Hey seeker! *hugs*
From what you've read and written around the place, you must have all the answers right?
I think you are definately on the right track, but I sense that it's not just being a loser, you actually have a deep fear about being a failure, that it's better to quit than to fail. This is a cover for actually deep down feeling like you aren't enough, that you aren't worthy, that you aren't deserving.
The Work will really help, but you'll have to dig down deep to the root cause, deeper than you have ever gone before.