Brand is a frycook.
Fiddlesticks does Birthday Parties, Weddings, and Funerals.
Riven is homeless.

chogoth is a multibillionaire corporate head
Ezreal is an archeologist
hiemerdinger is a college professor at MIT
yorick owns a funeral parlor
soraka owns a free clinic
kogmaw owns a chain of fast food joints
gragas owns a distillery
annie is a school girl
corki and ziggs are soldiers
garen is a policeman
vladimir volenteers at blood drives
olaf is a fisherman
shaco is a comedian
galio works as security
karthus has reseased several new music tracks
zyra owns a wildlife reserve
teemo works as trail guide
vi is a bouncer

urgot would be on broadway

Draven is a hairstylist and moustache enthusiast.

Volibear would be the mascot for Coca cola.

Zilean and Yorick run an Afterlife Insurance scam.

Oh and Zilean gambles on football games, after checking the score in the future.
So he is a millionaire anyways.

Kennen, Akali, and Shen work in the hospital
Gragas Esq. and Singed own a really rich bar
Pantheon Bakes better than Morgana

I'll give it a shot.

Nami is a dedicated card carrying member of Sea Sheperd. Meanwhile Fizz is the owner of a large fishing company, which also harpoons whales.
Singe is wanted for terrorism, but funds his actions by developing new flavors for the fastfood companies.
Nunu and his Yeti only work during Christmas, where they sell over priced trees.
Maokai was last seen running from a bulldozer in the Amazon rainforest, which was driven by Alistar who is now a cattle rancher.
Janna is a "adult entertainment" star and Draven is her sleazy manager.

Ryze is a member of the Blue Man Group

Anivia joined the Air force and enjoys going on daily bombing runs.