Yes, it’s Vince’s second showing on this list. While the man might be able to hold his own somewhat as a comedic actor, casting him in such a dark role should have been tossed out at first mention. “True Detective” is extraordinarily adult, with the first season taking on murders, infidelity, other worlds, drugs, and more, and was incredibly promising as an anthology show, but then it got Vaughned.
Vince simply can’t be a career criminal in such a dark outing, though we applaud him for stretching his boundaries. But maybe stick to the comedies with Wilson, bud.
Jake Gyllenhaal as Dastan in Prince of Persia
Movie adaptations of video games have a pretty rough history, much rougher than comic books. The odd choice to make the "Prince of Persia" series into a big-budget Hollywood flick came with Jake Gyllenhaal as the title character. They gave him all the long hair and scruffy beard they could, but it's just not that easy to turn Donnie Darko into a Middle-Eastern prince.
We're seeing more and more examples of opportunities to cast an ethnic actor or actress squandered by Hollywood who want the biggest name attached to their project. Still, it's clear it has a bad track record – the only "good" example in recent history is Tilda Swinton. The movie's not very good, either.
Colin Hanks as Travis Marshall in Dexter
Dexter Morgan has faced some of television's most notorious characters while trying to keep his secret actions hidden and navigating the trials of being a sociopath who knows what he does is wrong. Season six's villain, played by Colin Hanks, however, just didn't have the nerve and grit to make for a good antagonist.
Like Colin's father, Tom, the character just seems too nice to be someone known as the "Doomsday Killer," and it became one of the big problems in the show's sixth season. The head of an apocalyptic killer cult needs a certain something more to properly affect viewers.
Russel Crowe as Inspector Javert in Les Misérables
Yes, it's Crowe's second appearance on our list, and this time it's for an adaptation of the famous musical. Problem is, Crowe isn't a singer, and stories have come out that the musical direction and training for the film lacked so bad it made actual singers and musical actors wince.
The film wasn't all bad, but Crowe's singing was a certain low point, with "Javert's Suicide" being unbearable and distracting and the musical elements of the film falling pretty flat compared to most stage adaptations. Crowe defended his singing as "raw and real," and yes, it was certainly one of those.
Jessica Simpson as Daisy Duke in Dukes of Hazzard
Jessica certainly knows how to fill out a pair of shorts, but casting a pop star as a lead role is fraught with potholes. Simpson is a fine singer, has plenty of stage presence, and knows how to write a song, but acting just isn't in her skill set – or at least wasn't during filming "Dukes of Hazzard."
Thanks to directing by Seann William Scott and acting by another non-actor, Johnny Knoxville, this film didn't have a whole lot going for it, and Simpson as Daisy Duke, instead of a more experienced actress, gave the film even less to work with.