Even if true, it doesn't mean there was a conspiracy or plan for Ruby to kill Oswald. Ruby was a well known figure to the DPD. Maybe they turned a blind eye to him because they didn't expect any trouble from him and had their hands full with the changing transfer plan etc. If a DPD officer saw Ruby enter and gave him a wink because he knew him, then so be it. What matters is whether Ruby was part of any conspiracy. And there is no credible evidence of that. In fact, all the circumstances lend themselves to this being a spontaneous and unplanned event.
This was a lot more than just some officers seeing Ruby enter the basement and turning a blind eye. All the doors along routes leading to the basement were supposed to be locked, and all the entrances to the basement were supposed to be guarded. The HSCA determined that Ruby almost certainly entered the basement from the alley, and that the doors along the route from the alley were, strangely enough, unlocked, and that the policemen who were guarding the alley-side interior stairwell entrance to the garage oddly left their posts shortly before Ruby entered via that entrance. All just a big, whopping "coincidence"?
There's also the fact that Ruby tried to warn the DPD not to transfer Oswald on November 24. On November 24, 1963, Billy Grammer, as a young lieutenant on the Dallas police force, was working in the communications room when he received a call from Ruby. Grammer said Ruby warned him that the police had to change the plans for Oswald's transfer or "we're going to kill Oswald right there in the basement." Ruby did not identify himself by name, but Grammer recognized his voice. In an interview for the 1988 documentary
The Men Who Killed Kennedy, Grammer said he was absolutely certain Ruby was the caller. This is just part of the evidence that Ruby was trying to avoid having to carry out his assignment to shoot Oswald. Unfortunately, he did not succeed, and shortly after calling Grammer, he carried out the order to execute Oswald. Even the ultra-cautious HSCA could not ignore the compelling evidence that Ruby's killing of Oswald was not spontaneous.