Like others have said, the contests are real, but you are competing against the other tens of thousands of people also listening.

I won Mets tix from 104 back when the "Radio chick" was on.
I've won concert or show tix from several stations. I probably won 10 sets for BB King before they closed from WFDU.

Also like others have said, try other stations. WSOU (89.5 - heavy metal), WFDU (89.1 - rock oldies), WDHA (105.5 - rock)

They're not as corporate as 104.3 is, so you may have an easier time.