MIT Sloan is the ‘just the facts’ business school. They stopped asking about your post-MBA goals years ago, because they only respect evidence of applicants' demonstrated excellence, for instance a performance evaluation. Its MBA recommendation letter essay fits smoothly within that tradition.
Unlike Kellogg's late, lamented ‘provide a brief evaluative assessment of your file’ essay, MIT Sloan isn't inviting you to engage in narcissistic self-marketing here. You’re being asked to view yourself as your supervisor would in a performance evaluation.
You want this recommendation letter-essay to ring true, though not necessarily because Sloan will be able to compare your letter to the actual letter your current supervisor writes or their performance evaluation. Indeed, you may want to get strategic and allow this recommendation letter-essay to stand in for an actual letter from your supervisor.
Sloan requires two letters that answer the same six questions listed in the essay two prompt, but all they ask for is letters from “individuals who are able to speak with certainty about your professional achievements and potential”.
MIT Sloan prefers that both letters be from the workplace but does not require it. Your first MBA recommendation letter could be from your previous direct supervisor at work and the second be your current supervisor (or peer) in your ongoing extracurricular if you have achieved a lot there OR another previous supervisor, so long as you don't go back more than, say, four or five years.
In other words, because you are focusing essay two on your current supervisor, it's pointless and redundant to waste one of your precious recommendation letters on him or her. Worried that Sloan will assume you omitted a letter from your current supervisor because it would be negative? Make your essay two reco-essay as objective and concrete as you possibly can, ideally by referring to or even quoting from your supervisor's actual performance evaluations of you, as long as they're positive, of course…
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