WOW, you can only help him find jobs if he wants you to. You can ask in such a way “Remember how you asked me to “help” remind you to put on tefilin when you chose to do that for a while, would you be interested in me helping you find a job?, If there is anything you would like me to help you with, or you want to talk to me about. I’m here for you and ready to listen”.
In that way you are NOT forcing your ideas on him, or pushing jobs on him, you are just asking him if he is interested in your help.