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Rising 3L at a T14, struck out at OCI and grades are below median, but landed in-house at a large bank for this summer. Couple of my bosses (managing directors and deputy GC's) have been sending my resumes to large firms for entry level positions. I have a one-on-one meeting tomorrow with the main GC, who is obv a big deal. What kind of questions should I ask him? Anyway can bring up the idea of him sending my resume to some of our outside counsels? He yields a lot of power, but I don't want to just randomly bring it up.

Idk about questions but I wouldnt bring up passing yoyr resume around. Either he'll offer or he won't.

Best bet would to talk about your career goals organically if it comes up and hope the GC offers to pass along your resume.