If he doesn't get his alcohol problem in check, he won't make it another 30+ years or be able to hold a job. I would think that would be the primary concern. His living situation can be easily remedied if he quits & stays sober. I don't know if he needs treatment, but if he's reaching out, he might be receptive.
I have a friend that I helped get into treatment & now he lives in a real nice Oxford house & has a decent job. Digging out of a drug ravished life isn't easy, but having a trade helps. It's my observation that it takes at least 5 years of clean living & hard work to see real results.
When I was 32, I had huge dependency problem & recovered through 12 step programs alone, no treatment. Does he have any kids? That can be a good motivator. I hope he is willing to do whatever it takes without reservation, or as I was told "As desperate as the dying can be".
I think the most important thing is that you be cautious & not get caught up in his success or failure too much. The odds are greatly against him & he may need to be beat down a bit more before he has found his bottom. You can be a nonjudgmental friend that can help, but don't endanger yourself.
I think having a sit down with him to find out what he is willing to do to better himself is a good start. If he is in denial about his alcohol problem, then I wouldn't enable him. Here's a link to Oxford House, good luck.
http://www.oxfordhouse.org/