Why do you see "charter" as an entry to airlines?
Not sure your ideas don't really hold much water.....maybe self sponsoring an entry level biz-jet MAY help you to one of the very small operators, but if you check at CAE (Burgess Hill) you will find that a GLEX rating is over three times more expensive as a A320 rating.........
Top level biz jets will require a fair amount of experience because the insurance costs are far more prohibitive. My current employer requires an (issued) ATPL for First Officer applicants.
And I suspect that most of the corporate drivers are very happy with their lot, I for one would not like to change what I do to move to the airline world, for (generally) less pay, more hours, poorer conditions and less variety.
As for the hour building dilemma, you are not the first pilot to have this problem! There are many routes to increasing your hours, and sometimes you have to swallow your pride and do one of them. Not all 200 hour graduates can expect to walk into an airline......