A feature of the House endings is that they insinuate that House's reign is "oppressive" and "cruel".
But... Is he really? I mean we see House's rule first hand throughout the game, and it's pretty hands-off. He collects a hefty sum in taxes, and only people with a passport can enter... But that's it really. As we can evidently see in-game, House doesn't really care about interfering in day-to-day lives. The only possible "oppressing" is by the Securitrons, who again, don't seem to be that oppressive. We see an example where a bunch of drunk NCR citizens are dancing in a fountain, yet the Securitrons don't shoot them. All they do is tell them off until some NCR MPs show up.
So the Strip exterior is pretty much just orderly, not "oppressed". So where's the oppression? Inside the casinos? Certainly not, as House and his Securitrons don't even go inside the casinos, again confirmed by his own dialogue. He's a man of his word too... Somewhat to a fault here, as while most of the Tops are ok, Benny is planning to overthrow him, the Omertas are amassing a stockpile of WMDs, and the White Gloves are eating their guests. So again, no one's getting oppressed there, unless they are doing it to themselves.
Really as far as we can tell, House just has two rules: If your too poor you can't come in, and, be civilized. Now the first one is contentious, but you could very easily argue it's within his rights. He built Vegas, He owns Vegas, and he doesn't want a bunch of squatters on his property, dirtying up the place as that violates his second rule. And that I think is where really House's big problem is. He is old fashioned and not really a people person, so he just kinda expects people to act reasonably, by Pre-War standards. But wastelanders who don't know these standards, never growing up with them, would probably view them as "oppressive" when House forces them onto the wastelanders. Not only does it hurt his PR, but also this also really does explain why things got out of hand in Vegas, as House just expected the Families to be civilized people... When really they mostly aren't, with the exception of the Tops, he kinda lucked out on those.
What do you guys think?