I imagine he could reach out to a tax attorney if he wanted to come clean.Maybe it's possible for the tax attorney to reach out to the IRS and say "hey, I've got a client who hasn't filed tax returns in 30 years, and wants to come clean, but simply can't afford to pay 30 years of back taxes, penalties and interest." Maybe the IRS would be willing to reach a compromise where he is put on a payment plan for a reduced amount and stays current with his taxes going forward. From a collections standpoint that would seem to be the best option, however, from an enforcement and deterrence standpoint, the IRS may not want to waive anything. While I don't have any personal experience in this area, reports that I've seen on other tax boards frequented by professionals indicate that the IRS is more interested in getting someone back into compliance than going after all of the back years. I would expect that somewhat more than 3 years and far fewer than 10 years of back taxes might be enough. This is not a do-it-yourself project and should probably be done through a tax attorney because of the non-zero risk that the IRS could take a hard line.Ira
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