Prior sex offender sentenced to 37 years in federal prison as a result of ICE HSI joint law enforcement investigation

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FRANKFORT, Ky. — A Versailles, Kentucky, man was sentenced on Tuesday to serve 444 months in federal prison for production of child exploitation material.

The announcement was made by the U.S. Attorney for the Eastern District of Kentucky.

The investigation was conducted by U.S. Immigration and Customs Enforcement’s (ICE) Homeland Security Investigations (HSI) partnering with the FBI and Kentucky State Police.

Timothy Caylor, 49, pleaded guilty to production of child pornography in September 2021. According to his plea agreement, after receiving a complaint of a couple whose daughter had received inappropriate text and voice messages from Caylor, law enforcement went to his mother’s residence, where he was staying. Officers found him hiding in the bathroom and asked for his consent to search his phones, where they discovered child exploitation material, including images of unidentified minors. A search warrant from Caylor’s Instagram and Facebook revealed he induced two minors to take and send sexual images. Caylor admitted to contacting minors online as well as sending them sexual images.

Caylor was previously convicted of first-degree sexual abuse in Boone Circuit Court in February 1998.

Under federal law, Caylor must serve 85 percent of his prison sentence. Upon his release, he will be under the supervision of the U.S. Probation Office for life.

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HSI is a directorate of ICE and the principal investigative arm of DHS, responsible for investigating transnational crime and threats, specifically those criminal organizations that exploit the global infrastructure through which international trade, travel, and finance move. HSI’s workforce of over 10,400 employees consists of more than 7,100 special agents assigned to 220 cities throughout the United States, and 80 overseas locations in 53 countries. HSI’s international presence represents DHS’s largest investigative law enforcement presence abroad and one of the largest international footprints in U.S. law enforcement.

If anyone suspect a child might be a victim of exploitation, you are encouraged to call the HSI Tipline at 866-347-2423, or visit

Learn more about HSI Nashville’s fight against child exploitation in your community at @HSI_Nashville.