Well, the company I used to fly for had a privilages on Southwest. Since the 9/11 event, all 135 outfits have seemed to have got their privilages revoked. As to date, my "old" company has tried to get them back to no avail.
I would talk to the jumpseat coordinator for SWA in DAL or whoever handles that sort of stuff.
Hopefully, a SWA dude can fill in here and help out better.
Cheers