It sounds like you are doing the right things in pursuing your COBRA rights. There are penalties for failure to provide the notice but the plan appears to be taking care of the situation, at least for the most part, and at least so far. Keep the pressure up and you are likely to get the plan to cover the retroactive payment, too, as $250 is a drop in the hat to an insurance company, despite that it is a lot of money for ordinary people who are out of work.
Most and perhaps all pharmacies will provide their customers with a print out of all their prescriptions and the cost. Most have this information in their computer system and all you have to do is call to confirm the availability, then go pick it up. Doctors' offices and medical facilities maintain similar records.
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Please see the following website that outlines several ways to register complaints about the handling of COBRA matters. It should give you some guidance that you need. Good luck to you.
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