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I’m in Category B with 19 years of service on 1/1/18. Can I enroll in ret. insurance after 1/1/18?

If retiring 1/1/18 or later, you must work to at least age 60 and attain at least 20 years of service to be eligible for retiree insurance. Category B employees who work to age 60 and attain 20 years of service can enroll in UM System retiree insurance plans, any date after the employee reaches those two benchmarks.