I used to wonder how to approach someone whom I knew after a sickness related death. I didn't deal with it very well and several times inadvertently wound up avoiding them. Sadly what caused me to change was losing a very close family member of my own. I was surrounded by friends throughout and for some time after with calls, visits, cards, etc. It helped more than I ever thought it could. Needless to say I have adopted this same approach and have had the unfortunate opportunity to offer comfort a few times to friends as they were losing and after they had lost a loved one but it felt good to be with them...very good indeed.
Also, for anyone who still haven't figured out Gravitas yet I'll share with you what I've learned about people over the years which has served me well in deciding who is and isn't a prick. As I see it there are two types of people: assholes that want you to believe they're not and genuinely good, staight shooters that want you to believe that they're assholes to avoid all the sappy do-gooder shit that goes with it. My guess is he's the latter.