Never played the original Sam and Max but was a fan of the Monkey Island games that Lucasarts put out. Is this similar to that series and worth a look for someone unfamiliar with the franchise?
Monkey Island (LucasArts) are some of my favourite games, but I didn't really like TellTale's take on it. I've played Sam n Max season 1 (TellTale) and I definitely didn't think they were up to par with LucasArts. I also played one episode from this one, which was okay. I'd say $5 is a decent price for all the episodes. You could always just buy one and see if the rest are worth it - the episodes are pretty similar.