That Mob Boss...
 

I'm wondering, do you think it'd be a funny running gag seeing the mobster from episode 1 in the background of multiple episodes, going about his "business" with the Turtles paying him no mind until maybe the end of the 1st season where he becomes a key player or the team sort of just accidental bring him to justice?

Assuming you meant mobster, not monster, and mean that guy seen just before they went diving into the pool... that is a great idea, I like it. :D

I did mean that mobster....stupid autocorrect.

Since the first time I’ve saw the clip, I figured this had to be foreshadowing.

A pretty good gag to have in the show. Like that homeless guy in 2012.

What if when the turtles finally confront him, we find out that he's not a bad guy at all?

like he's really a undercover cop or something?

I hope he'll turn out to be the violent vigilante himself - Casey Jones! :D

Unless I'm mistaken, we're talking about the guy at 1:45 in this sneak peek, right? (Sorry, wanted to post an image but imgur is giving me an error. :roll:)

I assume that is highly unlikely to be Casey, but I'd laugh my ass off if it was. At this point.... well, why the hell not. Just do it.

Grizzled undercover cop Casey Jones...