Concerning your friends of friends, if they can make a pre-call on your behalf, it would be nice of them. It will make your contact more smooth and you'll decrease the chances that you'll catch her at a bad time. Don't forget to thank all parties involved!
With timing being what it is, I'd probably contact the Chicago Alumnae Panhel (not Alumni) as soon as possible. Had you handled this a couple months ago I'd say wait and see what you need (recs not covered by first or second degree contacts) so you can bother the fewest other women possible. But you haven't allowed much time so I'd probably kick both into high gear. I'm not sure recs are absolutely required at UofI. Someone can clarify, but given a need to choose, I'd focus on the personal recs. As discussed in other threads, information only recs are not as valuable, even though they DO still have value.
As you expand your resume, the older/less important stuff should fall away. If you were the national spelling bee champion at 14, I'd probably still have that on my resume. That you were hall monitor your junior year, not so much. And word of advice, date and file away each copy of your resume as you update it. You'll be glad you did later on.
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"Traveling - It leaves you speechless, then turns you into a storyteller. ~ Ibn Battuta
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