I think I agree with most of this. It's a genuinely funny show, maybe not laugh-out-loud but definitely nose-exhale and snort funny, and feels a lot like a proof of concept for you as a comedy actor more than a story, which isn't a bad thing if that's what you were going for. Meg's right- there's definitely an audience and a market for that, and for you.
I don't know if, based on the structure of the show as it stands, a season 2 would be valuable. There wasn't really a story, I know nothing about the characters past their surface jokes and interactions, and I know nothing about what your character wants except for to get back with Matt, which doesn't take us very far past what we've already seen. As a mini series on the web, that's enough, but I don't know what else this story or these characters (as portrayed) have to say.
What this show says to me is that you and your team are talented enough to make a series of single room, 2 person interactions entertaining, and you guys made those entertaining interactions look really professional (no major sound or camera issues, great production design). Whatever you decide to do from here, you've proved you have the chops to do it. So I think it's up to you.