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In my experience with Ole Miss rush, the letter has been helpful. It can explain your situation in better detail. For examply, maybe your ADD went undiagnosed until later in hs, and that would be the explanation for the low GPA, etc. Also, on most college campuses, they have special help/resource center, etc for diagnosed learning disabilities, and that knowledge tells the sorority that you will be getting help with the college load.
That said, GPA is a big deal in competitive rush, and most houses are only allowed to take very few below their own house GPA requirement( which for some houses is far higher than the GPA required to go through rush.) Those exceptions are based on other info - were you extremely involved in hs?
Last, Ole Miss has a slightly deferred rush and be sure to treat those weeks prior to rush with care - (no crazy drunken escapades) Treat it like one big job interview.
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