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[quote=Anonymous]I was just at a family gathering and heard some family members discussing a cousin who had been out of touch for many years but has recently been rebuilding family connections.  We think that he has been working as a handyman for cash, not paying taxes on his income, for many years.  He has no health insurance and presumably has not paid into social security, medicare, etc.  Now he is having some health problems and probably will eventually need surgery, and our family is trying to figure out if we can give him advice on how to proceed.  We think he is probably scared about trying to sign up for health care through Obamacare because he has been off the books and has no official income history, but we don't really know what his options are at this point.

Obviously,  he has made some bad choices about his taxes and there are (and should be) consequences and penalties for that.  But I'm hoping they aren't lifelong, irreversible consequences at this point and that there's a way to move forward. My family would like to encourage him to get things straightened out so he can get health insurance, pay into social security, etc., but we don't know what is involved.  We don't necessarily want to rescue him, but would like to understand the process and give him information, support, and encouragement.

Does anybody know where we should start with this? He lives in Florida, if that matters. Advice or resources would be appreciated.

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