Milford Man Sentenced to 12 Years in Federal Prison for Enticing Minor to Engage in Sexual Activity

David X. Sullivan, United States Attorney for the District of Connecticut, announced that JOSHUA BAILEY, 46, of Milford, was sentenced today by U.S. District Judge Sarala V. Nagala in Hartford to 144 months of imprisonment and 10 years of supervised release for enticing a minor to engage in sexual activity.

According to court documents and statements made in court, on March 12, 2024, Elizabeth Jordan, after sustained pressure from Bailey, engaged in sexual activity with a minor who was 17 and livestreamed the activity to Bailey using Facebook messenger. A subsequent search of Bailey's phone revealed a series of screenshots of Jordan and the minor engaged in sexual activity.

Bailey and Jordan have been detained since August 2024 when they were arrested for related state offenses. On November 3, 2025, they each pleaded guilty in federal court to enticement of a minor to engage in illegal sexual activity.

Judge Nagala ordered Bailey to pay $5,000 pursuant to the Justice for Victims of Trafficking Act of 2015, and $10,000 pursuant to Amy, Vicky, and Andy Child Pornography Victim Assistance Act of 2018.

Jordan, 43, of West Haven, is awaiting sentencing.

This matter was investigated by the Federal Bureau of Investigation and the West Haven Police Department. The case is being prosecuted by Assistant U.S. Attorney Edward Chang.

This prosecution is part of the U.S. Department of Justice's Project Safe Childhood Initiative, which is aimed at protecting children from sexual abuse and exploitation. For more information about Project Safe Childhood, please visit https://www.justice.gov/psc.

To report cases of child exploitation, please visit https://www.cybertipline.comLinks to other government and non-government sites will typically appear with the "external link" icon to indicate that you are leaving the Department of Justice website when you click the link..