Some of aries suggestion is good, i would leave out when you hope he will be in bed and do not specify any time to call. just let him know that he can always call you if he needs anything or to be picked up (in any condition at any time)if he calls on Shabbos I would assume that it is an emergency and you should answer, but you would need to ask your Rav (providing that you explain the situation in detail). If you find yourself worried about him at any time you can txt him a smiley face 🙂 but ONLY a smiley face.
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