Regarding the "celebs" who get tags. I certainly don't know any of their situations. They could have gotten lucky or they could have acquired (sponsors, etc.) Governor or Commission tags. They could have bought tags in auctions, etc.
Having retired from a Wildlife Agency career I'm pretty certain there are no shanigans going on. It would be the highest of foolishness for an agency to destroy public confidence for the agency by subverting the drawing process.
I remember about 15 years ago a high level politico asked me for special attention during the drawing for a quota deer permit. I told I couldn't and wouldn't do it. I advised if I were made to do it I would be asked if we ever "cheated". I told the politico I wouldn't lie for him - I would give the truth with names, etc. if asked. He declined to apply for the hunt.
In fact, even though there was no law against it, I refused to even apply for a KY Elk permit until after I retired in 2007. I didn't want anyone thinking me dishonest if had drawn one. Ironic as I was the director of that restoration effort. I've applied every year since -- I figure 51 more years and I'll draw a KY elk tag!