Give him his endorsement and send him on his way to the FSDO!!!
Then schedule him for his first Instrument lesson. Sounds like a dream.
Me: Show me your student pilot certificate.
Him: What certificate?
Me: You know, your medical?
Him: I think it expired.
Me: No it didn't, it's like three weeks old.
Him: Yeah, it expired.
Me: It expires in three YEARS!
Him: Oh.
Me: Where is it?
Him: Where is what?
Me: Your Medical!!!
Him: I don't have one, it expired.
Me: Then show me your student pilot certificate.
Him: Is that attached to the medical?
Me: No, it IS the medical.
Him: It's expired.
Me: Just give me the dam ticket!
Him: I threw it away.