I'm friends with guys. I even talked about living with one of them once (for the convenience of us moving out from our respective parents). Didn't happen, but just like our friendship, it would have been purely platonic.
While this situation is a little different, it does seem like he's trying to help out a friend, and evidently struggling with it.
Yes, red flags. Do you honestly need advice on this?
I'm friends with guys. I even talked about living with one of them once (for the convenience of us moving out from our respective parents). Didn't happen, but just like our friendship, it would have been purely platonic.
While this situation is a little different, it does seem like he's trying to help out a friend, and evidently struggling with it.