This is another case of people working way too hard to avoid blaming Rick Hahn for Rick Hahn's own decisions.
Look, I don't know if this Reinsdorf quote is accurate or not, but it's long been clear that Reinsdorf runs his franchise where winning is but one of several things he cares about, and he would rather lose games and seasons than change the way he wants to run his team. He would not go over-slot on the draft when other franchises were using that to their advantage, he would not spend big money internationally when other teams were using that as a big advantage, he wouldn't even spend the international money this season even though they were rebuilding, had an incredibly low overall payroll, and had 2 years in the penalty box where they could have spent the time scouting and preparing for this signing period. Adding players that might someday help them build a winning team was so far down on JR's priority list that that they traded away their international signing space to a team that did care more about adding a player and made that other team take on Jones's contract in the process. They couldn't be more clear about it if they wrote a book about things they care about more than winning. This is why Wilder was able to successfully conduct his fraud for so long - he was a confidence man and once you have JR's confidence you're set for life.
Rick Hahn is not some innocent bystander in this behavior. He came up through this system, tolerated it for years. He got the job because whatever priorities JR has other than winning - Rick Hahn either shares those or is willing to look the other way. If JR wants to run his franchise by hiring his buddies so that they can sit around behind closed doors saying "Hey, look at me! I'm Mr. So-And-So D*ck! I've got such-and-such for a penis", Rick Hahn has his job because that's the setting he wants to be in too. RH got his job because he's not going to rock the boat, he's going to go along with his owner's priorities, because they're his priorities too. Rick Hahn is there because he's one of the buddies and he knows his job is to surround JR with additional buddies.