Hi nlamia,
Thanks for writing in. You certainly seem to have some unique experiences that will help with your essays, and although you don't specify your post-MBA goal, if it is in education than you will also be able to write about taking a non-traditional post-MBA plans.
You are right that your GMAT is a point of weakness and your undergraduate coursework and finance experience should speak to that. If you are not confident that another shot at the GMAT will raise your score to the 700+ range, then you may want to go ahead with those first round applications. HBS and Stanford are obviously very competitive so you will need to make a compelling case as to why they are good fits for you and also point to the evidence that you are capable of performing MBA-level math.
Best of luck,
Daniel Richards
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