Try this mate (windows names are a bit different in german but I hope you know what I mean):
Go to your link to the FM2008. Right-Click and then "Properties", a window is popping up go to the tab "Link" then write the following behind the "C

Program Files\Sports Interactive\Football Manager 2008\fm.exe" in the field target:
-small_screen -windowed
with an blank in front
On my PC it looks like this in the field "Target":
"C

Programme\Sports Interactive\Football Manager 2008\fm.exe" -small_screen -windowed
apply and then start the game, should work