5. Adam Sandler
What He Was Doing Ten Years Ago: Making comedies everyone hates but still make money. Sandler used to carry quite a bit of favour with audiences. Happy Gilmore marked him out, but the target quickly moved to the lowest common denominator. 2002 suggested some change with Punch-Drunk-Love, but as that movie moved from new release to classic, it became clear Sandler was into banality for the long term.
What Hes Doing Now: Making comedies everyone hates but still make money. If anything, hes got worse. His attempts at depth have been dry and boring (although Funny People was as much Apatows problem as his) and the comedies got increasingly broad and self congratulating. Next to the back-slapping, ball wounding Grown Ups franchise (sick, but after the seconds release unfortunately not sic) the predictable intrigue of Click seems like a masterwork. Root down to the core values though and nothings really changed. Worse of all, the general public seem to still like him (look at Grown Ups 2s sickening box office takings); he wont be going anywhere. What makes him noteworthy on this list is how its not just his acting thats the issue; he produces many of these movies too, making this continued direction entirely of his own doing.