I am retired without retiree health benefits. I also am not insurable so I am on the Minnesota risk pool, that can charge 5 to 25% more than equivalent insurance for a person in good health. It is one of the least expensive pools in the United States with some of the best coverage. I pay roughly $500 a month for an 80/20 in network plan, with a $5000 deductible. The drug deductible is part of the $5000 but is only $2000. I am not remembering off the top of my head what is my maximum out of pocket but it isn't bad.
My husband pays the same.
Even though we do not usually hit the deductible we have the advantage of negotiated lower prices. For example, I pay roughly $50 for a prescription that would be close to $500 if I had no insurance.
I am lucky to be a Minnesota resident and am lucky to have enough money to pay these prices. There are many states I cannot live in because there are no affordable options for me or no options at all. Some state risk pools are a total joke. High prices. Limitations on how much they will pay for a specific condition. Yearly limits. Low lifetime limits. Etc. Other states have risk pools that are closed or non-existant and the only way you can buy insurance if uninsurable is if you have HIPAA rights, coming off of a group plan. Or, you get on the new federal plan for the uninsured but you have to be uninsured for six months to do so.
(I would not call a plan a "Cadillac" plan if it covers prescriptions. Prescriptions can bankrupt a person. Look at chemo therapy drugs. I also don't consider mental health "Cadillac." Health is health. Mental health is not less worthy than physical health.)
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Richard Feynman: “The first principle is that you must not fool yourself and you are the easiest person to fool.”