There's at least one person I've heard of of doing this type of interaction to change the minds of KKK members— Daryl Davis. He's certainly an uncommon example though. Most people who are in stark disagreement with another's views don't seek them out as potential friends.
“Ignorance breeds fear. We fear those things we don’t understand. If we don’t put a lid on that fear and keep that fear in check, that fear in turn will breed hatred because we hate those things that frighten us.
“If we don’t keep that hatred in check, that hatred in turn will breed destruction. We want to destroy those things that we hate. Why? Because they frighten us. But guess what? They may have been harmless and we were just ignorant.”
“Ignorance breeds fear. We fear those things we don’t understand. If we don’t put a lid on that fear and keep that fear in check, that fear in turn will breed hatred because we hate those things that frighten us.
“If we don’t keep that hatred in check, that hatred in turn will breed destruction. We want to destroy those things that we hate. Why? Because they frighten us. But guess what? They may have been harmless and we were just ignorant.”
https://lanthorn.com/61539/news/news-daryl-davis-lecture-at-...
https://www.washingtonpost.com/wp-srv/style/features/klan.ht...