Time will tell just how much he will help out. I would consider a Plan B for those things, i.e., such as dog sitting, arranging for firewood, etc.

I would send a simple text of "Happy Birthday" and leave it at that.

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.