Here's my list of Federer's greatest rivals along with the matches in which I thought Federer showed the highest level against them. In brackets I put other matches that are contenders for being the best he's played against each rival, roughly in descending order of Fed's level of play.
Would be interesting to see similar lists for other players against their greatest rivals.
Nadal: 2007 Hamburg Final (other contenders in rough descending order: 2007 TMC SF, 2011 WTF RR, 2017 Shanghai F, 2017 IW R16, 2006 Rome F)
Djokovic: 2006 Davis Cup (2007 AO R16, 2012&2009 Cincinnati F, 2010 WTF SF, 2011 RG SF, 2014 Shanghai SF)
Roddick: 2003 Wimbledon Semi-Final (2007 AO SF, 2004 Bangkok F, 2005 Wimbledon F)
Murray: 2008 US Open Final (2014 WTF RR, 2010 WTF RR, AO 2010 F, 2009 Cincinnati SF)
Hewitt: 2004 US Open Final (2004 Hamburg SF, 2005 IW F, 2004 TMC F, 2005 Wimbledon SF)
Safin: 2002 Hamburg Final (2004 TMC SF, 2004 AO F)
Agassi: 2003 TMC Final (2005 Dubai SF, 2005 AO QF, 2005 Miami SF)
Nalbandian: 2003 TMC Round Robin (2006 Madrid SF, 2005 USO QF)
Del Potro: 2009 AO
Would be interesting to see similar lists for other players against their greatest rivals.
Nadal: 2007 Hamburg Final (other contenders in rough descending order: 2007 TMC SF, 2011 WTF RR, 2017 Shanghai F, 2017 IW R16, 2006 Rome F)
Djokovic: 2006 Davis Cup (2007 AO R16, 2012&2009 Cincinnati F, 2010 WTF SF, 2011 RG SF, 2014 Shanghai SF)
Roddick: 2003 Wimbledon Semi-Final (2007 AO SF, 2004 Bangkok F, 2005 Wimbledon F)
Murray: 2008 US Open Final (2014 WTF RR, 2010 WTF RR, AO 2010 F, 2009 Cincinnati SF)
Hewitt: 2004 US Open Final (2004 Hamburg SF, 2005 IW F, 2004 TMC F, 2005 Wimbledon SF)
Safin: 2002 Hamburg Final (2004 TMC SF, 2004 AO F)
Agassi: 2003 TMC Final (2005 Dubai SF, 2005 AO QF, 2005 Miami SF)
Nalbandian: 2003 TMC Round Robin (2006 Madrid SF, 2005 USO QF)
Del Potro: 2009 AO
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