To me it just shows (again) how Trump views the world--things are good or bad depending how they'd help or hurt him.
Getting medal A is not as good, because it means you might be hurt or dead. We already know that a dead soldier is a fail to him, a live soldier is always better because it's better to be alive than dead. Giving up your money, or life, or anything to something that doesn't benefit you? Well that's for suckers.
Medal B doesn't involve actual sacrifice, so its preferable.
For most people, this is a pretty alien way to think. It's sociopathic. I'd argue that it's not exactly what would be best for the most important leader in the world (arguably), but many of my compatriots disagree.