One of Ruby’s best friends was Gordon McLendon, co-founder of KLIF radio in Oak Cliff, and Ruby had many documented interactions between both McLendon and other KLIF staff. For just one example, a delicatessen employee named John Frickstad told the FBI he overheard Ruby on the telephone the night of the assassination saying that he (Ruby) could be reached at KLIF radio.
Gordon McLendon, as luck would have it, was a very good friend of [David Atlee] Phillips (in the 1970s, for example, the two worked together to form the Association of Former Intelligence Officers). In fact, McLendon and Phillips had known one another since both men were in their teens.
I remember a topic some time ago concerning the Oswald midnight press conference, where in a photo, a media reporter who some believed could be Phillips is seen close to Oswald. If so, could a friendly radio station owner have provided him with the necessary press pass by any chance? - pure speculation you understand.