I seem to remember one of the GTA games (maybe San Andreas?) had a stand up set from I think Ricky Gervais as something that would play on the TVs.

I’m surprised and saddened for it to have taken so long for someone (in this case, me) to have mentioned Astronaut Dolphin Detective from Mr Pickles.

I really like Fire and Blood.

Mr Potato from Peppa Pig

Good Morning Glipglorp! From the Androids and Aliens podcast by the Glass Cannon Network. It was a random bit of world-building that the players latched on to and ran with and it turned into a whole episode.

There's so much in Infinite Jest, but I think my favourite would be "Blood Sister: One Tough Nun".

Surprised that no one has mentioned Vegemorphs from PBS's Arthur yet.

Mrs. Albert Hannaday from The Office

I didn't see this one in the list, but UNN newscast from Starcraft 2 is one of my favorites! Particularly Donny Vermillion.

As The Stomach Turns. It was a classic parody of soap operas on The Carol Burnett show, and as someone from that era i can vouch that it was a pretty spot on parody, at least from what i saw on tv when staying home sick from school.

Galaxy Quest the Show inside Galaxy Quest the Movie

The Dick Van Dike show is a great one.

The Marvelous Misses Maisel

The game from the startreck like episode on BlackMirror and Sword Art Online! Both are arguably great.

The twilight zone episode about the podcast and the airplane is amazing too.

black wings kaminari from rain webcomics

Do the Justice Friends from Dexter's Lab count?