OPINION OF THE COURT
Catterson, J.This appeal arises out of a judgment of conviction upon the defendant’s plea of guilty to certain felony charges related to an incident on January 15, 2005. On appeal, the defendant claims that he should be permitted to withdraw his guilty plea and that his conviction should be vacated on the grounds, inter alia, that it was the product of undue coercion by the court.
Although the defendant neither sought to withdraw the plea nor moved to vacate the judgment, as a matter of discretion in the interest of justice, for the reasons set forth below, we review the claim and allow the defendant’s withdrawal of his guilty plea and hereby vacate his conviction and remand to the Supreme Court for further proceedings.
The defendant was charged with burglary in the first degree, attempted rape in the first degree, four counts of sexual abuse in the first degree, and assault in the second degree. He was arraigned on the indictment on February 24, 2005, and pleaded not guilty. At that time, the People offered a plea involving a sentence of 20 years. The defendant filed an omnibus motion which was considered by the court on July 19, 2005. The court granted a Huntley hearing and adjourned the case until September 14, 2005 for hearing and trial.
*116On September 14, 2005, the People answered not ready, and requested an adjournment until September 26, 2005 to secure the testimony of an eyewitness. The People also indicated that they would accept a plea of 15 years if defendant was willing to plead guilty on that day.
The judge responded by advising the defendant that after that day, “there would be no further discussions ever ... I will never repeat it again nor will the District Attorney nor will anybody else. He is looking at obviously a lot more time.” The defendant indicated that he did not understand the plea offer and wanted time to consider it. The judge adjourned the case to shortly before the hearing and trial scheduled for September 26 in order to give the defendant time to decide whether or not to accept the plea offer. The judge further warned the defendant that he would not entertain any pleas on September 26 and stated that if the defendant wanted a plea on that day, he was not going to get it.
On September 26, 2005, the People again answered not ready since their witness was out of the country and would not be available to testify until October 27. When the prosecutor requested that the time be excluded, the judge did not rule on the request but instead told defense counsel that if counsel tried to file a speedy trial motion on October 27, he would be “very upset.” On October 27, defense counsel filed an order to show cause seeking the defendant’s release. The judge responded that the case was going to be marked ready for trial the following day. Defense counsel also advised the court that the defendant was filing a CPL 30.30 speedy trial motion pro se and that defense counsel was filing a motion in support. The judge denied all motions and adjourned the case for trial.
On Friday, October 28, during the defendant’s Sandoval hearing, the court stated:
“[L]et me start off by saying on the record that it is my hope that Mr. Fisher gets a fair trial because frankly I believe in giving evérybody a fair trial and I also believe that when somebody commits a crime of this nature that if they are convicted that they should get the maximum sentence allowable by law and so the last thing in the world I want to create is reversible error and I’m very careful about that and I have a record of getting reversed very few times so we’re going to give him a fair trial. If he’s acquitted, he is acquitted but if he’s convicted he will be a very *117old man when he gets out of jail because whatever is the maximum sentence allowable by law he will get it” (emphasis added).
The judge observed that the sentence for a predicate felony offender was 8 to 25 years, but that the defendant was “guaranteed” to get 20 to 25 years. The judge announced that the trial would proceed, and he would not entertain any further plea bargains, and that if convicted, the court would “deal with it” by giving defendant “what sentence [he felt] was appropriate.” Despite these declarations, on Monday, October 31, 2005, the judge agreed to accept a guilty plea to first degree burglary and first degree attempted rape in return for a prison sentence of 17 years followed by five years of postrelease supervision. When the defendant returned to court on November 23, 2005, he was sentenced according to the terms of the plea agreement.
Upon conviction, the defendant executed a waiver of his right to appeal which specifically did not apply to (1) a constitutional speedy trial claim, (2) a challenge to the legality of the sentence promised by the judge, (3) a challenge to defendant’s competency to stand trial, and (4) the voluntariness of his waiver of his right to appeal. Unquestionably, the defendant should have preserved a claim of coercion by the court by requesting to withdraw his guilty plea pursuant to CPL 220.60 (3), or by filing a motion to vacate judgment pursuant to CPL 440.10. However, we review his claim in the interest of justice.
It is well settled that a threat to impose a maximum sentence if the defendant is convicted goes beyond a description of the possible sentencing exposure and has consistently been held impermissibly coercive. (People v Richards, 17 AD3d 136 [1st Dept 2005]; People v Stevens, 298 AD2d 267 [1st Dept 2002], lv dismissed 99 NY2d 585 [2003]; People v Sung Min, 249 AD2d 130, 131-132 [1998].) A defendant’s exercise of his right to trial is wrongly burdened when a court expresses its intent to impose the maximum sentence after trial, but a significantly shorter sentence if he accepts a plea. (Sung Min, 249 AD2d at 132.) Further, though allegations of coercion made off the record normally warrant an evidentiary hearing, where the coercive threat is in the record the defendant is entitled to withdraw his guilty plea. (See e.g. Sung Min, 249 AD2d at 131.)
While the People concede that the court’s remarks made in defendant’s presence could be considered coercive, this Court goes further and views the remarks as definitely so, since they were made before plea negotiations were concluded. In this *118case, the record shows that the judge made the following remarks during the defendant’s October 28, 2005 Sandoval hearing:
(1) “I . . . believe that when somebody commits a crime of this nature that if they are convicted that they should get the maximum sentence allowable by law.”
(2) “[I]f he’s convicted he will be a very old man when he gets out of jail because whatever is the maximum sentence allowable by law he will get it.”
(3) “So it’s very very possible that he would be looking at, if he gets convicted, anywhere between twenty and twenty-five years. I guarantee you it will not be less than that.”
As the People correctly concede, these remarks are improperly coercive when made in the course of plea negotiations.
A plea is voluntary if it represents a choice freely made by the defendant among legitimate alternatives. (People v Grant, 61 AD3d 177, 182 [2d Dept 2009].). The court considers several factors to determine the voluntariness of a plea:
“(1) the knowledge, intellect and criminal experience of the defendant; (2) the seriousness of the crime and the ‘nature of the crime as clearly understood by laymen’; (3) the competency, experience and level of participation of counsel; (4) the rationality of the plea bargain; and (5) the speed or slowness of procedure in the particular court.” (People v Montford, 134 AD2d 207, 208 [1987], lv denied 70 NY2d 1009 [1988], quoting People v Nixon, 21 NY2d 338, 353 [1967], cert denied sub nom. Robinson v New York, 393 US 1067 [1969].)
The People argue that three factors, the defendant’s experience with the justice system, the favorable terms of the plea, and the totality of circumstances, support that it was voluntarily entered. Although it appears that the defendant has experience with the legal system as evidenced by his record and the rationality of the terms of his plea could favor a view that the plea was voluntary, we disagree that the totality of circumstances relied upon by the People supports such a conclusion.
The People claim that the context, nature, and timing of the judge’s comments indicate that they were not coercive. The People contend that these remarks were made in the context of emphasizing the importance of a fair trial on the eve of trial rather than during plea negotiations. We disagree.
*119The judge may have stated several times that the defendant would be tried fairly, but he made these assurances while underscoring the fact that he was rarely reversed and that he had no intention of creating a reversible error in this case. Taken in context, such assurances together with the promise to impose the maximum sentence upon conviction sound like coercion rather than assurances of the court’s fairness.
The People further argue that the judge’s reluctance to entertain a plea is evidence that, in fact, he was not in favor of a plea agreement, and was not pressuring the defendant to plead guilty. However, again, viewed in context, the statements sound more like warnings to the defendant that he should take the plea, and take it sooner rather than later.
Ultimately, the People contend that by the time the remarks were made immediately prior to the Sandoval hearing, no plea offer was under consideration, so that the judge’s remarks were made outside of the plea proceedings and could not have been coercive. This argument is entirely unpersuasive since the defendant’s plea was accepted by the court just three days later on October 31, 2005. Hence, de facto, plea negotiations had not concluded at the time the subject remarks were made by the court. Indeed, the fact that the defendant was permitted to take the plea, and did so only three days after the remarks were made, not only strongly belies that argument but places the judge’s remarks squarely in the impermissible area of coercion.
Accordingly, the judgment of the Supreme Court, New York County (Budd G. Goodman, J.), rendered November 23, 2005, convicting defendant, upon his plea of guilty, of burglary in the first degree and attempted rape in the first degree and sentencing him, as a second felony offender, to an aggregate term of 17 years, should be reversed, as a matter of discretion in the interest of justice, the plea vacated, and the matter remanded for further proceedings.