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Because most workers receive health benefits from their employers, retirement often disrupts health insurance coverage. This brief examines the availability and cost of health insurance at ages 55 to 64 and changes in coverage after retirement. Today most workers with employer health benefits retain their coverage when they retire early, although their required premium contributions have increased sharply over the past 10 years. In the future, however, steady declines in the share of younger workers with access to retiree health benefits may jeopardize income security for the next generation of retirees.