Jamie,
Remember the poem you posted here awhile back?
It told me then the kind of person you are, and your post here just reaffirms my thoughts.
I haven't been around HW long enough to know the whole story of Bob, but it sounds like Bob has a very good friend in you, and it sounds like Bob doesn't realize that.
I know, if I had a friend like you, I'd feel like a very fortunate person indeed.
Scythia