Do you really want to say that "Oh yeah, I learned at Jet U?"

I either missed it or you never replied to it, but do you have a B.S.??? If not, you probably should incorporate that, because competition is tough(ie impossible) right now for low-time guys.

CRJ transition course: Why do you need it? It's $7500 towards training that you recieve if you get hired at any airline that uses that aircraft anyways. It might give you a very very very slight edge on someone in an interview since you might know a few more things about the aircraft, but seriously that's a lot of money that never has to be spent IMHO.

With the current state of the industry, your chances of being hired are Zero right now. In 2-3 years, there's a maybe. I'd take a more traditional route of training instead of the Zero-to-Hero flight schools and get some solid experience along with some hours, and hopefully you'll think about getting the CFI. Good luck