The Olympics often produce surprises - typically one or two per Olympics.
I am not talking about whether a skater deserved it or not; just what was expected before the games began.
IMO the biggest surprises were Paul Wylie (silver) and Petr Barna (bronze) in 1992. Nobody could have predicted that before the Olympics began.
Other surprise medallists:
1984- Carruthers (silver) were a long shot for the bronze.
1988 - Viktor Petrenko (bronze); I think Fadeev was the favorite for bronze. Also Watson & Oppegard (pairs) were surprising bronze medallists; most would have picked Selezneva- Makarov
1994- G&P's Gold was a surprise, but not the fact that they made the podium. Philip Candeloro was perhaps the biggest surprise medallist, with a bronze
1998- Candeloro with the bronze, again. Chen Lu was a minor surprise (bronze) only because she had done poorly the previous year and was struggling.
2002- Hughes Gold was a big surprise, but perhaps a podium finish was not. Tim Goebel (bronze) was a minor surprise; he skated two great programs.
2006- May be Jeff Buttle (bronze)
2010- No surprises on the podium
I have a feeling that the 2014 Olympics will bring plenty of surprises, and some of them could be attributed to the introduction of the Team event.