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At some point on an old South Carolina interstate, I mentioned to him that I thought I would like to be a pompom girl.

“She was a pompom girl and a debater,” he writes in his précis of Ms. Mayer’s childhood.

Undaunted, DuBoe, a former pompom girl and Mensa member from Morton Grove, is counting wins like the public health grant and a few promising new corporate relationships as she tries to make good on the promises behind Live United 2020, a bold service and fundraising initiative unveiled in 2009.

At a ship's party in Guam, the skipper ordered Generous to sit cross-legged at his feet, and had another officer roll up his trouser legs and act as a "pompom girl."