I have 158 shows on my Plex Server and I create different playlists then click shuffle to let them bounce around between shows/episodes, especially if i just want to throw something on in the background. For the most part stations like TBS that is all they are is 5 shows on shuffle.
Sitcoms playlist
Married With Children
Roseanne
Fresh Prince of Bell-air
Cosby Show
A Different World
Martin
Bernie Mac Show
My Wife and Kids
That 70s Show
Scrubs
Big Bang Theory
Young Sheldon
Modern Family
Black-ish
Grown-ish
How I Met Your Mother
Fresh off the Boat
Parks and Rec
Atlanta
The Good Place
The Office
Community
Malcolm in the Middle
30 Rock
...of the Week playlist
Star Trek TNG
Star Trek Voyager
Star Trek DS9
Star Trek Enterprise
Dexter
House
Bones
CSI (S1-9, after they killed Warrick and Gil left I quit)
Black Mirror
The Good Doctor
Luther
Marvel Playlist
Agents of SHIELD
Agent Carter
Daredevil
Luke Cage
Iron Fist
Jessica Jones
Punisher
Defenders
Runaway
Cloak & Dagger
Animated Playlist
Simpson's
South Park
PJ's
Family Guy
American Dad
Rick and Morty
Boondocks
King of the Hill
Futurama
Bob's Burgers
The more serial shows like Game of Thrones, The Wire, TWD, Fargo, Narcos, I will just reset all episodes to unplayed and start them over. Often when a new season is about to start.