District Attorney Hoovler Announces Burglary Plea for Serial Recidivist

Jason Simpson Pled Guilty to Attempted Burglary in the Second Degree

Four-time Felon Expected to be Sentenced to 12 Years to Life inPrison

Orange County District Attorney David M. Hoovler announced that on Monday, February 24, 2025, Jason Simpson, 44, of Middletown, pled guilty in Orange County Court to Attempted Burglary in the Second Degree.  Under the plea agreement announced on the record at the time that Simpson pled guilty, it is expected that he will be sentenced to twelve (12) years to lifein prison when he is sentenced on April 9, 2025.  This is Simpson’s third violent felony conviction and fourth felony conviction in total.

As alleged in documents filed and statements made in court, on October 13, 2024 at approximately 11:20 p.m., the victim was asleep in her residence in the City of Middletown and was awakened by the defendant turning on the light, placing his hand on her mouth and telling her to be quiet or that he would kill her.  Simpson then started to pull her shirt down but fled after hearing people approaching.  Simpson was found by police around the block and confessed to the police what had occurred.  At the plea proceedings, Simpson admitted to attempting to enter the residence with the intent to commit a crime therein. 

District Attorney Hoovler thanked the City of MiddletownPolice for their investigation which led to the arrest of Simpson. 

“The admitted conduct of this defendant is terrifying and the worst nightmare of every resident,” said District Attorney David M. Hoovler. “In light of his repeated, violent criminal history, this defendant will face a life sentence, which is an appropriate punishment.  The residents of Orange County deserve to feel safe in their homes, and the long incarceratory term expected to be imposed in this case will help to make our communities safer.  I commend the work of the City of Middletown Police Department who ensured this defendant was held to account for his crimes.”

The case is being prosecuted by Senior Assistant District Attorney Nicholas Mangold. 

A criminal charge is merely an allegation that a defendant has committed a violation of the criminal law, and it is not evidence of guilt. All defendants are presumed innocent and entitled to a fair trial, during which it will be the State of New York’s burden to prove guilt beyond a reasonable doubt.

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