Don't really think that this is about the Cubbies being unlucky. It is more. . ..
letting Greg Maddux go as he was entering his prime, letting Bruce Sutter go, renting Nomar for one year, trading Lou Brock for Ernie Broglio many moons ago, perennially thinking 1 guy such as Banks or now Sosa can carry you rather than putting a whole team together. Heck in the early 60's they didn't even have a manager one season, they used the "college of coaches".
Branch Rickey said that luck is just the residue of hard work. Hard work and the Cubs
Anyway, I don't think the Cubs have anymore pressure on them, besides, they have the White Sox to keep 'em company