There is arguing, and then there is arguing. The whole post discusses whether to argue or not, without touching on the fairly important (imho) topic of how to argue and how not to argue.

Vast majority of people probably hate to argue with someone who's a jerk during said argument, regardless of their correctness.

I've also found myself arguing against someone whose point I actually support, but who is arguing in a non-sensical way, or with bad arguments for said point. Because I don't want that point to be dragged down by easy-to-defeat arguments, even if I then have to fight both sides.

But anyway: how you argue matters, put some effort into it, and don't assume that being right means you're doing a good job.

> I've also found myself arguing against someone whose point I actually support

Naturally. What purpose would arguing for what you support serve anyway? The only value argument can offer is an opportunity for you to take an opposing view and try to defend it in order to challenge your preconceived notions. It is pointless to repeat what you already know and believe is over and over again. You already have that information.