I like and dislike the multiple checks. I like them because I think they fairly accurately represent how conversations might happen in real life, where you don't always come up with the perfect thing to say to the people you're talking to. Especially if you're trying to persuade them on something.

I don't like it because it means I have to reload saves multiple times to get the desired outcome.

For now I like it more than I dislike it, but that might change in time.