For the 2009-10 season, the Kings partnered with Carl's Jr. to create a series of videos in which Kings organization members competed against Carl's Jr. organization members. The first installment in which Bailey appears is a spoof on Carl's Jr.'s commercials, with Bailey replacing scantily clad actresses.
Since 2013, Bailey has been involved in a Twitter feud with former WWE superstar CM Punk, a Chicago native and die-hard Chicago Blackhawks fan. During the 2014 playoffs when the Blackhawks faced the Kings in the Western Conference Finals, the two made a bet on the series stating that the loser must upload a picture of themselves wearing the winning team's jersey. Ultimately, Punk posted a picture of himself in front of United Center in Chicago wearing a Kings jersey after the Kings eliminated the Blackhawks in seven games.
In the fall of 2014 during a Blackhawks-Kings game at Staples Center Bailey jumped off his ATV and delivered an elbow drop to Punk in the backstage area, in what was a rather comedic bit of their feud.