OPINION
Jose Luis Manzo (“Manzo”) appeals the district court’s denial of his 28 U.S.C. § 2255 motion to vacate the sentences he received after (1) his jury conviction of conspiracy to possess with intent to manufacture a controlled substance in violation of 21 U.S.C. §§ 841(c), 846; (2) his guilty plea to distribution of a controlled substance in violation of 21 U.S.C. § 841(a)(1); and (3) his guilty plea to a supervised release violation. We have jurisdiction under 28 U.S.C. §§ 1291, 2253, and we reverse and remand to the district court for proceedings consistent with this opinion.
I
Manzo was charged, inter alia, with conspiracy to possess pseudoephedrine with intent to manufacture methamphetamine (“the manufacturing case”) and with distribution of 50 or more grams of actual methamphetamine (“the distribution case”). Manzo was also charged with a supervised release violation. Manzo went to trial in the manufacturing case, the jury found him guilty, and sentencing was continued pending resolution of the charges in the distribution case.
Pursuant to a plea agreement, Manzo pleaded guilty in the distribution case. By accepting the plea agreement, Manzo agreed, inter alia, to waive his right to direct appeal or collateral attack of his convictions in both the manufacturing case and the distribution case, except to assert ineffective assistance of counsel and to appeal incorrect Guidelines calculations and any sentence flowing from such a mistake. The government agreed, inter alia: (1) that it would not file more charges against Manzo; (2) that a Sentencing Guidelines base offense level of 34 applied to Manzo’s criminal conduct in the distribution case; (3) that the government would recommend a three-level downward adjustment upon Manzo’s acceptance of responsibility, adjusting the applicable offense level to 31; and (4) that the government would recommend that the sentence imposed in the distribution case run concurrently to the sentence imposed in the manufacturing case.
After accepting Manzo’s guilty plea, the district court set a date on which, pending the presentence report (“PSR”), sentence would be imposed in the manufacturing case, the distribution case, and the supervised release violation. The PSR noted that under U.S.S.G. § 3D1.2(d), “[w]hen the offense level is determined largely on the basis of the total amount of harm or loss, the quantity of a substance involved, or some other measure of aggregate harm,” counts are considered to involve “substantially the same harm” and are to be grouped into a single group. Accordingly, the PSR grouped the manufacturing case and the distribution case together, and for the purpose of determining a sin *1208 gle quantity of the two substances involved in Manzo’s conduct (pseudoephedrine and methamphetamine), converted each into the comparable amount of marijuana per the Drug Equivalency Tables and added the converted amounts together. This calculation yielded an offense level of 38, not a level of 34 to which the parties had agreed in the plea agreement for the distribution case. The PSR also recommended no downward departure for acceptance of responsibility because Manzo did not meet the criteria with respect to the manufacturing case in which he had gone to trial. In addition, the PSR determined that Manzo’s prior criminal conduct placed him in a Criminal History Category of III, which, along with an offense level of 38, yielded a Guidelines range of 292-365 months with respect to the distribution case sentence, well beyond the 135-168 months that Manzo apparently had expected when he entered his plea bargain on that count.
Manzo, through his attorney, filed objections to the PSR, but Manzo’s attorney did not advise Manzo to seek to withdraw from the plea agreement in light of its failure to take into account the applicability of the grouping provision. The district court overruled Manzo’s objections, concluded that the PSR correctly grouped the offenses and that a base offense level of 38 applied to Manzo.
Is there a reason for me to recommend anything less than [the PSR’s recalculated] range? And I could not, based on his conduct, based on, again, the breadth of his conduct, the stiff offenses that are provided for in the federal guidelines are absolutely appropriate to this type of defendant, to the conduct that he's engaged in, again, to the breadth, the scale of it. And if a guideline range sentence as set forth in the presentence report isn’t appropriate for Mr. Manzo, then I wonder who it would be appropriate for.
The government agreed with the district court that a base offense level of 38 was correct based on the grouping provision and then proceeded to recommend that Manzo be sentenced within the range of 292-365 months that it required, instead of recommending a base offense level of 34, with a corresponding guidelines range of 135-168 months.
1
With respect to the downward departure based on early acceptance of responsibility, the government noted that Manzo took responsibility for his conduct involved in the distribution case, but the government did not affirmatively recommend, as agreed, that the district court apply a three-level downward departure as to Manzo’s distribution case sentence. Manzo did not argue during the sentencing proceedings and hearing that in making those recommendations, the government breached the plea agreement. After hearing from both sides, the district court sentenced Manzo to 292 months in the distribution case, 240 months, the statutory maximum, in the manufacturing case, and 16 months for the supervised release violation, all to run concurrently. On direct appeal, we affirmed the sentence, and concluded, under plain error review, that the government did not breach the plea agreement.
See United States v. Manzo,
*1209
Manzo then filed in the district court a § 2255 motion to vacate the sentence imposed, asserting ineffective assistance of counsel and breach of the plea agreement. Manzo argued that his attorney gave him ineffective assistance of counsel by not anticipating that the offenses would be grouped for sentencing, and by not advising Manzo to withdraw from the plea agreement once it was clear that the offenses would be grouped for sentencing. The district court rejected this argument, concluding that Manzo did not establish constitutionally deficient performance as required under
Strickland v. Washington,
II
We review
de novo
both a district court’s denial of habeas relief,
Lopez v. Schriro,
Ill
We address the appealed claims of ineffective assistance of counsel and of plea agreement breach in turn.
A
Manzo argues that his counsel gave him ineffective assistance of counsel. To establish ineffective assistance of counsel, Manzo must show “both that his counsel’s performance was deficient and that the deficient performance prejudiced his defense.”
Iaea v. Sunn,
The question remains, however, whether Manzo was prejudiced by his counsel’s performance. The effects of grouping on the offense level and on acceptance of responsibility require assessment in a prejudice analysis of whether if correctly advised Manzo would have pleaded guilty anyway and declined the chance to withdraw his plea and go to trial. The record does not contain the historical views of defense counsel or of Manzo on these points. The district court did not address this issue of prejudice, and we decline to engage in that analysis in the first instance. Accordingly, we REVERSE the district court’s denial of Manzo’s § 2255 motion and REMAND the matter to the district court with instructions to consider whether Manzo was prejudiced by his counsel’s performance.
B
Manzo contends that the government breached its plea agreement with respect to the distribution sentence by merely agreeing before the district court that in light of the grouping, a base offense level of 38 was a correct calculation without recommending a base offense level of 34, per the agreement’s terms, and by not recommending a downward departure for Manzo’s acceptance of responsibility. The government concedes that like Manzo’s attorney, it did not contemplate that the offenses would be grouped under the Sentencing Guidelines. The parties acknowledge then that there was a mutual mistake as to the applicability of the grouping provision to Manzo’s convictions. The government argues that it is excused from performance of its contractual obligations because of this mutual mistake of law; namely that because the plea agreement did not contemplate that the sentences would be subject to grouping, it was appropriate for the government not to perform as expressly promised.
“We construe a plea agreement as a contract between the prosecutor and the defendant.”
United States v. Gonzalez-Melchor,
Here, although the manufacturing conviction and the distribution conviction were grouped for the purpose of sentencing, separate sentences were imposed as to each conviction. With respect to the distribution case sentence, the government had agreed that a base offense level of 34 would apply to Manzo’s sentence and promised to recommend a 3-level downward departure upon Manzo’s acceptance of responsibility. At the sentencing hearing, however, the government did neither and so breached the express terms of the plea agreement. 3
First, with respect to the base offense level, at this hearing the government agreed that a base offense level of 38 was correct based on the grouping provision and then recommended that Manzo be sentenced within that range instead of recommending a base offense level of 34. The government must be truthful with the district court as to the legal import of the grouping provision on the correct guidelines calculation.
United States v. Maldonado,
Second, with respect to acceptance of responsibility, although the government said that Manzo took responsibility for the conduct involved in the distribution case, the government did not affirmatively recommend, as agreed, that the district court give a three-level downward departure to Manzo’s distribution case sentence.
See Whitney,
The issue of breach is clouded and mitigated by the fact that the plea agreement was underinclusive in scope and affirmatively did not anticipate the grouping of offenses for sentencing that would be required. There was certainly no intentional breach, and the breach occurred only because the parties hadn’t anticipated grouping. But in any event, Manzo did not receive the benefit of his bargain, namely “the presentation of a ‘united front’ to the court,” through no fault of his own.
United States v. Alcala-Sanchez,
IV
We REVERSE the district court’s denial of Manzo’s § 2255 motion and REMAND the matter to the district court with instructions to consider, for the purposes of the ineffective assistance of counsel claim, whether Manzo was prejudiced by his counsel’s performance. If so, Manzo’s distribution conviction and sentence should be vacated, and if he wants to undertake the attendant risks,
4
he may go to trial on the distribution offense, and may appeal the manufacturing offense trial conviction, an appeal that was foreclosed by the plea agreement. If not, we REMAND for resentencing before a different district judge and order the government’s specific performance of the terms of the plea agreement.
See Mondragon,
REVERSED and REMANDED.
Notes
. The government stated at the sentencing hearing:
. On direct appeal, we affirmed the district court’s determination from a preponderance of the evidence as to the quantity of pseudoephedrine involved in Manzo’s conviction in the manufacturing case. Id. at 644. The district court pointed out that the jury found Manzo responsible for the amount of pseudoephedrine that the PSR used to calculate the base offense level. Accordingly, we reject Manzo’s argument that the district court erred in the amount of pseudoephedrine it attributed to Manzo in sentencing.
. We address Manzo's claim on the merits. On direct appeal, we summarily rejected Manzo’s argument that the government breached the plea agreement.
Manzo I,
Alternatively, the government does not argue that the law of the case doctrine precludes Manzo from asserting breach of the plea agreement on this appeal of the district court's denial of his motion under § 2255. Accordingly, we deem the issue waived.
See United States v. Guess,
. Absent a plea agreement, the government may charge additional offenses beyond those entered in the plea and that in itself would not be vindictive prosecution.
See United States v. Kent,
