The very best time to settle with the IRS is when you have nothing. Don’t wait until you have more money to sort things out. Seek representation and negotiate. If you have nothing, then borrow money from Uncle Bob or Aunt Millie to hire a representative and get it worked out as soon as possible.
The IRS will work with you to work out a deal. However, negotiating with the IRS is not something you should do without representation simply because you don’t know the rules of the game, and a qualified representative does. A representative will know the options available to you and can help you choose the best ones.
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