I hope so, too.
Apparently a long time ago Paul Reubens had written a script for a "dark" Peewee Movie; it was going to be about PeeWee becoming a big star and turning into a terrible person... I'm not sure whether Netflix (or any studio) would want to fund such a movie though because a big part of the appeal of PeeWee seems to be that he's a cheerful & goodhearted manchild... I think it might be rather depressing to see PW turn into a huge jerk, unless he redeemed himself in the end, perhaps.
Also, a couple years ago, Paul Reubens had said he was working on a PeeWee Herman TV show that might be somewhat similar to PeeWee's Playhouse: http://www.latimes.com/entertainment/movies/moviesnow/la-et-mn-pee-wee-herman-paul-reubens-smurfs-20130806-story.html
Can't find any more recent info about it, but perhaps that's still in the works... If Netflix makes money off of Big Holiday I can't see any reason why they wouldn't want to make another movie or series though. Paul obviously wants to do it and I hope we don't have to wait another 20 years :)
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