1) Do I qualify to settle my tax debt with an offer in compromise?
You would have to file a form 433-A (OIC) with the IRS. In my experience an OIC is accepted when you do not have a great amount of income or assets. If you have any significant income or assets, you would not be accepted. https://www.irs.gov/payments/offer-in-compromise
2) How do I apply for this settlement / who should I call or what do I fill out?
The following links provide IRS information for you to review.
https://www.irs.gov/pub/irs-pdf/f656b.pdf
https://www.irs.gov/pub/irs-pdf/f433aoi.pdf
3) When I went on irs.gov/offers to see if I qualified they asked "Have you made all required estimated tax payments?" --can you tell me what that means?
You must be in compliance for an OIC to be approved. This means all tax returns have been filed not all taxes paid. This allows the IRS to determine if they are able to timely collect the outstanding taxes within the 10 year statue of limitations.
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