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The most interesting problem is that it uses smart quotes, there's a left double quote and a right double quote. This would be fairly unusual to see in a typewritten letter from 1994. It's also come up that no one can find any reference to a teacher with that name from that time period, but I don't think that is particularly conclusive since there's no central national repository of all teachers names from 1994.
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[–] BistroPalin 0 points 3 points 3 points (+3|-0) ago
So this is probably fake, but it's not been conclusively disproven.
Snopes is a crap site, but their analysis covers the basics: http://www.snopes.com/humor/letters/hilliker.asp
The most interesting problem is that it uses smart quotes, there's a left double quote and a right double quote. This would be fairly unusual to see in a typewritten letter from 1994. It's also come up that no one can find any reference to a teacher with that name from that time period, but I don't think that is particularly conclusive since there's no central national repository of all teachers names from 1994.