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Sydney Ellen Wade: [to the President] This isn't about me. How can you keep quiet? How do you have patience for people who claim they love America, but clearly can't stand Americans?
I've had very similar conversations myself!
Right-wingers are mostly low information but extremely stubborn.
that dump['s proposed budget contains CUTS to FEMA and NOAA.
However, now that the people of Houston need help, apparently now the GOPee is gonna reverse themselves, quick, and be all pro-evil gubmint helping people. For a while, anyway.
The hypocrisy and cognitive dissonance are staggering.
And he'll be arguing that the government should stop helping them, muttering something like "fucking moochers" under his breath.
I've heard that line "you don’t understand" several times out of right-wingers and it's a dog whistle meant to demean the opponent. Just hearing that infuriates me. That is an extremely disrespectful statement that has no place in adult conversation.
When one says that now, I immediately stop the conversation and say something like this: "You have no way of knowing what I know or don't know, or understand. For you're information, I'm way the hell past your "don't understand" stage."
Or say: "stop pretending you know what's in my brain".
It's important to reset the conversation, then they are vulnerable to being called out on bullshit. 
The allies exposed the Nazis for exactly who they were and bombed Germany to dust and 70+ years later we STILL have strutting, jack booted Nazi thugs. As our country becomes inevitably more progressive, there will still be old farts who pine for the "good old days" when a major illness bankrupted entire families. Just like now, where a few pine for the days when women were chattel and they could keep African Americans as pets.
Many times, I explain that the free market and socialism are both tools, and that certain tools are good for certain jobs. There is nothing inherently evil about either one of them, and you just have to analyze the problem to see which tool (or both tools, or something else) would be better to fix the problem. Living in a Southern red state where people are all about their tools and are happy to have every kind and variation known to man, I sometimes can get some traction with this analogy.
I did like your logical progression though. There's nothing more satisfying than politely walking someone toward a conclusion they would never have arrived at otherwise. If they can reason themselves to that point, a seed will be planted and might take root. But otherwise, most people will not reason themselves out of a position they didn't reason themselves into.
