I don't think the issue with Roddick/Fed was all matchup. There's just a tremendous level difference between the two players. Plus Wawrinka had to deal with not only Federer (who is also a bad matchup for Wawa) Nadal (worse matchup) Djokovic and Murray all of whom I consider ATGs. Wawrinka's resume is just a whole of a lot more impressive when looked at in context in full. Roddick only beat 4 top 10 players in his whole career who didn't retire. He only pushed top 10ers to 5 only to lose twice. His wins USO 03 Ferrero, 5 set win against 07 Ancic, 09 Murray, and 11 Ferrer. Compare that to Wawrinka's 20 wins against top players including scalps like AO 14 Djokovic and Nadal, RG 15 Fed and Djok, RG17 Murray, USO 13 Murray, and many more quality wins. He also has 3 5 set losses to number 1 Djok, a 5 set loss to AO 17 Fed, and he pushed 09 Murray at W (Roddick's career best win at a slam) to 5 on his worst surface outside his prime. Roddick was a very good player but he just never had it against the best in slams. Only his W 04 performance sticks out to me as particularly noteworthy and to me Wawa's level at multiple tournaments (AO 13/14, RG 15) was just better. Yes Roddick had weeks at number 1 but who was his competition at that point? Basically no one. Hewitt was injured, Fed was just starting up, Agassi was winding down, Ferrero is Ferrero. Wawa peaked during the Big 4 Era so it would've been a monumental achievement to have even one week at number 1. Wawrinka just has a gear that Roddick didn't and it shows in his results against the best competition on the biggest stages.