I'm not so sure qualification would be a given with Bradley. The US was pretty bad during the last Gold Cup (losing to Panama in the opening round and destroyed destroyed by Mexico in the final).
As I said above, there are plenty of questions to be raised about Klinsmann's approach, but maybe the US is just in the midst of a down cycle. Old stalwarts on defense like Bocanegra, Onyewu, Cherundolo have gotten older, injured, and benched at club-level. Donovan has been injured or otherwise MIA. The midfield has plenty of good defensive center mids, but no effective flank players or creative offensive center mids. Dempsey doesn't fit comfortably into any specific position, and Altidore can't replicate his club form for the national team. Some of the younger newcomers have proven to be solid players (e.g. Cameron, Zusi, Fabian Johnson), but none of them have made themselves into real difference makers at the international level.
If I were put in charge of the team, I really don't know what I'd do to improve things. I'd be tempted to go with a formation and line-up that lent itself to more wide play and creativity from the central midfield, even if that meant playing some players who fit certain roles without being among the best 11 players in a vacuum. However, I think Klinsmann has tried that with players like Torres, Feilhaber, and Diskerud in the middle and guys like Gatt, Rodgers, and Shea on the wings, and for the most part, they've all shown they aren't good enough to be full-time starters at the international level.
Sorry...this is getting long. I'm just really worried about these upcoming qualifiers and see the US not qualifying for the World Cup as pretty much my worst nightmare when it comes to sports-related things.