Is he supposed to do what? He appears to be landing Runway 1L at TPA. 1100' or so at his position would make absolute sense.
You have to remember that SWA is not going to be flying around VFR. The pilot isn't going to be doing anything on his own really. He is going to be in contact with ATC, getting instruction from ATC, and everyone involved (including the Air Force base, which is maybe what you're asking?) is going to be well-aware of what is happening.