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Ben arrived by bus in Philadelphia to meet with "Desert Rose", Sweet Dee's online alias. When he arrived, he was suffering from an injured knee and was in a wheelchair. This prompted Dee to deny that she was Desert Rose, and claim instead that she was Desert Rose's friend.
Later, Dee tried to set up her friend, Artemis, with Ben. To Dee's surprise, Ben stood and greeted Artemis. Dee then kicked out Artemis and clarified that she was, in fact, Desert Rose. ("The Gang Wrestles for the Troops")
Later, Dee told the gang that she had been dating Ben. They saw him waiting in a car in the summer heat for her, without cracking the windows. Dennis and Mac told her that Ben was probably running The D.E.N.N.I.S. System on her. She grew suspicious and wanted to be independent, so she left him during a picnic and got lost in the woods. The next day at a carnival she tried to make him jealous by flirting with a carny. He left her for Caylee because she "is a mean person." ("The D.E.N.N.I.S. System")
Ben was a guest on Frank and Dee's podcast. ("Mac's Big Break")
Later, Ben was rounded up as one of the potential fathers for Dee's baby, where he reveals that since their break-up, Dee has repeatedly pressured him into sex using harassment and bullying, leaving him an emotionally fragile mess. He is later seen at the party doing blow with Bill Ponderosa. ("Dee Gives Birth")
Dennis and Mac -- and then, later, Charlie and Dee -- try to get themselves out of the financial scams that they have gotten themselves into by triggering Ben's PTSD, which they both think will render him "putty in [their] hands". However, it turns out that Ben is not only free from PTSD, but he thought that his time in the Army during the war was fun due to actually being a computer programmer instead of a soldier and getting to travel the world and see exotic places. ("Mac and Dennis Buy a Timeshare")
- Season Five: The Gang Wrestles for the Troops, The D.E.N.N.I.S. System
- Season Six: Mac's Big Break, Dee Gives Birth
- Season Nine: Mac and Dennis Buy a Timeshare
- Ben's last name is not spoken in dialogue but his last name was shown on his uniform ("SMITH | U.S. ARMY").
- Since Frank gave Ben a pair of jean shorts as a little "thank you"-gift, he is constantly seen wearing those
shorts- something that has since become a running joke throughout the series.
- Ben likes to have his face painted. ("The D.E.N.N.I.S. System")
- Ben is a very soft and vulnerable person.("Dee Gives Birth")
- Ben was a computer programmer in the Army during the war, and saw no combat. ("Mac and Dennis Buy a Timeshare")
- Ben apparently sleeps in a 19th century style gown and nightcap, which the gang describes as looking like Ebeneezer Scrooge
- Ben: Dee, I don't like you.
- Dee: Well, how's that possible?!
- Ben: You're a mean person.
- Season Five, The D.E.N.N.I.S. System
- Z (to smiling Ben): Man... I used to have some jean shorts like that too. I slept in them shorts, man!.. Eventually, I blew the crotch out of them things. But you CAN'T wear 'em every day and expect for 'em to hold up!.. That was some nice-ass denim too. I miss them shorts... But you... you GOTTA take 'em off every now and then. You gotta take 'em off, son!..
- Season Six, Dee Gives Birth