Best wins for me personally
AO 2008: First slam, played incredible whole tournament
AO 2012: Career-defining wins vs Murray and Nadal to win it
Wimb 2014: Incredible 5 set victory over one of his greatest rivals and the grass court GOAT
RG 2016: First French Open after years of failed attempts
Wimb 2018: First slam victory after a near two year slump/injury hiatus
Wimb 2019: I mean, come on. Nothing gets better than this one really
RG 2021: Beating clay god Nadal then coming back from 2 sets down in the final to win, epicness personified
Honorable mentions go to every single 2011 slam as well as that was the year of sheer domination.
Worst/most forgetful wins for me
US Open 2018: I always forget that he won this year. He didn’t really play all that good and Delpo stunk up the final.
AO 2020: Partly because of COVID cutting off the season, this one hasn’t been super memorable for me
Wimbledon 2021: Not a memorable final match or tournament for me
Wimbledon 2022: Same as above, only the Sinner match was big time. Both 21 and 22 were the less memorable of the four-peat (hopefully soon to be five).
2023 too early to rank. The rest are somewhere in limbo.