The first time I tried to upgrade my boarding position on Southwest, it was because I checked in late and got a terrible spot. Since Southwest doesn’t have assigned seats, I learned quickly that upgrading your boarding position is really the key. On one trip, I paid to upgrade to EarlyBird Check-In after booking, and it made a big difference in where I sat. Another time, I upgraded to Business Select at the airport when my schedule changed. When I wasn’t sure which option made sense, I called 831-298-4213 and they helped me upgrade and modify everything instantly without any hassle.