Hey there Mswil,
I think you have a very nice profile overall. You have not only depth but what is rarer, breadth, what with your real volunteer work, athletic experience, and entrepreneurship. Schools in general like entrepreneurs, because they understand that such people are independent, are go-getters, have initiative and leadership, and I think you can build a strong candidacy from your profile (esp. if you right good passionate stories). But what schools, and especially schools like HBS and Stanford like a lot more than entrepreneurs are SUCCESSFUL entrepreneurs. So I won't lie to you - the relative success of your firm will be very important, as well as your plans for the future.
From the goals you have written, continuing along the entrepreneurial path makes more sense to me than starting an investment firm, which from what I see here experience has not yet prepared you for, so in general I think it is preferable to present the more plausible and logical goals to the AdComs.
Get your 750-800 on the GMAT, and you will for sure be in the running. Other than that, a lot will hang, like I wrote, on the perceived success of your venture until now, and your plans for the future.
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