The government appeals from an order of the United States District Court for the Eastern District of New York (Korman, J.) dated November 19, 1990 that granted defendant Terrance Anderson’s motion to suppress his confession upon a finding that it was procured in violation of
Miranda v. Arizona,
FACTS
On June 14, 1989 Agent Patrick Valentine, a supervising special agent of the United States Drug Enforcement Administration (DEA), acting pursuant to a warrant, arrested Terrance Anderson in Brooklyn, New York after he left the Guy Food Store. Valentine informed Anderson he was under arrest for conspiracy to distribute cocaine as a member of the Alfred Jonas narcotics organization. Later, while both were seated in a government car, he advised Anderson of his Miranda rights by reading them to him from a DEA printed card. Each right was read individually and Anderson responded that he understood them. When asked if he wanted a lawyer present before answering any questions, Anderson replied that he did not need one.
Valentine then proceeded to tell Anderson that if he asked for an attorney, no federal agents would be able to speak to him further; the agent added “this [is] the time to talk to us, because once you tell us you want an attorney we’re not able to talk to you and as far as I [am] concerned, we probably would not go to the U.S. Attorney or anyone else to tell them how much [you] cooperated with us.” The “if you want a lawyer you can’t cooperate” language was repeated three times, after which Anderson made several incriminating statements admitting he was a “small time” drug dealer working with Alfred Jonas.
Valentine testified he then asked Anderson how many people were in the Guy Food Store (where the agents were about to execute a search warrant), whether people there might have guns, and whether there were drugs on the premises. The defendant was unable to answer the first two questions, and “danced around” the third, according to the agent, in a frustratingly evasive manner. Valentine testified he then told him: “ ‘You’re not helping us at all here. Time is of the essence. We’ve got a search warrant here. We’re going to do this and then we’re going to take you downtown.’ ” At this point the agent ended his interrogation and returned to the store where he and another agent executed the search warrant and arrested several of defendant’s co-conspirators, including Jonas.
While Anderson was at the scene in the back of the car, he screamed at another agent, Arnold Moorin: “I have to talk to you. I’m not the one you want. The one you want is a man named Alfred Jonas.” Moorin approached Anderson and replied: “you’re 100% correct. We just locked him up. Now is not the time to talk to me, just wait until we get back to the office.” After the DEA agents transported Anderson to their office at Federal Plaza in Manhattan, an agent there asked Anderson if he wanted to make a statement. Anderson said he did, and Moorin was called into the room. Moorin told Anderson that if he wanted to make a statement he had to read and sign a waiver of rights form, and then have his statement taken down in writing. Moorin also said it would be in Anderson’s best interest to cooperate fully, and that he would inform the U.S. Attorney’s Office of Anderson’s cooperation. Moorin testified he was trying to get from Anderson the location of a so-called “stash” house where he thought there might be a large quantity of drugs.
*98 The waiver of rights form was read to Anderson, who said he understood it. After signing the form, defendant made a second statement in which he admitted to being an “enforcer” for the Alfred Jonas crack organization, and gave details regarding other members and their roles in the organization.
In suppressing Anderson’s statements to agents Valentine and Moorin, the district court ruled that because agent Valentine’s statements were factually and legally erroneous they effectively undermined the
Miranda
warnings given Anderson and, in effect, compelled him to talk. In a subsequent opinion, dated December 11, 1990,
DISCUSSION
I The Miranda Warnings
The district court based its decision to suppress Anderson’s statements in part on its conclusion that the
Miranda
warnings administered initially by Agent Valentine failed to overcome the “presumption of coercion” those warnings were designed to dispel. We review the warnings not for whether they adhered to a certain form, but for their substance.
See Duckworth v. Eagan,
All the Miranda bases were touched in the initial warnings agent Valentine gave Anderson. It was at this point— after the warnings were complete and Anderson had agreed to speak further with the agent without a lawyer present — that Valentine should simply have taken defendant’s statement. Instead, the agent told defendant that if he asked for a lawyer it would permanently preclude him from cooperating with the police. Thus, the issue before us is not whether the Miranda warnings were adequate. It is quite clear that they were. Rather, we must decide whether the agent’s statements — made immediately after the warnings were given— coerced the defendant into confessing. We therefore address the propriety of the agent’s post-Mrcmcia-warning statements in the context of their impact on the volun-tariness of defendant’s confession.
II The First Confession
The district court, in suppressing Anderson’s statements, relied on its conclusion that they were coerced, in violation of the Fifth Amendment. The police may use a defendant’s confession without transgressing his Fifth Amendment right only when the decision to confess is the defendant’s free choice. Since custodial interrogation is inherently coercive,
see New York v. Quarles,
By administering the Miranda warnings police protect and reinforce the citizen’s Fifth Amendment right against self-incrimination. Because in-custody interrogation contains psychological pressures that cause a suspect to speak when he would otherwise remain silent, the prosecution must *99 show that this safeguard of informing the accused of his rights was actually employed, so that a right enshrined in the words of the Constitution is not lost in the reality of the street.
A confession is not voluntary when obtained under circumstances that overbear the defendant’s will at the time it is given.
See Lynumn v. Illinois,
The district court did not consider these factors in making its decision. Instead, it held that because the agents' statements to the defendant were intended to trick and cajole the defendant into confessing, it was impossible to find that he waived his rights voluntarily. Though the “trickery” premise is correct, the district court’s conclusion respecting the “impossibility of a waiver” is not. Trickery does not make it impossible per se to find that a defendant voluntarily waived his rights. For example, the facts could reveal that the suspect was knowledgeable about Miranda waivers in federal court, and therefore highly unlikely to be tricked by an agent’s statements. Hence, the application of a per se rule is inappropriate.
Regardless of whether the agent’s statements were false, misleading, or intended to trick and cajole the defendant into confessing, specific findings must be made that under the totality of the circumstances — considering the three listed factors — the defendant’s will was overborne by the agent’s conduct. The error does not compel reversal of the district court’s decision, since the voluntariness issue presents a legal question that we review
de novo. See Miller v. Fenton,
We look first at defendant’s background. He had been arrested 12 times previously and on 11 occasions pled guilty to the crime charged. The government believes this experienced criminal background proves his statements were freely given. We disagree. Nothing in the record reveals that on the prior occasions Anderson was given Miranda warnings or that he waived his rights, or in fact made any statements to the police. His background suggests familiarity with the criminal justice system generally; it does not intimate any knowledge of the rules regarding the benefits of cooperating with the government in federal court. See United States Sentencing Guidelines (Guidelines) § 5K1.1. Thus, this accused’s background does not support the government’s notion that Anderson’s confession was voluntarily given.
The conditions under which interrogation occurred is the next factor to be analyzed. After being arrested for a narcotics conspiracy, Anderson and his female companion were placed in the back seat of the government vehicle, where he received the Miranda warnings. The fact that the questioning took place in close quarters is not significant in determining whether Anderson’s statements were voluntary. Standing alone, the conditions of interrogation in this case do not point either way.
*100
Critical in this case is the final factor, that is, the conduct of the law enforcement officers. Supervising Agent Valentine candidly admitted he told Anderson three times to choose between having an attorney present during questioning,
see Edwards v. Arizona,
The government argues the agent’s statements were not false or misleading in the context of this case because while cooperation is ordinarily possible after counsel has been retained, here Valentine sought specific information prior to executing a search warrant, information only Anderson could immediately supply. The exigency argument fails for two reasons. First, agent Valentine’s testimony significantly undercuts reliance on the argument. Unlike the circumstances in
Quarles,
Second, even if Valentine’s statements were not false, that is, it was true Anderson would lose the ability to provide some cooperation by supplying information relevant to execution of the warrant, Valentine’s representations were nevertheless misleading since Anderson could still provide other cooperation at a later date. It is routine for individuals to provide cooperation to the government on matters completely unrelated to the crimes with which they are charged such as aiding in later government “sting” operations. The agent’s statements ruled out that possibility, and may have created in Anderson’s mind a false sense that he must confess at that moment or forfeit forever any future benefit that he might derive from cooperating with the police agents.
We think these kinds of misleading statements pose a serious constitutional problem. Although “[p]loys to mislead a suspect or to lull him into a false sense of security that do not rise to the level of compulsion or coercion to speak are not within
Miranda’s
concerns,”
Illinois v. Perkins,
— U.S. —,
*101
In
Miranda
the Court expressly disapproved deceptive stratagems such as giving false legal advice, stating: “any evidence that the accused was threatened, tricked, or cajoled into a waiver will, of course, show that the defendant did not voluntarily waive his privilege.”
Miranda,
The government contends that Agent Valentine’s conduct was no more coercive than that previously approved. It cites a number of cases to support that proposition. The government’s cases are distinguishable. In
United States v. Bye,
The key feature distinguishing
Bye
from the instant case is that everything the agents said in
Bye
was true; here the agent misled Anderson in order to get his confession. Every case relied on by the government is similarly distinguishable.
See United States v. Tutino,
Green v. Scully,
Nor can
United States v. Guarno,
As a consequence, though the government is correct in arguing the district court erred by applying inappropriate legal standards to the facts of this case, it is wide of the mark when it asserts that Agent Valentine’s conduct was no more coercive than conduct permitted by our decisions and those of the Supreme Court. Under the totality of the circumstances, Agent Valentine’s statements contributed to the already coercive atmosphere inherent in custodial interrogation and rendered Anderson’s first confession involuntary as a matter of law.
Ill The Second Confession
The district court also suppressed Anderson’s second statement to agent Moo-rin at DEA headquarters, observing that prior to the second interrogation something more than another Miranda litany was required to dispel the effect of the coercive tactics used to obtain the first confession.
In
Oregon v. Elstad,
In the instant case we have held that agent Valentine coerced Anderson’s first confession with improper tactics. Moreover, nothing in the record suggests that the taint clinging to the first confession was dissipated. No significant time elapsed between the first questioning by agent Valentine and when Anderson made his statement to agent Moorin. The suspect was at all times in custody and under close police supervision with the same agents present on both occasions. Agent Moorin made no effort to dispel the original threat. In fact, his statement that Anderson “could only help himself by cooperating” only reaffirmed agent Valentine’s earlier coercive statements. The district court correctly found a continuing presumption of compulsion applied to the second statement. Hence, Anderson’s waiver, tainted by the earlier, coerced confession, was also involuntary and should be suppressed. Moreover, suppression of the second statement here also serves the objectives of deterrence and trustworthiness. It operates as a disincentive for police to coerce a confession by threatening a defendant with false and/or misleading statements. The fact-finding process is also enhanced since a confession obtained in the manner this one was may be untrustworthy.
*103 CONCLUSION
The order of the district court is accordingly affirmed.
Notes
. Semele who loves the god Jupiter is not content with his human guise and tricks him into revealing his god-like nature. When he appears in his "thunders and lightnings," it is too much for her mortal frame, which is consumed to ashes. C.M. Gagley, The Classic Myths, 71, 72 (Rev. ed. 1939).
