Okay I'm not 100% of the rules and regs but (seeing as none of my friends are looking to fuck their careers)
1) I think it's 18 months and not 12
2) The ontario college of teachers and the teacher's union are pretty clear that you should not have kids as frineds on facebook. It's not so much you caan get fired for it but it is a recommendation to keep teachers out of trouble.
3) If it can be proven that he has already started the relationship how long he waits is a moot point as this is considered "grooming" i.e. lay the groundwork for a relationship
4) switching schoools won't help his case
He is playing with fire..... is a stable job that pays shy of 100K plus a 60K pension and the ability to retire in your 50s worth throwing away.
Who invited who for the friend request. If he did it that alone could be the "grooming" that investigators will use to hang him
Plus isn't it a little weird to put so much stock into a "relationship" when he has no idea if she is interested?
35 and 18 is too big of a gap but that's just my opinion. I mean she has no concept of being in an adult relationship, the responsibilities of adult life, no understanding of the phases your friend has gone through (university, living away from home, holding a full time job, having a career). What kind of conversation can she have with his friends..... you're sitting around the dinner table and she's regaling everyone with tales of high school cause that's all she knows.
Your friend has more issues than just the career suicide. What he can't relate or approach older women? It's normal to plan to wait a year for a girl who has said nothing?