I've gone as far as do a lot of research on it... problems I see are:

-cost of tuition as a college grad, compounded by need to raise family, and save for college for my 10 and 7 year old.

-time it would take to get to at least a competitive MS degree is 4 yrs or more

-What's the job market like for the various career paths that are out there, and which ones are the next "Airline Pilot" in that they're flooded with applicants

-What kind of work can I enjoy? I have to see myself doing something for the next 25+ years and enjoying it..

For now, I'm living off mainly investment income and occasional contract work as a pilot, but I feel like there is a hole in my life compared to when I was fully employed with the airlines.