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ANDREA L. TAYLOR, 70 | $100,000 a year
Home: Birmingham, Ala.
Previous life: Corporate philanthropist for Microsoft
How she did it: I contacted a search consultant about applying for a media position. He told me about another position he was looking to fill. I never imagined myself as a CEO of the Birmingham Civil Rights Institute, but I told him I was interested. My past work with civic, educational and tech organizations helps. My philanthropic background is critical for building capacity.

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What she learned: This job involves growing membership and the institute’s profile.
What you need to know: Say yes to new challenges. The interviewers here were intrigued that someone at my age would be interested. My friends are retired, but it’s taking me longer to feel ready. I keep going by being flexible, and never burning bridges.