How do you deal with friends who self-sabotage?

I love said friend very much. There is nothing wrong in our friendship - I get emotional support, fun, intellectual stimulation. But he's very good at making decisions that are harmful to him and his life. That being said, he has a history of depression and therapy. He's extremely intelligent and spends a lot of time in his own mind. I already know I cannot help him and he would never ask anything like that of me - he takes full responsibility for all of his actions. It's sad watching him getting into his own way. How do you deal with this? "Breaking up" is not an option as this friendship enriches my life immensely. I treasure what we have.

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SW-User

Intervention time? Well, you could bring up, if you haven't already, how this affects you, too. You care about him. This is also like how people don't want to hear the ones they love genuinely self-deprecate, just as they don't want to hear someone bullying the one they love. One wouldn't let others do that, so why should you let them do it to themself?
I don't know what all you've tried, but maybe the route to take now is to say that it hurts you because they already seem fine with hurting themself..

LunaInvicta

Thank you. I am working on how to communicate my feelings about all of this. And to keep my distance when I have to.