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Since your friend's father turned 65 on May 29th, he was eligible for Medicare on May 1st. Your friend should sign up their father online for medicare benefits by going to the following website: https://secure.ssa.gov/iClaim/rib.
The problem is that if he was not automatically enrolled before May, he is now signing up 1 month after he turned 65. As a result, overage will not start for him until the month after he signs up for Medicare. However, if he is currently receiving social security retirement benefits, then he may have been automatically signed up for Medicare when he turned 65. You should have your friend reach out to the medicare office to walk them through the enrollment process.