Re: Why was (is) Federer such a bad matchup for Roddick?
For the most part he was.
But oomph, look at it this way.
During Wimbledon 09, for the first time in his career, Roddick's backhand down the line clicked. 80% of the times on hardcourt and other surfaces, he would hit the net, and would never get those easy put aways. But during Wimbledon, when he fixed that, it did some severe damage to Federer on the rallies. Not to mention, Roddick out rallied Federer in that Wimbledon 09 when he fixed his backhand consistency as well.
The major problem outside of that though, was Roddick's inability to return Federer's serve. For this reason, given that Roddick is among the worst returners, he never had hope to begin with against Federer.