Many Sox fans do come across as having a sense of entitlement Spud. I'm not talking about you. You are just voicing your frustration with this team, which is understandable.
Our current ownership has always been willing to spend, and they have done so every year. They aren't cheap. They have put a product on the field every year that at least on paper, should contend. If the Sox are still in the hunt at the trade deadline, they will make moves to try to improve the team. That's really all you can expect them to do.
Sometimes it will work out, sometimes it won't. When it doesn't work out, there's nothing wrong with being upset or frustrated. I am as frustrated with this team as anyone else here. That's what fans do. OTOH, demanding that the FO do something about it, or demanding that Farrell or Cherington be fired, (as if fans have any power to demand such things) comes across as entitlement. Expecting the FO to sign a big name free agent, no matter what the cost, comes across as entitlement. Complaining that the FO is cheap when they have a payroll in excess of the luxury tax limit comes across as entitlement. It's the very thing that we disliked so much about Yankees fans.
Maybe it's because we didn't have forums and all the instant access to everything on the internet then, but I don't remember Sox fans being like this prior to 2004. Sure, we wanted to win and we got frustrated when we didn't, but it wasn't the feeling that we were "entitled" to better, like it is now.