Mauricio Ramirez Fernandez v. State of Iowa
Mauricio Ramirez Fernandez v. State of Iowa
Opinion
Deportation consequences and the duty of criminal defense attorneys again intersect in this case. Mauricio Ramirez Fernandez 1 appeals the denial of postconviction relief (PCR), contending his attorney was ineffective for failing to warn him about the immigration and criminal fallout from "turning himself in" to the Iowa Department of Transportation (DOT) for using a false Social Security number to register a vehicle. By doing so, Ramirez obtained a conviction for fourth-degree fraudulent practice. He also faults his attorney for continuing to represent him while listed as a prosecution witness and for advising him to plead guilty to a crime of moral turpitude, rendering him ineligible for cancellation of removal proceedings.
Following recent precedent from our supreme court, we conclude no constitutional right to counsel had attached when attorney Michael Said advised Ramirez to reveal incriminating facts to the DOT. But we do find Said operated under an actual conflict of interest in continuing to represent Ramirez throughout the criminal case while listed as a State's witness and not informing Ramirez of this fact. We further find Said breached a duty in failing to adequately inform Ramirez of the immigration consequences of his plea and Ramirez demonstrated prejudice by rationally insisting he would have stood trial if he knew the reduced charge carried the same prospect for removal as conviction on the original offense. We reverse his conviction and remand for Ramirez to proceed with non-conflicted, competent counsel.
Because we resolve the appeal on the conflict-of-interest and failure-to-advise issues, we need not address Ramirez's two remaining claims: (1) that counsel was ineffective for not moving to suppress privileged information and (2) that the district court abused its discretion in sustaining an objection to questions concerning Said's pattern of failing to properly advise clients of known immigration consequences of their criminal convictions.
I. Facts and Prior Proceedings
Ramirez is a Mexican citizen, who has been living in the United States since 1996. He and his wife, also a Mexican national, have two children, one of whom is an American citizen. In 2011, Ramirez was arrested while at work without proof of authorization to be in the United States. Immigration authorities began removal proceedings against Ramirez, and he retained attorney Said to represent him in his immigration case. Said filed an application for cancellation of removal for Ramirez. 2
In the course of his representation in the immigration case, Said advised Ramirez to get a driver's license. Ramirez confided in Said that he had used a false Social Security number to register a car. On July 20, 2011, Said sent an email to a DOT investigator with whom he had previous dealings, saying,
I have another client who used a false SS# to register his car and House trailer. He now has a bona fide SS# and wants to get his DL and register his car and Trailer with the correct number. I am seeing you tomorrow and could bring him in.
False SS# is [###-##-####].
Let me know what you want to do.
According to his report narrative, the investigator searched DOT databases and discovered an application for vehicle registration dated October 27, 2008, under the false Social Security number Said provided. On the following day, July 21, Said and Ramirez met with the investigator. At the meeting, Ramirez provided a written statement labeled, "VOLUNTARY STATEMENT (NOT UNDER ARREST)": "I used a made up Social Security number to register a car in Polk County, Iowa on 10/27/08." The investigator issued Ramirez a "citation and complaint" charging him with fraudulent practice in the third degree, in violation of Iowa Code section 714.11(3) (2008). This is an aggravated misdemeanor under Iowa law.
3
At the PCR trial, Ramirez testified he did not know Said had informed the DOT of his false Social Security number and falsely registered car until after he had been charged. He also testified Said never told him he would be charged with a crime if he went to the DOT. He further testified he was never told the offense would make him ineligible for cancellation of removal. He insisted if he had known, he would not have gone to the DOT. Ramirez recalled Said telling him if he agreed to everything he would be "alright." Ramirez had limited English-language skills, and Said had limited Spanish-language proficiency. No interpreter was present during the DOT meeting. Afterward, Said brought Ramirez to his law office and asked his Spanish-speaking secretary to translate what had happened. Ramirez testified he did not understand he had been charged with a crime until the meeting in Said's office. At that point, Said took a $2500 retainer to represent Ramirez in the criminal proceedings.
Said testified Ramirez was aware Said was going to disclose the incriminating information to the DOT before the attorney did so, even though it was protected by attorney-client privilege. Said recalled telling Ramirez he would face a criminal charge. Said also explained he thought Ramirez should get a driver's license because the attorney did not anticipate Ramirez would refrain from driving, and eventually Ramirez might incur a more serious conviction that would severely impact his immigration status. The benefit of going to the DOT, according to Said, was Ramirez could obtain a driver's license and be charged with an aggravated misdemeanor only. Said noted other noncitizens in similar circumstances had been charged with the felonies of forgery and identity theft. Said did not advise Ramirez not to drive or suggest that was an option.
When the State filed the trial information charging Ramirez with fraudulent practice, it listed two witnesses: the DOT investigator and Said. Neither Said nor the State brought this potential conflict to the district court's attention; the court did not mention the witness list or inquire further. At the PCR trial, Ramirez testified he was not aware, and Said never told him, Said was listed as a witness. According to Ramirez, Said did not inform him that if he went to trial Said could be called to testify against him. Said never obtained a waiver of conflict from Ramirez. Said continued to represent Ramirez in both his immigration and criminal cases; Ramirez continued to pay Said for his representation.
On Said's advice, Ramirez pleaded guilty to a reduced charge of fraudulent practice in the fourth degree, in violation of Iowa Code section 714.12, classified as a serious misdemeanor. 4 The United States government then filed a motion to pretermit Ramirez's application for cancellation of removal, arguing the conviction was for a crime of moral turpitude, rendering Ramirez ineligible. The federal immigration court agreed with the government that the conviction was a crime of moral turpitude and granted the motion, subjecting Ramirez to removal proceedings.
When asked at the PCR trial whether he advised Ramirez about the immigration consequences of the plea, Said responded it was a standard procedure of his office to "explain that any criminal matter has an immigration consequence," including possible removal. He did not know whether he or another attorney in his office had explained the matter to Ramirez. He testified he subjectively believed fraudulent practice was not a crime of moral turpitude. But on cross-examination, he stated he told Ramirez "some people" consider fraudulent practice a crime of moral turpitude. And in depositions, he admitted knowledge of two cases from the United States Court of Appeals for the Eighth Circuit concluding it is a crime of moral turpitude. Said was asked, "[A]t the time [Ramirez] took the plea, it was a settled matter for at least the 8th Circuit that it was a [crime of] moral turpitude; is that correct?" Said answered, "Yeah." When asked, "Did you advise-specifically advise [Ramirez] that he was pleading to a crime of moral turpitude?" Said answered, "No, I don't remember if I did specifically tell him that."
Although the district court found Said's performance was deficient in not sufficiently advising Ramirez on the immigration consequences of the plea, it found no prejudice because Ramirez had not shown he would have insisted on going to trial for the greater offense. Thus, the district court denied Ramirez's application for PCR. Ramirez appeals.
II. Analysis of Sixth Amendment Claims
We review PCR proceedings for correction of legal error unless they raise constitutional issues, in which case our review is de novo.
Perez v. State
,
To succeed, Ramirez must establish both: (1) counsel failed to perform an essential duty, and (2) that failure resulted in prejudice.
See
Strickland v. Washington
,
Whether defense counsel had an actual conflict of interest is a mixed question of law and fact.
State v. Mulatillo
,
1. Attachment of Right to Counsel
Ramirez first contends Said provided ineffective assistance of counsel when he failed to advise Ramirez of the consequences of "turning himself in" at the DOT. Because Said offered the alleged bad advice before a criminal investigation started, the State contends Ramirez did not yet enjoy the constitutional right to assistance of counsel.
Both the Sixth Amendment and Article I, Section 10 provide an "accused" with the right to "the assistance of counsel." The "right to counsel is the right to the
effective
assistance of counsel."
See
Strickland
,
The district court ruled Ramirez was not entitled to counsel when going to the DOT. The court cited
State v. Senn
, for the proposition that the right to counsel "under both the State and Federal Constitutions 'attaches at or after the initiation of adversary proceedings against the defendant, whether by way of formal charge, preliminary hearing, indictment, information, or arraignment.' "
After the parties filed their briefs in the instant case, the Iowa Supreme Court decided
Ruiz v. State
,
Our supreme court, ruling under both the federal and state constitutions, found, "[T]he right [to counsel] 'does not attach until a prosecution is commenced.' "
Ramirez seeks to distinguish his case from Senn and Ruiz by arguing a criminal investigation commenced when Said informed the investigator of Ramirez's situation by email the day before their meeting. He contends the right to counsel attached because he was "accused" by virtue of a criminal investigation before any prosecutorial involvement. Here, the DOT investigator used the false Social Security number disclosed by Said to track down Ramirez's fraudulent registration, secured a signed admission from Ramirez, and issued a citation at the in-person meeting. Ramirez asserts the DOT investigator would not have connected him with any unlawful conduct without Said's tip-off. Said acknowledged knowing that disclosure would result in criminal charges, but he revealed the otherwise privileged information anyway.
Ramirez's case bears a factual difference from Ruiz . Here, Said emailed the DOT investigator a day in advance, enabling the investigator to verify the incriminating information and obtain a "voluntary statement" from Ramirez during the meeting. But we cannot find this slight departure justifies finding the right to counsel attached before the alleged breach of duty.
In another recent right-to-counsel case,
State v. Green
, the supreme court reiterated the principle that "the criminal prosecution required by [the Sixth Amendment] exists once a complaint has been filed and an arrest warrant has been issued."
Green was not formally or informally an "accused," and the interview was not a "criminal prosecution" .... Green appeared voluntarily .... He could have left ... or stopped the interview at any time. There was no warrant for his arrest, and there were no charges filed against him.
When Ramirez attended the DOT meeting, some investigation had taken place; the investigator interviewed Ramirez and obtained a "voluntary statement" admitting he "made up a Social Security number to register a car." The investigator did not issue the citation until the end of the meeting. The investigator noted he was not arresting Ramirez. Even if Said's email disclosure "tipped off" the investigator, we cannot say from the existing precedents or the circumstances of Ramirez's case that either an investigation or a prosecution were underway at the time of the alleged breach.
See
Ruiz
,
2. Representation While Conflicted
Ramirez next contends Said provided ineffective assistance of counsel in continuing to represent him while being listed as a witness for the State. 14 When asked at the PCR hearing whether he reviewed the trial information with Ramirez or informed Ramirez he was listed as a witness, Said testified, "More than likely we would have told him, yeah." But in depositions, Said testified he never discussed the possibility he could testify with Ramirez because the case never went to trial. Said further testified if the case had gone to trial, he would have withdrawn. Ramirez characterizes Said's representation before and during the plea proceedings as a "glaring conflict of interest."
The State points out that in the conflict-of-interest context, appellate courts do not require a showing of
Strickland
-type prejudice-only the existence of an "actual" conflict of interest, which is a conflict that "adversely affects counsel's performance."
See
Mickens v. Taylor
,
a. Objection Intrinsic to Guilty Plea
Generally, when criminal defendants plead guilty, they waive all objections and defenses, including claims concerning the performance of counsel.
Castro v. State
,
Before accepting a guilty plea, the district court must decide if it is being entered voluntarily and intelligently and has a factual basis. Iowa R. Crim. P. 2.8(2)(b). The court must address defendants personally and determine they understand, among other things, that they have "the right to assistance of counsel, the right to confront and cross-examine witnesses against the defendant ... [and] the right to present witnesses in [their] own behalf." Id. at 2.8(2)(b)(4).
Although the court engaged in a short colloquy with Ramirez facilitated by an interpreter, and these rights were reiterated in the written plea, we are not convinced Ramirez could understand the import of the trial rights he was giving up without knowing the State planned to call his own attorney as a witness against him. Because the record does not show Ramirez realized his attorney-retained to represent him on both immigration and criminal matters-was listed as one of two witnesses for the prosecution, we cannot be satisfied Ramirez fully appreciated the ramifications of pleading guilty. Said's pre-plea advice was tainted by the fact he tipped off authorities to Ramirez's crime and would be summoned to testify about his client's wrongdoing if the plea negotiations failed.
16
Ramirez's unawareness of his attorney's potential conflict of interest impacted the knowing and voluntary nature of the plea.
See
Castro
,
b. Adverse Effect of Conflict on Counsel's Performance
"A lawyer shall not act as advocate at a trial in which the lawyer is likely to be a necessary witness ...." Iowa R. Prof. Conduct 32:3.7.
17
Ramirez points to this rule in asserting Said's conflict of interest. While the rules of professional conduct provide guidance on the conflict question, they are not alone dispositive.
See
State v. McKinley
,
The parties debate the relevance of the rule, given the fact Ramirez entered a guilty plea. The State insists any potential conflict never materialized into an actual conflict because the case never proceeded to trial and it was unlikely Said would have been called to testify if it had. But Ramirez cites
State v. Vanover
, where the district court removed an attorney who was listed as a witness for the State over the defendant's objections
before
the case went to trial.
Where the district court does not inquire into a potential conflict before trial, reversal is not automatic. "[T]he defendant still has to establish that the alleged conflict materialized into an
actual
conflict."
Vaughan
,
It is hard to glean Said's exact motivation for continuing to represent Ramirez without informing him of the potential conflict. But the record reveals gaps in the efforts exerted by Said (perhaps cognizant of his multiple prior disciplinary actions) on Ramirez's behalf, suggesting plausible defense strategies were not explored. Said's conduct during plea negotiations suggests a "serious potential that [Said's] loyalties would ... be divided" between Ramirez and himself.
See
Vanover
,
Significantly, Said did not ask the State to remove him as a witness or raise the conflict for the court to address. And he did not secure a waiver of the potential conflict from Ramirez, or even recall informing his client of the potential he would testify for the State should the matter proceed to trial. It is the rare case where the State lists defense counsel as one of the key fact witnesses against the client.
See, e.g.
,
In addition, Said's own conduct could have been the subject of pretrial defense motions. As Ramirez suggests on appeal, a plausible tactic would have been seeking to suppress the original email from Said to the DOT investigator based on a breach of attorney-client privilege. Because of his conflict, Said was unlikely to file such a motion as it could expose him to potential attorney discipline. Said's decision to share incriminating facts about his client and his resulting position as a State's witness, left counsel unable to see or pursue the full range of options available in Ramirez's defense and, thus, adversely affected his representation.
See
Vaughan
,
Further, Said did not depose the State's listed witnesses to test the strength of the prosecution's case, explain to Ramirez what the witnesses would say, or determine the viability of filing various pretrial motions. A non-conflicted attorney could have done so without the absurdity of having to question himself.
The State emphasizes "there was no trial in this case, and trial was never likely." But a trial was not essential to showing Said's representation through the plea proceedings was adversely affected by the conflict. The State insists Ramirez's singular strategy was to avoid trial and plead guilty. That is true only to the extent Ramirez wished to remain eligible for cancellation of removal by accepting the plea offer-his entire representation by Said, an immigration attorney, was motivated by a desire to avoid removal proceedings. By pleading guilty as he did here, Ramirez did not escape that consequence. The pull between Said's obligation to testify if called by the State at trial and his duty to vigorously represent Ramirez at the plea stage materialized into an actual conflict of interest adversely affecting his representation of Ramirez. His counsel's actual conflict of interest rendered Ramirez's plea unknowing and involuntary. We reverse the conviction and sentence and remand for further proceedings consistent with this opinion.
Having concluded reversal of Ramirez's conviction is warranted on the conflict-of-interest ground, we could stop here. But because we find an alternative ground for reversal based on attorney Said's failure to adequately advise Ramirez of the immigration consequences of his guilty plea, we choose to address that issue as well.
3. Guilty Plea to a Crime of Moral Turpitude
Ramirez contends Said was remiss in recommending he plead guilty to fourth-degree fraudulent practice without adequately advising him of the immigration consequences-specifically that it was a crime of moral turpitude that would result in Ramirez losing eligibility for cancellation of removal. The State argues Said met his duty by generally advising Ramirez the plea could have adverse immigration consequences because characterization of the crime as one of moral turpitude was an unsettled question of federal immigration law. The State further contends Ramirez is unable to show prejudice because he had no plausible chance of acquittal and would not have reasonably rejected the plea offer to a lesser offense. 20
An attorney's performance is constitutionally deficient when the attorney fails to advise the defendant on the immigration consequences of pleading guilty.
Padilla
,
The district court found Said failed in an essential duty-Said knew the Eighth Circuit considered fraudulent practice to be a crime of moral turpitude and still did not specifically recall advising Ramirez of that fact. The court found Said "was personally aware that fraudulent practice in the fourth degree would be considered a crime of moral turpitude and result in the denial of [Ramirez's] cancellation of removal." On appeal, the State suggests the immigration consequences of the plea were debatable. 21 But the court found, "The deportation consequences of the particular plea were not unclear or uncertain to Said-he was fully aware of the consequences his client would face." The court concluded because a "reasonably competent" attorney would have advised a client of these consequences, Said failed in an essential duty. Upon our review of the record and giving appropriate weight to the district court's credibility assessments, we agree Said's performance fell below an objective standard of reasonableness.
But, the district court went on to find Ramirez had not shown prejudice. The court saw no reasonable probability Ramirez would not have pleaded guilty and insisted on going to trial given the fact he admitted his actions to the DOT. The court concluded forgoing a plea to a lesser offense would not have been rational and negotiating a plea to a different subsection-not considered a crime of moral turpitude-would have been unlikely.
We disagree with the district court on the prejudice prong. Ramirez testified if he had been told pleading guilty would have resulted in his removal from the country, he would have gambled on a trial. By going to trial, Ramirez would have faced conviction for third-degree fraudulent practices, categorically a crime that would make him ineligible for cancellation of removal, as an aggravated misdemeanor. 22 But pleading guilty to fourth-degree fraudulent practice-considered to be a crime of moral turpitude-posed the same risk of removal.
If Ramirez had been correctly advised of the immigration consequences, he could have "rationally decided to hold the State to its burden of proof" since he had nothing to lose by doing so.
Diaz
, 896 N.W.2d at 734 ;
see
State v. Ali
, No. 16-0378,
With a non-conflicted attorney who competently advised him about the immigration consequences, Ramirez might have also pursued pretrial evidentiary claims or insisted on negotiating a more favorable plea. Based on this ineffective assistance claim, as well as the conflict-of-interest ground, we reverse Ramirez's conviction and remand for further proceedings.
REVERSED AND REMANDED.
Throughout the record, the applicant-appellant is identified by the surname Ramirez, so we will do the same in this opinion.
Immigrants in removal proceedings may obtain a cancellation of removal, if eligible.
See
8 U.S.C. § 1229b(b)(1) (2011). Immigrants are ineligible if they have been convicted of an aggravated misdemeanor (
But under federal law, it is considered an aggravated felony; the immigration consequence would have included ineligibility for cancellation of removal. See U. of Iowa C. of L., Advanced Immigration Law & Policy Project, Immigration Consequences for Iowa Criminal Statutes 213-14 (2015), hereinafter Immigration Consequences .
No evidence in the record supports the element of fraudulent practice in the fourth degree that services involved "exceed[ ] two hundred dollars but do[ ] not exceed five hundred dollars."
"In all criminal prosecutions, the accused shall enjoy the right ... to have the Assistance of Counsel for [their] defence." U.S. Const. Amend. VI.
"In all criminal prosecutions, and in cases involving the life, or liberty of an individual the accused shall have a right to ... have the assistance of counsel."
Chief Justice Cady filed a separate opinion concurring in the result only.
Justices Wiggins, Hecht, and Appel dissented. Justice Wiggins wrote to criticize the plurality for disregarding the applicability of the right to counsel under the Iowa Constitution "in cases involving the life, or liberty or an individual."
Senn
,
Said has been disciplined for ethical violations in his representation of clients, particularly in his immigration practice.
See, e.g.
,
Iowa Supreme Ct Attorney Disciplinary Bd. v. Said
,
Neither article I, section 10 nor the Sixth Amendment apply in immigration cases.
Ruiz
,
Justice Appel, joined by Justices Wiggins and Hecht, specially concurred, agreeing the right to counsel under either the federal or state constitution did not attach when Ruiz's lawyer "gave him poor advice in his office. At that point, the adversarial power of the government had not focused on him at all. Indeed no investigation of any kind was underway."
Miranda v. Arizona
,
In reply briefing, Ramirez raises Said's alleged violations of the Iowa Rules of Professional Conduct as proof he breached a duty and argues it is good public policy for the right to counsel to attach earlier in this case. Ramirez complains, "It would be fundamentally unfair to enable an attorney to continue this business model of retaining clients, gaining confidential information, disclosing that confidential information to law enforcement to initiate criminal charges, and then demand another retainer to represent them" in the criminal case. First, we generally do not address issues first raised in a reply brief.
Villa Magana v. State
,
The State does not dispute the right to counsel had attached at this point.
The State complains Ramirez is presenting a different issue on appeal than he did in the PCR proceedings. Because we read his amended PCR application as encompassing this issue, we find error was preserved.
We find it significant that Said believed being listed as a prosecution witness would have presented an actual conflict of interest had the case proceeded to trial. His belief undermines the State's argument on appeal that Said was not an essential witness and the prosecution could have proved its case by calling only the DOT investigator.
The rule lists three exceptions: (1) the lawyer's testimony relates to an uncontested issue, (2) the testimony relates to nature and value of legal services rendered in the case, or (3) disqualification of the lawyer would work a substantial hardship on the client. Iowa R. Prof. Conduct 32:3.7(a)(1)-(3).
The Sixth Amendment requires automatic reversal "only when the trial court refuses to inquire into a conflict of interest over defendant's or counsel's objection."
Vaughan
,
We look to Justice Appel's special concurrence in Vaughan where the attorney helped a witness approach the State with evidence against his own client:
To me, it is astonishing that a lawyer representing an accused in a criminal matter would facilitate the discovery of evidence by the prosecution adverse to his or her client. Yet, this is precisely what occurred here. When Vaughan's attorney learned from Cline [whom the attorney also represented] that Cline wanted to speak to the prosecutor about Vaughan, it was obvious Cline did not intend to assist in Vaughan's defense. At that point, Vaughan's attorney should have refused to contact the prosecutor on behalf of Cline. Instead, he facilitated the prosecution's receipt of evidence adverse to his client. When he did so, he was not acting zealously on behalf of Vaughan. It was a disloyal act.
Vaughan
,
Ramirez also suggests, as he did at the PCR trial, that Said should have done more to negotiate a guilty plea to a misdemeanor arguably outside the class of offenses considered "crimes of moral turpitude" and therefore avoid ineligibility for cancellation of removal. He mentions this claim in passing, but it is not fully briefed for our review. Ramirez does not specify what statutory provision would have made for a more desirable plea offer. We will not consider this undeveloped argument beyond noting, again, the record reveals no factual basis for the plea to fourth-degree fraudulent practice. The record does show a factual basis for third-degree fraudulent practice, which is an aggravated misdemeanor and would have rendered Ramirez ineligible for cancellation of removal. See Immigration Consequences , supra 213-14.
In support of this position, the State provides additional authority.
See
Martinez v. Sessions
,
An aggravated misdemeanor carries other immigration consequences including mandatory detention and a permanent reentry bar. See Univ. of Iowa Coll. of Law Advanced Immigration Law & Policy, Immigration Consequences for Iowa Criminal Statutes (2015) 213.
Case-law data current through December 31, 2025. Source: CourtListener bulk data.