That's because he's a foaming at the mouth rabid Republican who has neither served in the military nor been homeless.
I served briefly (before a medical discharge) in the Air Force, and I have lived homeless with his children while he lived in the house we bought together and dated other women. His son is in the military. He flat doesn't understand what this means.
Or he doesn't care.
After all, he got his: he's a home-owning middle class white male retired from a state job, and he doesn't want anyone else to have what he has. Apparently not even his own children.