a great deal of intuitive sense to me, Your Honor, that
      his first sentence in 2001 out of the District of Colorado was 41 months of
      imprisonment with 2 years of supervised release; his second federal
      sentence in 2010 was for 51 months of prison and 3 years of supervised
      release. So -- and I understand that the guidelines have changed.
      That’s why with consultation with others in my office I did not decide -- I
      decided not to pursue a departure or a variance upward. But the fact that his
      guideline range now is 30 to 37 months seems, if anything, almost an anti-
      deterrent, that he is looking at a significantly lower sentence by the
      guidelines than he received the first two times he was convicted of this
      exact same crime.

      My position is that his history reflects, really, a steady pattern of disregard
      for the law, of willingness to violate the law, not just the laws relating to
      immigration and lawful entry into this country, but multiple other state-type
      violations that appear to be consistent and ongoing. So I am certainly
      opposed to the motion for 24 months of imprisonment. I am asking the
      Court to impose a sentence at the top of the guideline range of 37 months of
      imprisonment.

The prosecutor ended with a request that the district court impose a term of

supervised release on top of the sentence of imprisonment.

                                            4
       The district court then announced that it was imposing an upward variant sentence

of 55 months’ imprisonment. The district court explained that it had reviewed the

probation office’s presentence report and noted that the sentence recommended by the

guidelines was 30-37 months. The district court acknowledged that the probation office

recommended incarceration of 37 months, that the prosecution requested the same, and

that Rodriguez-Barbosa asked for a downward variant sentence of 24 months of

incarceration. Nevertheless, the district court explained its reasons for imposing a 55-

month sentence as follows:

       Like [the prosecutor], I am very troubled by this record. This record shows
       a flagrant disregard for the law. This record shows that the defendant is
       undeterred by any sentence that is imposed. He has repetitively committed
       the same crime, illegal reentry, on at least three occasions. And the
       sentences imposed of 41 months and 51 months have had no deterrent
       effect. In fact, the thing that is most egregious in this record is that he
       returned to the United States the very month that his supervised release
       term on his most recent conviction expired.

       Had he returned during the term of supervised release, he could have been
       convicted on this charge and punished also for a violation of the terms and
       conditions of supervised release. But he’s savvy, and he understands—as is
       apparent from the nodding that he is doing right now—that supervised
       release once it expires lifts the possibility of a double penalty.

       It is also clear from this record that his criminal behavior in the United
       States has been accelerating from simple use and possession and even
       distribution of a controlled substance to resisting arrest. This is not the kind
       of situation where a 37-month top-of-the-guideline sentence is sufficient to
       reflect the seriousness of the offense, promote respect for the law, or
       provide just punishment. It does little to protect the public from further
       crimes by the defendant, and it certainly does not deter his future violation
       of the law.




                                              5


The district court concluded by stating that it was imposing a

sentence of 55 months in prison, “which is greater than his last sentence of

imprisonment of 51 months.” 

Neither party objected to the sentence.

                                  II.    DISCUSSION

       Rodriguez-Barbosa argues in this appeal that the prosecutor’s statements at

the sentencing hearing amounted to an argument against the imposition of a

within-guidelines sentence in violation of the plea agreement, warranting relief for

plain error. We disagree and affirm the district court.

                                  A. Standard of Review

       In the absence of an objection below, we review Rodriguez-Barbosa’s

claim that the government breached the plea agreement for plain error. Puckett v.

United States, 

, 143 (2009). The four prongs of plain error review are

as follows:

       First, there must be an error or defect—some sort of “[d]eviation from a
       legal rule”—that has not been intentionally relinquished or abandoned . . .
       by the appellant. Second, the legal error must be clear or obvious, rather
       than subject to reasonable dispute. Third, the error must have affected the
       appellant’s substantial rights, which in the ordinary case means he must
       demonstrate that it “affected the outcome of the district court
       proceedings.” Fourth . . . if the above three prongs are satisfied, the court
       of appeals has the discretion to remedy the error—discretion which ought
       to be exercised only if the error “‘seriously affect[s] the fairness, integrity
       or public reputation of judicial proceedings.’”

(emphasis in original) (citations omitted).

       In breach-of-plea-agreement cases, the “legal rule” involved is, “Where the

Government obtains a guilty plea which is predicated in any significant degree on a


                                              6
promise or agreement with the U.S. Attorney, such promise or agreement must be

fulfilled to maintain the integrity of the plea.” United States v. Bullcoming, 

, 1205 (10th Cir. 2009) (quoting United States v. Villa-Vazquez, 

,

1196 (10th Cir. 2008)). Therefore, when a defendant appeals his sentence based on an

allegation that the government breached its plea agreement, he or she is entitled to a

remedy under the plain error standard if (1) the government breached the plea agreement,

(2) the breach was plain, (3) the breach affected the defendant’s sentence (i.e. absent the

breach, the defendant likely would have received the sentence the prosecutor had

promised to recommend), and (4) the breach affected the fairness and integrity of judicial

proceedings as a whole. See 

–143, 142 n.4. When the

government plainly and obviously breaches a plea agreement it made with a criminal

defendant and that breach causes the district court to issue a longer sentence than it

otherwise would have, the defendant is entitled to relief.

                                    B. No Plain Error

       Rodriguez-Barbosa has failed to demonstrate that the government plainly

breached the plea agreement, although this is a close case that might have come out

the other way were we not operating under a plain error standard of review. We find

two of our prior cases instructive: United States v. Cachucha, 

(10th Cir.

2007), and United States v. Yanez-Rodriguez, 

(10th Cir. 2009), abrogated

by 

–34.

       In United States v. Cachucha, we held that the government “owes [a]

defendant a duty to pay ‘more than lip service’ to a plea 

1270 (citation omitted). We also determined in that case that a “plea agreement may be

breached when ‘[t]he government’s attorney [i]s . . . not only an unpersuasive

advocate for the plea agreement, but, in effect, argue[s] against it.’” 

original) (citation omitted). We acknowledged that, “[w]hile a prosecutor

normally need not present promised recommendations to the court with any particular

degree of enthusiasm, it is improper for the prosecutor to inject material reservations

about the agreement to which the government has committed itself.” 

      In Cachucha, as here, the government promised in a plea agreement to

recommend that the defendant receive a sentence within the advisory guideline range

for involuntary manslaughter. 

It appears that the defendant did not

request a downward departure in that case. See 

Nonetheless, at

sentencing, the prosecutor asked the district court if he could “address a couple

issues” and then proceeded to make several statements implying that the guidelines

range was too low. 

The prosecutor explained that, while the applicable

2000 Edition of the sentencing guidelines recommended a sentence of 10-16 months

for the defendant, a 2004 amendment increased the guideline for future violations of

the same crime to 37-47 months. 

further stated that, although he

believed the guidelines were “way too low” and that the range did not “make sense to

[him] as a professional prosecutor,” he was requesting a sentence within the guidelines

because he did not have evidence to support a request for a departure. 

Applying de novo review, we determined that the prosecutor’s statements at sentencing



                                            8
amounted to a request for an upward variance. 

Thus, we concluded that

the prosecutor breached his agreement to argue for a sentence within the guideline range.

       We came out the other way in Yanez-Rodriguez. In that case, the government

agreed to recommend “a sentence at the lower end of the Sentencing Guideline

range,” which was 41-51 months, in exchange for the defendant’s guilty plea.

. The defendant requested that the trial court

impose a downward variance. 

The prosecutor then responded: (1) by

stating in a sentencing memorandum that “a sentence within the advisory guideline

range of 41 to 51 months would be reasonable,” 

rather than a sentence on

the “lower end” of the guidelines as he had promised to do; (2) by highlighting

through the cross-examination of a witness that the defendant was likely to

“repeatedly violate societal norms as a result of the fact that he mis-perceives events

and doesn’t anticipate the consequences,” 

and (3) by praising the district

court, after it had imposed an upward variance, for “work[ing] so hard to try and

achieve what it feels is a just sentence,” 

The district court sentenced the

defendant to 144 months’ imprisonment, a variance upward from the guideline-

recommended range of 41-51 months. 

The defendant did not object in the

district court to any alleged breach of the plea agreement by the government. 

       On appeal, we applied de novo review as was required by our circuit precedent

at the time, 

but we note that the Supreme Court has since determined that

courts of appeals must apply the plain error standard of review to unpreserved

                                            9
arguments that the government breached its plea agreement, see 

–34. Nonetheless, applying de novo review in Yanez-Rodriguez, we rejected

each of the defendant’s breach-of-plea-agreement 

–43.

Our holding rested primarily on the fact that the prosecutor’s statements arose in

arguments against the defendant’s request for a downward variance and the fact that

the prosecutor several times repeated that he was bound by the plea agreement to

request a sentence on the lower end of the guideline recommendation (in one instance

to correct the misstatement in the sentencing memorandum). 

our case, we affirm the defendant’s sentence because, given the

context surrounding the government’s statements, we cannot say that the prosecutor’s

conduct plainly breached the plea agreement. For the purposes of this review, we

assume that the prosecutor breached the plea agreement and thus move to the second

prong of whether the error was plain. “An error is plain if it is clear or obvious under

current, well-settled law.” United States v. Wolfname, 

, 1221 (10th

Cir. 2016) (internal quotation marks omitted). Cachucha establishes that “it is

improper for the prosecutor to inject material reservations about the agreement to

which the government has committed 

–71 (internal

quotation marks omitted). But Yanez-Rodriguez provides that, where the plea

agreement does not prohibit it, the government is entitled to defend against a motion

for a downward 

–41, as was the case here. Because this

case is distinguished from Cachucha and similar to Yanez-Rodriguez in several



                                          10
important ways, we do not think the prosecutor’s conduct constituted a breach of the

plea agreement that was clear or obvious under well-settled law.

      Five reasons support our conclusion. First, unlike in Cachucha, where the

prosecutor volunteered his reservations about the guidelines, the prosecutor here

argued specifically in response to Rodriguez-Barbosa’s motion for a downward

variance, much like the prosecutor in Yanez-Rodriguez. The fact that the prosecutor

opened and closed his remarks by stating that he “oppose[d]” Rodriguez-Barbosa’s

motion for a downward variance helps us draw that conclusion. Second, also unlike

in Cachucha, the prosecutor’s statement about the changes in the guidelines here was

necessary to help the district court understand the case because it explained why the

probation office recommended Rodriguez-Barbosa receive a lower sentence for his

third illegal reentry conviction than he had received for either of his prior convictions

for the same crime.

      Third, the prosecutor did not introduce new evidence about the guidelines or

Rodriguez-Barbosa’s criminal history that would have surprised the trial court:

everything he mentioned was included in the PSR, to which Rodriguez-Barbosa had

not objected. The PSR explained Rodriguez-Barbosa’s five prior felony convictions

and the sentences he received for each.

      Fourth, the district court stated that it understood the government was

recommending incarceration of 37 months, which suggests that the district court

interpreted the prosecutor’s arguments as opposing a downward variance, not

requesting an upward variance. Finally, we are especially persuaded by the

                                           11
similarities between our case and Yanez-Rodriguez because in Yanez-Rodriguez we

reviewed the prosecutor’s conduct under a de novo standard whereas here we review

under the more deferential plain error standard. Because the prosecutor’s conduct in

Yanez-Rodriguez did not constitute a breach under a de novo standard of review, the

similar conduct by the prosecutor in this case cannot amount to a plain breach under

the more deferential plain error standard.

      For these five reasons, we are persuaded that the government did not plainly

breach the plea agreement in this case. Admittedly, however, the prosecutor could

have, and should have, made his points without using language like “anti-deterrent.”

But, nonetheless, context wins the day.1

                              III.   CONCLUSION

      For the foregoing reasons, we affirm the Rodriguez-Barbosa’s sentence. This

case, like most cases raising this issue, is highly fact-specific. And, we do not

condone or approve of all the prosecutor’s remarks in this case. However, under the

generous review standard of plain error, we affirm.


                                              Entered for the Court


                                              David M. Ebel
                                              Circuit Judge




      1
       Of course, our decision does not give a prosecutor carte blanche to avoid
promises made in a plea agreement by a thinly disguised effort to insert inappropriate
remarks in argument resisting a downward departure. Each case will have to be
reviewed on its merits to determine if the prosecution has honored its promises.
                                             12