2009 and 2011 he wasted opportunities in matches that were on his racket. 2010 could be said so as well, but he wasn't beating that Nadal anyway, and Djokovic saved the MPs with great play, there was no choke whatsoever.
2012 and 2014 he had decent draws and lost to inferior players at a time he was playing well, he could have done better in one of those years. If he had played as he did in 2015 he would have won, but unfortunately for him peaked against Djokovic instead of Cilic or Berdych. Cilic also played the match of his life, but Federer allowed him to.
2015 he wasted many BPs, maybe he would have had a shot otherwise.
2013 and 2018 he just wasn't good enough, not much to do there, lost to inferior players and would have lost to many players.
2017 and 2019 were winnable if not for injury. In 2017 he played Montreal for some reason and hurt his back, everyone was saying it was a bad move and it affected him at the USO. He was owning Nadal on HC at the time, so it was a solid opportunity after winning AO and Wimbledon. In 2019 he was playing great tennis in the early rounds but got injured against Dimitrov. Nadal wasn't playing that well compared to other years so it was winnable if he had stayed healthy.
2016 and 2020 he didn't play because of surgery but those looked like solid chances if he had played, especially the latter. He did well at the AO even with an injury that year and the USO final was a disaster.