Josh

Josh was an ex-boyfriend of Ashlyn Shelley as of 2006. Their relationship ended when a friend of Ashlyn's saw Josh shopping for rings, and she did not feel ready to settle down.

Jake first heard from Josh when he had left a heartfelt message on Ashlyn's phone. When they finally met, Jake was uncomfortable, relating to his plight of being in love with a girl who doesn't return the feelings. Unable to turn him down outright, he simply explained that "her life" was a mess and that "she" was not up for a relationship at the time.

Physically, he is said to have similar features to Logan: tall with dark hair and a good physique. He is also friends with Ashlyn's other roommates, Dean, Billie and J.J.

Josh later encountered Jake-as-Ashlyn at a dance-club called Dad's, where they danced, drank, and proceeded to make out. Ashlyn spent the night at Josh's apartment, having lost her keys during the evening. Though initially shocked and mortified, Josh assured her that it was entirely innocent. They tentatively saw more of each other, with Ashlyn inviting him to Thanksgiving dinner in Providence, during which they bonded over a game of flag football. He also gifted her a silver necklace engraved with "anam cara," (Gaelic, meaning "soul friend.") He asked her to spend New Year's with him, but she declined,instead going to Montreal.

Josh was raised in foster care, and was not close with his foster parents.