Cleo Parker had a simple plan before retiring: She would work well into her 60s as a marketing analyst in the automotive business. But recently, she has been searching for a Plan B. In 2006, just as she was about to turn 50, Ms. Parker’s longtime marketing job with a Detroit-area advertising agency was eliminated. For the next decade, she worked a series of short-term-contract and full-time positions — many in the volatile auto industry, which…

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