Not likely if it's Roddick.
Roger Federer 20-2 Andy Roddick
2001 Basel QF: Roger Federer def. Andy Roddick (3-6, 6-3, 7-6)
2002 Sydney SF: Roger Federer def. Andy Roddick (7-6, 6-4)
2002 Basel QF: Roger Federer def. Andy Roddick (7-6, 6-1)
2003 Wimbledon SF: Roger Federer def. Andy Roddick (7-6, 6-3, 6-3)
2003 Montreal SF: Andy Roddick def. Roger Federer (6-4, 3-6, 7-6)
2003 Masters Cup SF: Roger Federer def. Andy Roddick (7-6, 6-2)
2004 Wimbledon F: Roger Federer def. Andy Roddick (4-6, 7-5, 7-6, 6-4)
2004 Toronto F: Roger Federer def. Andy Roddick (7-5, 6-3)
2004 Bangkok F: Roger Federer def. Andy Roddick (6-4, 6-0)
2005 Wimbledon F: Roger Federer def. Andy Roddick (6-2, 7-6, 6-4)
2005 Cincinnati F: Roger Federer def. Andy Roddick (6-3, 7-5)
2006 US Open F: Roger Federer def. Andy Roddick (6-2, 4-6, 7-5, 6-1)
2006 Masters Cup RR: Roger Federer def. Andy Roddick (4-6, 7-6, 6-4)
2007 Australian Open SF: Roger Federer def. Andy Roddick (6-4, 6-0, 6-2)
2007 US Open QF: Roger Federer def. Andy Roddick (7-6, 7-6, 6-2)
2007 Masters Cup RR: Roger Federer def. Andy Roddick (6-4, 6-2)
2008 Miami QF: Andy Roddick def. Roger Federer (7-6, 4-6, 6-3)
2009 Australian Open SF: Roger Federer def. Andy Roddick (6-2, 7-5, 7-5)
2009 Miami QF: Roger Federer def. Andy Roddick (6-3, 4-6, 6-4)
2009 Madrid QF: Roger Federer def. Andy Roddick (7-5, 6-7, 6-1)
2009 Wimbledon F: Roger Federer def. Andy Roddick (5-7, 7-6, 7-6, 3-6, 16-14)
2010 Basel SF: Roger Federer def. Andy Roddick (6-2, 6-4)
Hardcourt: 13-2 to Federer
Grass: 4-0 to Federer
Clay: 1-0 to Federer
Carpet: 2-0 to Federer
In Slams: 8-0 to Federer