I’d like to offer an alternative framing: don’t debate at all, just listen. While high school debate did teach me many positive lessons and I am thankful that I spent four years of my life doing it, many years later I have come to understand that it also taught me something truly negative: that the point of a conversation is to win. I have put a lot of time in my adult life unlearning that trait, and reflecting on th…
I recently read a similar point phrased in a way that really resonated: “if you’re right, you’ll still be right in five minutes” (so you might as well listen carefully in case you’re wrong).
The best conversations I had with the worst people stemmed from me not even telling them my opinion at all. I just asked them to explain theirs to me and asked the questions that occured to me in a respectful manner. Leaving them in healthy confusion and doubt afterwards (and learning a thing or two about them on the way) is more rewarding than winning a debate with them. Sometimes those people really surprise you as well, because they hold a combination of opinions that seem incompatible to you.