Is Underdog legal in Massachusetts?
Underdog's exchange sued the attorney general in federal court in September 2026.
Checked Oct 27, 2026 against court dockets and official pages. Not legal advice.
Underdog in Massachusetts
- Status
- Being fought in court
- Latest step in Massachusetts
- Sep 8, 2026
- State income tax
- 5% (8.5% on short-term gains)
- Gambling losses
- Limited
Legal status
Where does Underdog stand in Massachusetts?
As of October 27, 2026, the Massachusetts attorney general's lawsuit against Kalshi over sports contracts is before the state's Supreme Judicial Court, which is reviewing a lower court's decision against Kalshi. We couldn't confirm from a court record what that decision currently requires of Kalshi. Other platforms have federal suits against the state, and we found no ruling in them.
What happens next: The Supreme Judicial Court hasn't ruled, and no decision date is set.
Underdog · 1 step
What has happened with Underdog in Massachusetts?
Sep 8, 2026
Court · U.S. District Court for the District of Massachusetts · Underdog Exchange DCM, Inc. v. Campbell (No. 1:26-cv-14098)
Underdog's exchange sued the Massachusetts attorney general in federal court.
CourtListener docket, Underdog v. Campbell
Same state
What else has happened in Massachusetts?
Sep 15, 2025
Court · U.S. District Court for the District of Massachusetts · Robinhood Derivatives, LLC v. Campbell (No. 1:25-cv-12578)
Robinhood Derivatives sued the Massachusetts attorney general in federal court. The case was closed on March 13, 2026, and Robinhood appealed to the First Circuit (No. 26-1257, opened March 23, 2026).
CourtListener docket, Robinhood Derivatives v. CampbellSep 16, 2025
Court · U.S. District Court for the District of Massachusetts · Commonwealth of Massachusetts v. KalshiEX LLC (No. 1:25-cv-12595)
Massachusetts' case against Kalshi, filed in state court, was moved to federal court. The federal docket shows it closed on October 28, 2025, when it went back to the state court.
CourtListener docket, Commonwealth v. KalshiEXFeb 9, 2026
Court · U.S. District Court for the District of Massachusetts · QCX LLC v. Campbell (No. 1:26-cv-10651)
Polymarket US sued the Massachusetts attorney general in federal court. The case was closed on March 5, 2026.
CourtListener docket, QCX v. CampbellApr 24, 2026
Court · Massachusetts Supreme Judicial Court · Commonwealth of Massachusetts v. KalshiEx LLC (SJC-13906)
The CFTC filed a friend-of-the-court brief arguing federal law governs Kalshi's contracts, in the Supreme Judicial Court's review of the lower court's decision against Kalshi. A separate brief from 38 attorneys general backs Massachusetts. Neither changes what traders can do.
CFTC press release on its SJC amicus briefAug 6, 2026
Court · U.S. District Court for the District of Massachusetts · Ludlow Exchange, LLC v. Campbell (No. 1:26-cv-13615)
Novig's operator sued the Massachusetts attorney general in federal court.
CourtListener docket, Ludlow Exchange v. Campbell
Your taxes
What does this mean for your Massachusetts taxes?
Massachusetts taxes gambling winnings and prediction market profits as income (5% (8.5% on short-term gains)). It allows gambling losses only in limited cases.
Massachusetts taxes most income at 5% for 2026, including long-term capital gains. Short-term capital gains are taxed at 8.5% and collectibles gains at 12% (with a 50% deduction). A 4% surtax applies to income over $1,107,750 for 2026 ($1,083,150 for 2025).
Massachusetts allows a limited deduction for gambling losses. Only losses at a casino licensed under MGL ch. 23K, a racing or simulcasting licensee, or (from 2024) a sports wagering operator licensed under ch. 23N count, and only up to winnings from those sources. Losses at out-of-state casinos, with non-Massachusetts operators, and on the Massachusetts state lottery are not deductible.
Federal tax applies wherever you live. The IRS hasn’t said how event contracts are taxed, so traders use one of four methods: capital gains, Section 1256, ordinary income or gambling. Underdog taxes, explained. All Massachusetts tax rules.
A court fight doesn’t change what you already owe. Positions you closed still count in the year they closed, so download your records now, whatever happens with access in your state.
Ask your AI
Ask your AI about Underdog in Massachusetts
Answer a few questions and we write the prompt for ChatGPT, Claude, Perplexity or any AI. It carries the four tax methods, your state’s rule and links to the pages behind them, checked November 3, 2026. Or run your actual trades for exact figures, free.
Add rough numbers (optional)
The AI can then work the methods out for your year. Round figures are enough.
Your prompt
2,528 characters
I trade prediction markets on Kalshi. I'm working on my US federal taxes for 2026. I live in Massachusetts. From WagerMints, checked November 3, 2026: - Kalshi's Documents page says it does not report profits and losses to the IRS. - Forms it may send: 1099-INT for interest, 1099-MISC for credits and rewards, 1099-B or 1099-DA for crypto transfers. - Its Profit and Loss statement uses first in, first out, is split by year and updates on the first morning of each month. - Reward credits only appear in the activity export, not the trades export. - The IRS has published no guidance on how event contracts are taxed. Four ways traders report this: 1. Capital gains: Form 8949 and Schedule D, short- or long-term by holding period. Net losses offset up to $3,000 of other income a year, and the rest carries forward. 2. Section 1256: Form 6781, 60% long-term and 40% short-term however long I held. Positions open on December 31 count as sold at that day's value. Disputed: Camuso and Mukherjee (Tax Notes Federal, June 2026) conclude it isn't available, White & Case argues for it, and the CFTC's October 2026 proposal to call event contracts swaps cuts against it, because Section 1256 excludes swaps. 3. Ordinary income: net result on Schedule 1, line 8z. 4. Gambling: winnings on Schedule 1, line 8b. Losses only on Schedule A if I itemize, only up to winnings, and only 90% of them from 2026. Massachusetts: Massachusetts taxes gambling winnings and prediction market profits as income (5% (8.5% on short-term gains)). It allows gambling losses only in limited cases. Legal status there: As of October 27, 2026, the Massachusetts attorney general's lawsuit against Kalshi over sports contracts is before the state's Supreme Judicial Court, which is reviewing a lower court's decision against Kalshi. Read these pages: - https://wagermints.com/kalshi-taxes - https://wagermints.com/blog/how-kalshi-calculates-profit-and-loss - https://wagermints.com/blog/how-to-report-kalshi-polymarket-taxes - https://wagermints.com/state-taxes/massachusetts My question: How would my year come out under each of the four methods? How to answer: - Say which links you opened, and never describe one you didn't open. If one fails, use the facts above and say so. - Mark each point [linked source], [general tax rule] or [unsettled]. - Put the methods side by side in one table for my year, and state any number you assume. - Don't pick a method for me. End with questions for a CPA or enrolled agent, then anything you need from me.
WagerMints doesn’t see or store what you type here. The prompt goes to the AI you pick, under that company’s terms. Never add your Social Security number, API keys or wallet keys. AI answers can be wrong, so check them against the linked sources and a preparer.
Questions
Questions about Underdog in Massachusetts
Is Underdog legal in Massachusetts?
Underdog's exchange sued the attorney general in federal court in September 2026. This reports public records as of Oct 27, 2026, and it isn't legal advice.
Can I still trade on Underdog in Massachusetts?
Check the app, because platforms change what they offer by state and by contract type. This page tracks court and regulator actions, not each platform's product list.
Do I owe tax on Underdog profit in Massachusetts?
Yes, federal tax applies wherever you live. Massachusetts taxes gambling winnings and prediction market profits as income (5% (8.5% on short-term gains)). It allows gambling losses only in limited cases.
Does the Massachusetts legal fight change how my trades are taxed?
No. These cases decide whether Massachusetts can license or stop the platforms. They don't decide how your trades are taxed. IRS Publication 525 says income from illegal activities must be reported too, so a state's win wouldn't remove tax on profit you already made.
More
Other pages on this
Other platforms in Massachusetts: Kalshi, Polymarket, Robinhood, Novig.
Underdog in other states: Ohio, Tennessee, Wisconsin, Connecticut, and the full list.
See your own year four ways
Whatever your state decides, your tax year still has to be filed. See it under all four methods.
Run your reportSources
- CourtListener docket, Robinhood Derivatives v. Campbell
- CourtListener docket, Commonwealth v. KalshiEX
- CourtListener docket, QCX v. Campbell
- CFTC press release on its SJC amicus brief
- CourtListener docket, Ludlow Exchange v. Campbell
- CourtListener docket, Underdog v. Campbell
- Multistate amicus brief, SJC-13906
- IRS Publication 525 (illegal income)
- Mass.gov DOR, 2025 Form 1 Instructions (Schedule X line 3, Schedule Y line 17)
- Mass.gov DOR, Tax Rates
- Mass.gov DOR, Differences Between MA and Federal Tax Law for Personal Income
Public records as of Oct 27, 2026. This isn’t legal or tax advice. For your own position, ask a lawyer licensed in Massachusetts.