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Category: tax debt

Can I discharge my tax debt in bankruptcy?

Alt text: Infographic explaining rules for discharging Massachusetts and federal income tax debt in bankruptcy, featuring a courthouse, gavel, state map, and key criteria including the 3-2-240 timing rules and First Circuit late-filing restrictions.

Legally reviewed by Massachusetts bankruptcy attorney Michael Goldstein. Last reviewed: September 10, 2026. QUICK ANSWER Can tax debt be discharged in bankruptcy? Some old income tax debt can be discharged in Chapter 7 or Chapter 13 bankruptcy, but only when the return was filed on time and the debt clears strict timing rules. If you […]

IRS Settlement Options for Massachusetts Small Businesses

image of woman with a map of Massachusetts behind her, working on tax forms

By Attorney Michael Goldstein – Small Business & Debt Relief Lawyer | Massachusetts Editorial Team · Updated 2026-07-14 Massachusetts small business owners facing IRS debt have several settlement paths available. An Offer in Compromise lets owners settle tax debt for less than the full amount owed. The IRS evaluates ability to pay, income, expenses, and […]

IRS Tax Debt Resolution Options for Massachusetts Taxpayers

IRS and Massachusetts tax debt settlement cover image

MICHAEL GOLDSTEIN — Attorney at Law, Massachusetts (941) 414-0949 MASSACHUSETTS · MARYLAND · WASHINGTON, D.C. IRS Tax Debt Resolution Options for Massachusetts Taxpayers ✓ Quick Answer IRS tax debt can usually be addressed through one or more federal resolution options: an installment agreement, an Offer in Compromise, Currently Not Collectible status, lien or levy relief, […]