Can I negotiate old hospital bills? You can negotiate old medical bills. You can typically settle old doctor bills for about 40-60 cents on the dollar. The hospital or medical provider will usually always be happy to work something out with you. They usually have millions of dollars in bills that go uncollected every year. I would start out low in your first offer. See if they will take 25 cents on the dollar to start and then see where you end up. Continue Reading »