Before he met Liz, Jon consistently failed to date any woman. This has been partly due to ridiculous pick-up lines, lack of social skills, his entire wardrobe of incredibly weird, flashy outfits, and his general awkwardness. A consistent running gag is Garfield coming back from a New Year's Eve party and asking how a solitary Jon enjoyed his TV movie and microwave popcorn. Every Friday night, he would invite Garfield to undertake in his Friday night festivities instead of inviting whichever woman he was trying to hook-up with. Otherwise, he would solely stare at his phone, desperately waiting in vain for a woman to call him. Jon's oddness and horrible fashion sense has often been the subject of teasing or outright mockery, usually from Garfield, as one of the major running gags in the series. Jon has a longstanding crush on Garfield's veterinarian, Dr. Liz Wilson.