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Is it customary to include a cover letter even when the application requests resume, transcript and deal sheet? I don't want to stray from the instructions, but at the same time, don't want to leave it off if it is an unspoken rule. Thanks

Don't do a cover letter unless it's requested; they're usually a waste of time. If there's something particular you want to convey you should do it through a friend at the firm or a recruiter.