Who lived a sadder life ??

Definitely kakashi

itachi chose to do what he did what a sick bastard

Kakashi

Itachi was forced by danzo to kill with his entire Clan

Kakashi

I mean i would be very fucking sad if my dad was hated so much he commited suicide.

However i would be more sad if i was forced to kill legit my entire family

sure Kakashi watched everyone he knew die which is sad asf but Itachi was given the choice to either kill his clan or watch most of or possibly the whole Leaf Village die. sure Kakashi WATCHED them all die (except Rin) but Itachi was forced to sacrifice his parents, his lover, his life in the leaf and his little brother's love for him just so he could protect everyone else.

Kakashi had a really tough time but itachi had to massacre his entire clan and had to listen to his best friend's murder so i will go with itachi