Sotto, How do you feel about wishing him a Happy New Year? It's a simple saying and one that we would give to friends and family. No expectations from him at all.
When he reaches out to you again, you could always ask him how he's doing, but you must keep your missives short and sweet because he's still in the rabbit hole.
When something isn't working, try something different. You'll know if he wants to hear from you or not from his responses or his radio silence.
Sit quietly, the answers will reveal themselves when you least expect them to. The past is gone, the present is a gift and you need to focus on today, allow the future to reveal itself when it is ready.
