Working on the better part of twenty years i can tell you there is no glitz and glamour for the 99%. Do it because you love it or find another hobby. Traditionally writers do bad in general, like dead or on drugs or are just plain fuck ups.
You will never be justified, you will never get any kind of acceptance for your actions outside of the "writing community" and unless your as good as rime at painting(which i can assure you, you are not) your never gonna get paid from this.
Either learn to steal really well and jump head first into "pro writer" or go get an education and leave it at weekend warrior status. Honestly, thats what works for most people. You seem like your making it some sort of moral dilemma about how dedicated you are to being a full time criminal.
Either you are or you arent man, there is no middle ground. You know without hesitation if you have that in you or not... just accept it one way or the other.