I Lost on Jeopardy! But I Fell in Love
Not much more is known about the film, except that it will be a heartstring-playing pic with elements of a Charlie Kaufman film. Mark Gordon (Saving Private Ryan, 2012) is producing, and the search is on for directors. A couple of names have been mentioned, including Goran Duric (The Wristcutters) and Raymond De Felitta (Two Family House), but they're really looking for an A-list director to take on the project.
The project seems to suit Maguire, inasmuch as I can envision him as a "Jeopardy" guru, and he certainly has the talent (see his phenomenal performance in Brothers), but he's never really taken a romantic lead before. If there are, indeed, Kaufman elements, then at least this one wouldn't be a traditional romantic drama.
Maguire has several projects in the pipeline (Including Spider-man 4 and Gary Ross' The Details, which is in pre-production), but he doesn't otherwise have a go project beyond that. I don't know where Prisoners of Trebek would line up among his future projects, though I would think it would depend on who they get as a director, and how their schedules work out.
(Source: The Hollywood Cog)