Malc4d,
It certainly feels like that, but it's not.
This isn't a matter of you can't have the golden ring unless you already own the golden ring.
In order to get experience to get the job you want, you may have to work a number of entry level positions first...possibly jobs you don't want.
No, you can't have the GIV job without having the requisite experience. However, yes you do need that experience, and you do need to get it somewhere. You may not be able to go out and buy a GIV type rating and hope to go to work. But, you may be able to work your way up to that position with a number of years of charter, freight, instructing, and other positions, until you're qualified to apply.
The problem as I see it isn't that it's a catch-22...it's that some want things before they're ready to get them. It takes time. Be patient. You'll eventually fly the aircraft you want, and probably work the job you want...it may not be today, but with some patience, it will happen.