Dear Jay Paige:

I don’t think you are overthinking this. I think this may very well be a red flag. That would be unfortunate because you love him.

Strange he did not approach the subject (grammar) in person, but instead texting. Strange he criticized your texting grammar, not grammar otherwise, which seems perfect to me reading this email (I am no expert).

Strange he asked you about your education as the introduction to his criticism.

Strange he sent you such a long apology email and express no real insight or apology in it.

* You mentioned race: maybe he is uncomfortable with you because of your race, having negative thoughts and feelings regarding your race, and he is expressing his discomfort indirectly, via the topic of texting-grammar.

I would say, pay attention, take in what he says and does and evaluate him: who is he? What are his thoughts and feelings about X and Y and Z? Get to know who he is while not letting your attachment to him distort your seeing and evaluating him.

anita