I broke even about 6 months into my aviation career in 1989. I started A&P school in March of 1989 at Lively Aviation School, and tuition was $125. per semester, in state. In October 1989 I got a job at Ace Flying School cleaning up after the Mechanic, dumping the trash in the classrooms, etc......it paid 70 bucks a week. A few months later, I got hired by Jerry's Caterers, and I ate like a king! I didn't go grocery shopping for a year until I turned 21. At that point grocery shopping pretty much equalled a beer run. A few months later I graduated A&P school, and went back to Virginia. I got hired as a lineman pumping AvGas and moved into maintenance after I fixed a helo that my supervisor broke over the weekend, not just any helo, but that is another story.
I worked the 8-4 Mon-Fri General Aviation Mx. with another mechanic who was old even then, I saw him again last year, and he is still rockin!
The FBO owner wanted a new image for the Shop and brought in a new D.O.M. The new D.O.M. wanted to make the FBO a Mooney repair shop. The other mechanic told me to get the heck over to this other shop to work on Biz-Jets at RIC, he made a phone call and I got a job. One of my few regrets is that I was at this new job for only 3 months, and then I joined the Navy. I don't regret joining the Navy, but I was recomended by a good man, and I left just a few months later, and that's just not cool.
So, there I was, in the Navy, making money hand over fist, using payroll deduction to buy a $1,000 EE savings bond every month to go to school, starting in Sep 1993, until Mar 2000.
In April 2000, I started lesson 1 PVT at Comair, and I finished my Multi-Comm a few months later in November. The G.I. Bill payed 60% of the training cost, including the Flight Engineer training at AeroServices in Feb-Mar 2001.
I took a job with a regional in Apr 2001, and made decent money as an RII mechanic with AW release, a lot more than the FO's made, and then I got hired to be a 727 FE. I'll make more in 6 months than I spent on all of my training in Aviation.