Greetings from another "slide" man. I offer prayers and hope that your friend may be blessed in the spirit by your affection and care. It is strange how many of us are eager to help others and yet are reluctant to accept such in our own time of need - we resist, even resent any acknowledgement of our weaknesses or vulnurabilities and may even shun any who profer empathy or help. Jim may be such a one too?
I'm going to recommend a ninja or stealth approach here. Call it the "drip" method. If you are willing to take on such a process? I would download and print individual papers on critical issues like personal religion and prayer and soul and ascension and finaliters and God's relation to the individual...pick 12. For the next year, once a month, send a paper (attributed or maybe better, unattributed) a month printed in a nice font on good paper with a personal note hand written top or bottom and send this with music you know he would love. After several months, send a Book with websites....but keep sending the monthly "care" package. Wait for Jim to reach out to you.....but persist no matter what response you may get, for Jim's reaction may very well change over time.
Just keep showing you care but without angst or agenda either one. Hope Jim does well in finding his spirit and his way on this side but have comfort knowing how brief we are here before sojourning on, together, in the adventure. The Kingdom is here and now, do what you can to help him see it and feel it. All the best....and hoping for other's ideas to come. Peace....and keep blowing that horn!