I don't think the way continuity's being handled now is necessarily bad -- I kind of enjoy it myself. But I do think any more than the current level would be detrimental. At least for this version of the Sam & Max universe, the balance achieved between order and chaos chronology-wise has been a pretty good one so far.
Getting back to the main point ... yeah, I'm kinda done with Max being president. In terms of story and puzzles, there's certainly much that comes in handy when one of your main characters is the leader of the free world. And in execution, it's been a fun ride. But it feels like the best aspects of Max being president were exhausted by the end of last season. (Well, sans the scene in 301 where Max says, "Yeah, I'm pretty much the one in charge here!" That was pretty funny). Maybe something that happens later in Season 3 will change my mind, but for right now ... eehhhh.
... And actually, this reminds me of something else that's been bugging me, but didn't really niggle at the back of head until a few days ago. When you have Sam ask Max about his presidency, Max stops short of outright admitting that he's paid off Jimmy Two-Teeth and his family to spread the Bubonic Plague in order to ensure his re-election. Now I totally understand and appreciate the dark humor here, but coming from Max it seems like an awfully ... calculating thing to do, y'know? It doesn't seem to square with his inherent impulsiveness and gnat-like attention span. Am I the only one bothered by this? It's not really a big deal, but it doesn't quite settle right with me -- kind of like how having Leonard locked in Sam & Max's closet for so long became more of a "nervous laughter" type of running gag than something genuinely funny.
"Plato was a bore."
You crack me up, Nietzsche!