I was always under the impression that death wasn't a prevalent factor in the Sam & Max .. crap, what's the word.. way of doing/presenting things? Damn, that doesn't sound like what I'm trying to say, argh and frustration.
You might occasionally see or hear about a person being killed, and the way they handled it in Season 2 with characters showing up in Hell was a nice touch, I even saw Chuckles from Season 1 at some point. But that was a lot of people that went blammo in the last episode, so I suppose I was a bit taken aback.
And there's really nothing wrong with a few reoccurring characters, especially if you're hesitant to make new ones on account of budget and/or time. I liked that Sybil constantly popped up, or that they kept Max as president, or that Bosco's paranoia would actually pay off and we'd also learn the cause.
I dunno, a reoccurring character is something you can work with and play around with. There's nothing wrong with writing them out cause that means you could always bring them back someday if you're struggling with an idea or a concept. I've never been a fan of killing off a character just cause they're not useful anymore, and have always docked points for shows and series that've done that in the past. Unless it's done in a way that doesn't seem convoluted or pandering to the audience.
DeSinge in episode 4, for instance, made sense because we were going to have the true villain show up and needed to do something about the current one. Twilight Princess, on the other hand, should've left Ganon out of it and continued to use Zant until the end.