On May 15, 2025, at approximately 7:00 PM, a family member reported that they dropped Jessie Naylor off at a residence in Fayetteville, NC. The family member gave him $20 and asked where he was going. Jessie stated he was going to a female acquaintance’s residence but did not provide an address. The family member advised that Jessie had recently sold his home and belongings and would normally stay in contact using different phone numbers. After not hearing from him for several months and confirming that none of his friends had heard from him, the family member filed a missing person report on October 29, 2025, at approximately 12:00 PM.