If you retire and later return to work after you’ve enrolled in Medicare, you may have the option of dropping Medicare and enrolling in your company’s health insurance plan. Your options depend on the size of the company. If you work at a company with fewer than 20 employees, you will most likely need to continue your Medicare coverage to avoid paying higher premiums later. Depending on the costs, it may not be cost-effective to sign up for your employer’s plan. Employees at larger companies may be able to drop Medicare coverage, but there are additional rules. For example, employees can’t enroll in the company’s HSA unless they drop Medicare Part A, and if an employee is already collecting Social Security payments, they cannot drop Part A unless they also repay all of the Social Security benefits so far received.

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