I don't follow the NBA and thus not really familiar with Cuban's escapades with the league, its owners and David Stern. I do know enough that:
-- He'd be a good owner for the Cubs, a franchise whose ownership went corporate before it became chic and hasn't been in the World Series since World War II.
-- He's not interested in making friends, which IS important in MLB circles. The old-boy network is still a factor, led by Commissioner "Bud" Selig, former majority owner of the Milwaukee Brewers.
-- One of MLB's most influencial owners, Jerry Reinsdorf of the White Sox, HATES Cuban and would likely make Selig block or at least muddy Cuban's application process.
-- the lovable loser image of the Cubbies has lasted this long because of a rich TV contract, very good attendance at Wrigley Field (baseball's second oldest MLB stadium) and a long-standing fanbase in the midwest. But they ain't gonna stand for the losing shtick for THAT much longer, kids. Time to anty up even more and win the goddamn thing!