Truthfully, I don't think Roger Ebert would be hurt too much by the demise of the Sun-Times, and this comes from someone who was reading his columns thirty years ago. The paper hadn't been the same since Rupert Murdoch bought it and drove off Mike Royko in 1984, and I suspect that Mr. Ebert has been making extensive alternate plans for a while. Between television deals and general news syndication, I further suspect that he's going to follow the tradition of a lot of American political cartoonists, in that he'll continue to write lots of reviews without a particular paper to run them.
That said, Conrad Black did a really good job at killing the entire company. I'm waiting to see if Robert Dechard, the CEO of A.H. Belo, is the next to go to jail. Dechard pulled off an even more massive circulation hoax scam than anything Black dreamed of, and the only reason he isn't being beaten with pipes every night in prison is because he's a good close personal friend of our last President. Now that he's pretty much murdered his entire company with a succession of insanely misapplied promotion stunts (including paying $40 million of Belo money to invest in the CueCat) and blatant stock price manipulation, I figure that he'd best not travel in any unlighted spaces for the rest of his life, lest his former employees corner him and beat him with big branches until his urine looks like fruit punch.