Lots of good ideas in this thread. Also some bad ones, IMO. While I like the idea of making older D&D products available again (electronically only), I think it would be a terrible business idea to either produce new "classic" D&D products with older rules, and/or to license them out. Creating an OGL for each version of the rules would be kinda neat, though.
I'd fantasized before about winning the lottery, buying out WotC, Paizo, Lucasfilm, and DC Comics. Wrap them all into a new entertainment company under Paizo's leadership. Continue D&D 4e, slightly rebrand Pathfinder as "classic 3rd Edition D&D" and continue that, and create 4e type RPGs for Star Wars and the DC Universe, but without a taxing montly/regular schedule (something akin to the upcoming Gamma World releases).
Have what was Lucasfilm become the film/tv division of my new company and make new (quality!) Star Wars films, DCU films, and of course, D&D films starting with the Dragonlance trilogy a la Jackson's LotR style. I'd continue with the Clone Wars computer animated show, and I'd start a new cartoon (traditional animation or computer) based on "The Legend of Drizzt" books. I'd also start a new animated series on an "Ultimates" style DCU.
I'd continue the D&D miniatures line, perhaps with some tweaks, and definitely with higher quality. I'd also start a complementary miniatures wargame similar to GW's Warhammer model, but less draconian with pricing and customer relations of course! Also miniature games for Star Wars and DCU (but no clix!).
Also, quality toys, board games and CCGs for all properties.
Full D&D Insider support would be expanded to all RPGs, and we'd finally get an amazing virtual tabletop! I would release all older RPG material electronically and by subscription (maybe individual PDFs,maybe not), and each older game would have a virtual tabletop module so it can be played online. But no new products for older games, that just splits focus and the market.
I guess I should get out there and start buying those lotto tickets!!! Maybe a reality check too, anybody know where you can pick one of those up?