Tax debt is generally not dischargeable in bankruptcy — but exceptions exist. Under specific conditions, income tax debt (including crypto capital gains tax) can be eliminated through Chapter 7 bankruptcy. The rules are technical, the timing must be precise, and the analysis requires understanding both bankruptcy and tax law.
The Five Requirements
To discharge income tax debt in Chapter 7 bankruptcy, all five conditions must be met: (1) The tax return was due more than three years before the bankruptcy filing. (2) The return was filed more than two years before the bankruptcy filing. (3) The tax was assessed more than 240 days before the bankruptcy filing. (4) The return was not fraudulent. (5) The taxpayer did not willfully evade the tax. These are sometimes called the 3-2-240 rules.
Application to Crypto Tax Debt
Crypto capital gains tax from 2021, for example, was due April 15, 2022. Three years after the due date is April 15, 2025. If you filed the return on time and the tax was assessed promptly, the earliest the debt could be dischargeable in bankruptcy would be sometime in 2025 — subject to the 240-day assessment rule and assuming no tolling events extended the timeline. The calculation is fact-specific and requires precise date analysis.
Trust Fund Taxes
If your crypto tax problem involves payroll taxes — FICA withholding, income tax withholding — those trust fund taxes are never dischargeable in bankruptcy. Only the employer's share of payroll taxes may qualify for discharge under the same timing rules that apply to income taxes.
Chapter 13 Alternative
Chapter 13 bankruptcy does not discharge tax debt but allows you to pay it over 3-5 years in a structured plan — often at zero interest and without IRS penalties continuing to accrue. Priority tax claims must be paid in full through the Chapter 13 plan, but the payment terms can be more manageable than IRS installment agreements.
Strategic Analysis
Bankruptcy is one tool in the tax resolution toolbox — not always the best one, but sometimes the right one. Attorney Darrin T. Mish evaluates bankruptcy alongside OIC, installment agreements, and CNC status to determine which strategy produces the best outcome for your specific crypto tax situation. Free consultation.