I like the shot of Harris skipping--could you, instead of the music, loop in the dialogue from Zell: "It looks too desperate if you run to a meeting," which may explain why he is skipping?
That line is already in the film when Harris and Harry have their lunch meeting a few scenes earlier. I'd have to just put in some traffic and skipping noises from... somewhere if I'm going to keep it.
The skating argument: I think it goes in right after the bad weekend at el Pollo del Mar. Currently there are several scenes with Harris wooing Sara. (Oh point birds oh pointy pointy...). This scene is similar in style but instead of trying to win her, he is being kind of mean saying he's glad he found out now that she's a week, uncommitted person and not the type he is looking for at all.