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If it still won't work, try shutting down Steam, navigate yourself to C:\Program Files\Steam\ and remove clientregistry.blob and relaunch Steam allowing it to update.
If it still won't work, confirm your firewall isn't blocking gta_sa.exe.
Sometimes it becomes bugged and causes issues such as not starting. It will reset all your ingame settings to default so you will have to reconfigure graphics and controller options etc. - it won't affect save games though.
This is the thread =XIV= is referring to: http://forums.steampowered.com/forums/showthread.php?t=1952458
I'm not so sure that is the issue though but I could be wrong. Either way if you want certain widescreen resolutions then this will be needed.