I like Jack Black, especially his work in Tenacious D, but I think the consensus is that he hasn't lived up to the potential he displayed in HIGH FIDELITY. SCHOOL OF ROCK and the KUNG FU PANDA films aside, he hasn't found that great comedic role yet, but Michael Winterbottom (24 HOUR PARTY PEOPLE) may very well have given him that part, according to Variety.
The film, called BAILOUT, centers around Black's character, a down-on-his-luck, unemployed family man who is given the opportunity to turn it all around by two shady characters in a 7-Eleven. Soon, Black's character's rolling in the green (in more ways than one). It's based on Jess Walter's book "The Financial Lives Of The Poets."
Michael Winterbottom has a very diversified catalog, from comedy, drama, documentary, even a little science fiction. He's extraordinarily versatile and prolific. This project in particular sounds like the right film to get Jack Black that great part we all know is in him. I'd love to hear more Tenacious D as well.