Complex sentence: He would usually fly ahead to the venues and prepare the way for Presley's entourage to follow, so that he and Presley rarely saw each other, and as time progressed it became even more difficult for Parker to get in contact with Presley.
Split into simpler sentences: He would usually fly ahead to the venues and prepare the way for Presley's entourage to follow. Due to this, Presley and Parker would very rarely see each other, and as time progressed it became even more difficult for Parker to get in contact with Presley.