My suggestion would be to keep going on your own.
If you have an edge, or even can develop an edge then you owe it to yourself to keep going. Employers don’t look kindly on what we do, they want servants bordering on slaves and most people who trade / invest are not of that type. Thats the reason its going to be very hard to find a decent job.
On the needing $100k to keep going. I think this is the problem. In lots of high cost locations you do need $100k to keep your head above water. As a trader / investor you can live anywhere, even with a family so why live in high cost locations that are going to drain your bank and stop the accumulation that is vital for being a successful trader ? Moving may also free up capital / cut your debt.
I am a small trader/ investor with a 20%+ CAGR 2008-present. I quit a professional investing job in London in 2008, I then moved to the north of England — a far cheaper location and have steadily accumulated ever since while working in low(ish) level university jobs, lately part time. I blog at www.deepvalueinvestments.wordpress.com — if you are looking for ideas.
I do feel your pain — I would have made far more money if I had put my energy into a career. Its slightly irritating to see people with far less ability making more money than me. It must be awful being in debt and this isnt a good situation to trade out of. Having said that I would never be happy in a conventional job and I suspect this may be true for you too.
Good luck
Rob