Nah...Kelly would be a mess!

Whatever the future would hold for Kelly, I don't see it being so rosy; the only mild enough respect for authority he holds through the show (and increasing cynicism in later episodes that he, heh heh, wrote such as HOME FOR JUDGEMENT) makes me think he would not be a career ladder-climbing type in the service. The one thing he would never have would be a corner office -- that was as "Sheldon Leonard" as it gets (as a traveling tennis bum, it was clear agent or no the 9-5 life wasn't his)...also, while he professed love for a lot of women who luckily died or turned out to be communist agents, I don't see him settling into anything like a long-term relationship. Indeed, I would see him going on as long as Scotty was around, and when/if Scotty would quit first (which he would do, I found his development in the tv movie plausible enough), at best I could see him using his tennis bum status to hook up with a wealthy woman and live out his years in wealth and travel, probably cheating a lot. Either that or completely melting down and selling rugs in a little shop in Mexico.

That's about the best I can see for him!