No one can control the weather and changing of flights. What can be controlled is SWA gate personnel understanding that a Companion traveling with the primary, who is also A list preferred should be able to board with regardless of what boarding pass number. First flight that was cancelled A16/17. Rebooked B34 (of course boarding at end of A) and me….B33 which means 32 more people get on before me. Come on Southwest the gate agents should be able to see what happened, know the rules and let me board with her.
I would bring the old A16/17 passes and show the gate agent before boarding starts. I don't know if you did this or not - but if not, it would put the person on the spot to make an instant decision when the A-lister goes through with the A's and in one regard I'm appreciative when they do catch so many people trying to game the system but in your case personally I'd be fine with it, the intent is for you to board together.
That's a tight interpretation not to allow it with the A-lister boarding.
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