Haven’t Filed Taxes Yet | Haven’t Paid Taxes In 5 Years | Haven’t Paid Taxes In Years Filing a tax return each year is one of the most complicated financial commitments wage earners must make. This is especially true if you are a small-business owner receiving 1099s. The process can be extremely complex. Many taxpayers often look forward to tax season when they are due to receive a sizable refund; others, like the self-employed, often delay the process with a large tax bill that they cannot afford to pay. When a taxpayer knows that filing their taxes will result in a tax bill they cannot afford, it is natural to want to not file out of fear. However, not filing is one .