Biggest upset at slams each year since 2000?

[Entername]

I can't see another upset of this level occurring at this slam so I think we can put a wrap on this part for 2022, in ATP at least. IMO in terms of being shocked by the result I'd say:

2000 - Clement def. Agassi, US Open R64
2001 - Federer def. Sampras, Wimbledon R16
2002 - Bastl def. Sampras, Wimbledon R64
2003 - Karlovic def. Hewitt, Wimbledon R128
2004 - Kuerten def. Federer, French Open R32
2005 - Safin def. Federer, Australian Open SF or Muller def. Roddick, US Open R128
2006 - Murray def. Roddick, Wimbledon R32
2007 - Gasquet def. Roddick, Wimbledon QF
2008 - Murray def. Nadal, US Open SF
2009 - Soderling def. Nadal, French Open R16
2010 - Berdych def. Federer, Wimbledon QF
2011 - Tsonga def. Federer, Wimbledon QF
2012 - Rosol def. Nadal, Wimbledon R64
2013 - Darcis def. Nadal, Wimbledon R128 or Stakhovsky def. Federer, Wimbledon R64
2014 - Nishikori def. Djokovic, US Open SF or Cilic def. Federer, US Open SF
2015 - Seppi def. Federer, Australian Open R32 or Fognini def. Nadal, US Open R32
2016 - Querrey def. Djokovic, Wimbledon R32 or Willis def. Berankis, Wimbledon R128
2017 - Istomin def. Djokovic, Australian Open R64
2018 - Anderson def. Federer, Wimbledon QF
2019 - Tsitsipas def. Federer, Australian Open R16
2020 - Line Judge def. Djokovic, US Open R16
2021 - Tsitsipas def. Nadal, Australian Open QF
2022 - Tiafoe def. Nadal, US Open R16

 

[dapchai]

2021 maybe Tsits def. Rafa AO QF

 

[Third Serve]

Cilic thumping Medvedev at RG was wild.

Didn’t know he still had it in him.

 

[Entername]

For women's, I'd say:

2000 - Likhovtseva def. S Williams, Australian Open R16
2001 - Schett def. V Williams, French Open R128
2002 - Fernandez def. Clijsters, French Open R32
2003 - Zvonareva def. V Williams, French Open R16
2004 - Garbin def. Henin, French Open R64 or Sharapova def. S Williams, Wimbledon F
2005 - Craybas def. S Williams, Wimbledon R32
2006 - Jankovic def. V Williams, Wimbledon R32 or Vaidisova def. Mauresmo, French Open R16
2007 - Radwanska def. Sharapova, US Open R32
2008 - Zheng def. Ivanovic, Wimbledon R32
2009 - Clijsters def. S Williams, US Open SF
2010 - Pironkova def. V Williams, Wimbledon QF
2011 - Stosur def. S Williams, US Open F
2012 - Razzano def. S Williams, French Open R128
2013 - Stephens def. S Williams, Australian Open QF
2014 - Cornet def. S Williams, Wimbledon R32 or Ivanovic def. S Williams, Australian Open R16
2015 - Vinci def. S Williams, US Open SF
2016 - Kerber def. S Williams, Australian Open F
2017 - Ostapenko def. Halep, French Open F
2018 - Osaka def. S Williams, US Open F
2019 - Riske def. Barty, Wimbledon R16
2020 - Gauff def. Osaka, Australian Open R32
2021 - Rogers def. Barty, US Open R32
2022 - Cornet def. Swiatek, Wimbledon R32

 

[Entername]

2021 maybe Tsits def. Rafa AO QF

Yeah this is a good one, definitetly didn't see Stef winning that one

 

[Docholliday]

Medvedev beating Djokovic USO 2021. In straight sets.

 

[GabeT]

Medvedev beating Djokovic USO 2021. In straight sets.

Hi USO