I understand why you let the text get under your skin but I think you are reading too much into the wording of a text message, which is even more limited than email, and you know how tone doesn't come across in email. Perhaps the wording was his way of expressing that he was proud of you but at the same time he learned in the past that you weren't appreciative of his expressions.
I would chalk it up as a positive interaction (that he thought of you) and leave it at that.
