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I am just finishing my internship up at the state legislature, and I was offered to have the Representative write me an LOR for all my work this session. I was wondering if it was ok to send in a target letter of recommendation aimed to the nearby T14 school even though the Representative is not an alumni . Also if so should I take a chance at making it more personal by asking it to be addressed to the Dean of Admissions?

Unless you have specific dealings with the Rep and (s)he knows you very well, the school won't look very highly on such "prestige LOR's." They would much prefer all 2 or 3 to be from faculty that know you very well. I think the only possible exception would be a Walter Mondale letter for Minnesota or a Barack Obama letter at UChi or something, but even these are not going to carry the same weight as a strong letter that shows that the recommender really knows you