There are good and bad aspects to this show. If I was rating the first two or three seasons I would have ranked it higher, but as the seasons progress it gets more and more repetitive and the same schtick over and over and over.

Most of the content is pretty hilarious but they wear out the welcome on it rapidly. For instance, the "S" at the end of every word for Squirrelly Dan is kind of funny at first but then it's just obnoxious after a season or two and seems to be ramped up to be even more obnoxious to the point of nauseam by season 4. Sort of like when you use the same joke that got belly laughs from your friends but then keep telling it over and over where it becomes an eye roll then just "get new material, dude" eventually.

This is echoed in a lot of the skits, where they latched on to a funny routine but just beat it like a dead horse over and over again. The hockey players, Jonesy and Reilly had these funny exchanges for 30 seconds with this chain of hockey and workout terms, then it would become a two or three minute non-stop tirade of these. Once that got old the show gave them new roles in the show and wore it out with a different context eventually.

The same problem as the hockey guys is a recurring problem with 1) the two gay gym guys, the first time it was a bit over the top but funny and turned into a long and cringe worthy monologue, 2) the "gay but not gay" preacher, is just too much after you see it once or twice, 3) Stuart and his other skids, funny for a while but well worn quickly, 4) Gail the bartender, funny and disturbing at first then just over the top and stupid as the show progresses.

Everything except the plot of the four main characters is just on repeat almost every episode. I can't think of any other show where the four or five cast members get new plots and material every episode but the rest of the cast does and says almost the same things, it's just like a broken record. You really notice this if you decide to binge watch Letterkenny, perhaps it's not as apparent if you just watch one episode every week or two.

This also gets far more agenda driven by season 3, very political (and one episode is so cringe worthy that I almost pulled the plug because they just really piled on the extreme bias, hard). You can tell they got heavily influenced by several "groups" over time, as they do some very obvious pandering to make them happy.

I still watch the show, but now just as a filler and I fast forward past the most cringe of the content - the problem is that is becoming more and more of the show by season 6.