If you have the ability and time, do it. Getting a masters in most fields will make you a more rounded person, give you new business skills, and increase your marketability.

I had several great offers leaving the military but chose the airlines. I wanted the airlines for QOL and pay. I can work for several years and make a large six-figure salary at 60+ hrs a week or try to do the airline thing and maybe make a six-figure salary for less time per week. I do realize that this is a gamble and will now take longer than planned.

Big point, if I feel it isn't happening in the airlines then I have a good springboard to Corporate America, which will always be there. Make yourself better in the airline's and CA's eyes. You win no matter what.