Does the puzzle occur in current society? (as opposed to hundreds of years ago or in the future?
Is everybody involved human?
Does the phone call relate to work safety?
Is the above answer relevant?
Does Jr usually have sleep problems?
Is the above answer relevant?
Is Jr trying to sleep during the day?
Is the above answer relevant?
Is an extra-marital affair involved?
If so, can I join in a 3-way?
Is the source of the phone number relevant?
Is Jr in a house or other normal residence?
Is the above answer relevant?
Does a person answer the phone on the other end?
Does an answering machine receive the call on the other end?
Is he leaving a message for himself?
Does anybody in this riddle have amnesia?
Does anybody in this riddle have an evil twin?

Was he hypnotized...? Plus, everything Fagina just asked...

excellent questions:

Does the puzzle occur in current society? (as opposed to hundreds of years ago or in the future? Yes
Is everybody involved human? Yes
Does the phone call relate to work safety? No
Is the above answer relevant? No
Does Jr usually have sleep problems? No
Is the above answer relevant? Yes
Is Jr trying to sleep during the day? No, it was 11 pm when he tried to go to sleep
Is the above answer relevant? Yes
Is an extra-marital affair involved? lol, No
If so, can I join in a 3-way? Irrelevant
Is the source of the phone number relevant? Yes
Is Jr in a house or other normal residence? ehhh, yes.
Is the above answer relevant? Yes
Does a person answer the phone on the other end? Yes
Does an answering machine receive the call on the other end? No
Is he leaving a message for himself? No
Does anybody in this riddle have amnesia? No
Does anybody in this riddle have an evil twin? Maybe MVP, otherwise, no.

Hypnotized? No.

Is John a family member or someon he cares about?
Is John dying?
Is John a stranger?