This is my top ranking option , he’s actually the building door man so he will be able to view the cameras if he wanted to track me down but I doubt he’d confront me out of similar awkwardness and my positive intent.

Think I will move forward with it and try to do my part to help the guy out.

Yeah, and make sure you cut out letters from magazines and paste them onto the note so you can't be identified by your handwriting.

I think the not knowing who sent it would make it worse, at least for me. I’d assume everyone knows and be awkward around everyone.