Inside job? He may have been told when to be there. I was in fourth grade at that time and was PISSED that my Saturday cartoons were not on. I was watching all of this live when Ruby came through the crowd and shoved a gun into Oswald’s gut and pulled the trigger!
You must be mistaken ... that was a jam session by Lee Harvey and the Oswalds ...
Oswald was shot on Sunday nov 24th (not Sat) around 11:30am CST. I remember it was as we were getting ready to leave for 1pm mass.
He may have been told when to be there.
ANYTHING is possible, but there was really no way to do so since the timing of Oswalds transfer was in flux.
Warren Commission investigator David Belin said that postal inspector Harry Holmes arrived unannounced at the Dallas police station and, upon invitation by the investigators, questioned Oswald, thus delaying his transfer by half an hour.[42] Belin concluded that, had Ruby been part of a conspiracy, he would have been downtown 30 minutes earlier.[42]
https://en.m.wikipedia.org/wiki/Jack_Ruby
Jack Ruby was at the nearby Western Union office sending a money order and then went directly to the police station. He arrived just as Oswald was led into the crowd by dumb luck.