That stuff you're citing was Heinlein's stab at that culture, not a treatise on why we should like it. He wrote some great stories, but I certainly wouldn't elevate him to some kind of infallible, god-like status. Even he confessed he was a shitty writer who happened to stumble into some good luck. His work was entertaining, but you can definitely see his quality plunge (like a car off a cliff) as he got older.

He has many good stories. It's important to contextualize them in the time he wrote them, and then to see what he was satirizing or commenting on. Most of us still understand TANSTAAFL. I think that mindset is lost on the current young generation.