Howard brought up that Artie flies his assistant, Teddy, with him whenever he travels, and that Gary was upset with Teddy. Howard then revealed Artie forgot to place the $200 bet on the Colts that Jon Hein asked him to make for him, so Artie instead gave Jon his $200 winnings out of his own pocket. Howard went on to say Gary was angry at Teddy because he thought Teddy should've taken the initiative of placing the bet for Jon himself. However, Artie explained that Teddy had a problem with one of his teeth while in Las Vegas, and ended up having emergency root canal surgery as a result.
To explain why he had a problem with Teddy, Gary said the Christmas gifts he bought Artie didn't arrive until the day after the final broadcast in December, and that he wanted to mail the package to Artie so that he could get it by Christmas. However, Teddy assured him he'd personally deliver the presents to Artie instead, but didn't do what he promised. Artie responded by saying he was happy with the job Teddy was doing, explaining that it was his fault Teddy wasn't able deliver Gary's present earlier. Howard then commented that he wanted the conversation to continue when Teddy was able to come into the studio to defend himself.