Even if we assume that Trump *meant* to condemn the Proud Boys, which is probably a bit of a stretch, it's obvious that the PB themselves took it in a very different way. "Standing by, Sir" is not the response of an organisation that thinks itself condemned. That's a problem.
The wider problem is that it's often difficult to pin down what Trump is thinking. It's easy to find quotes of his, sometimes separated by seconds, that say the exact opposite of one another; and, besides, his "answers" are so often rambling, wandering off-topic frequently, that it can be difficult to work out what he's even trying to say. Here's one particular classic. Read the following, then answer the question:
Hannity: "Let’s talk about a second term... What’s at stake in this election as you compare and contrast, and what is one of your top priority items for a second term?"
Trump: "Well, one of the things that will be really great… You know, the word experience is still good. I always say talent is more important than experience. I’ve always said that, but the word experience is a very important word. It’s a very important meeting. I never did this before. I never slept over in Washington. I was in Washington, I think, 17 times. All of a sudden, I’m president of the United States. You know the story. I’m riding down Pennsylvania Avenue with our First Lady and I say, 'This is great.' But I didn’t know very many people in Washington, it wasn’t my thing. I was from Manhattan from New York. Now I know everybody, and I have great people in the administration. You make some mistakes. An idiot like Bolton, all he wanted to do is drop bombs on everybody. You don’t have to drop bombs on everybody. You don’t have to kill people... He’s sort of a sick guy. There’s something wrong with him. But I noticed that earlier, he made two very bad mistakes. He made a mistake where he talked about the Libyan model. ... I said, 'That’s a disaster,' because you know why. And the other thing he said, 'Going into Iraq was a good thing.' I said, 'Okay, John, but now you know it wasn’t, right?' 'No, no. I still think it was.' I said, “So we’re in for $8 trillion in the Middle East, and you think that was a good thing?' And I’m pulling out, you know, I’ve getting everybody out nice and easy. Everyone’s going nicely. Going nicely... He was only there a short while. Once he said those two things, I no longer paid much attention to him, if any. But I’ll tell you, he was good for one thing. Everyone thought he was crazy, because all he wants to do is bomb people. You know, he’ll fight Russia. Let’s fight Russia. Let’s fight China. Let’s take them on at the same time. He’s crazy. When I walked into a room with him, I knew that. When they saw Bolton, they always gave me what I wanted... So in a way, he helped me in terms of a negotiation. But seriously, he didn’t do a good job. He wasn’t smart. He wasn’t sharp. And he’s the only man I think I’ve ever met… I knew him for a year, one year, whatever the time was, short time. I don’t think I ever saw him smile once."
H: "You still beat back the caliphate. You got Baghdadi and associates, you got Soleimani. You got the al Qaeda leader in Yemen."
T: "We’ve done a lot, we’ve done a lot. We took out Soleimani, number one terrort in the world. We took out al-Baghdadi. He was also considered number one. I guess they fought for number one, I got them both. Obama should have gotten al-Baghdadi, but we took them both out. When I took it over, it was all over the place. It was a disaster. That’s the ISIS caliphate."
H: "It won't be on your second term agenda to drop cargo planes of cash for mullahs in Iran, I’m just guessing."
T: "I got 1.8 billion in green, beautiful cash. But in cash, 1.8 billion, I think it was five plane loads of cash. Five plane loads. 1.8 billion and 150 billion. Actually I was more impressed with 1.8 billion in cash, if you want to know that truth. So it was one of those things."