I was in the same situation you are in. After my full time IT job went away in Oct. 01, I did the independent consulting thing for about a year and a half while I got some flight experience. When the time came to move on up to professional flying, I leveraged my IT background to get in the door at a corporate flight department.
Now I work one or two days a week in the office for them doing IT, and fly two or three. It's a great deal for them b/c they get more productivity out of me, while I get to keep current in both fields and make a few more bucks than the average Citation F/O.
Until this industry settles down a little, I wouldn't suggest that anyone jump in too deep. Maybe try the freight thing for awhile and then do what I did. I can't imagine a better way to go. Plus, your age will actually be an attribute trying to get in at a corp. Most CEO's don't like a youngin' like myself in the cockpit. I just got lucky to find one that didn't mind.
First rule in professional flying: ALWAYS have an out.
Now I work one or two days a week in the office for them doing IT, and fly two or three. It's a great deal for them b/c they get more productivity out of me, while I get to keep current in both fields and make a few more bucks than the average Citation F/O.
Until this industry settles down a little, I wouldn't suggest that anyone jump in too deep. Maybe try the freight thing for awhile and then do what I did. I can't imagine a better way to go. Plus, your age will actually be an attribute trying to get in at a corp. Most CEO's don't like a youngin' like myself in the cockpit. I just got lucky to find one that didn't mind.
First rule in professional flying: ALWAYS have an out.