WinLoss Ledger

Tax year 2026 ยท Coming January 2027

One clean tax report for all your sportsbooks and prediction markets.

Every betting site sends your records in a different format. We are building a tool that reads the statements you download, combines them into one ledger, and prepares a summary for you or your tax preparer. Every number shows which file and which row it came from.

We email you when the report is ready, plus one question about which sites you use. Never sold or shared. Delete your address any time. For adults only.

What is changing for 2026

Fewer of your losses may count

For tax year 2026 the federal rule counts 90% of your gambling losses, never more than your winnings, and only if you itemize. If you win $10,000 and lose $10,000 and itemize, $1,000 is still added to your taxable income even though you broke even.

Congress may undo this. A bill, H.R. 10357, would restore full deductibility back to 2026. As of November 10, 2026 it has passed a House committee but is not law. Read our plain-English guide to the rule.

Fewer W-2G forms, same duty to report

Under the IRS's proposed rules for 2026, a sportsbook sends a W-2G only when a win is at least $2,000 and the payout is at least 300 times the stake. Most bettors will get no form for their wins. Gambling winnings are still taxable income whether or not a form arrives.

Prediction markets have no clear answer yet

The IRS has not said how event contracts on Kalshi, Polymarket or Robinhood are taxed. Kalshi sends no form that shows your profit or loss on them. Robinhood says it sends no 1099 for event contract trades. Polymarket's international platform reportedly sends none at all. Tax professionals describe several possible treatments. Our report will show each one side by side and leave the choice to you and your preparer. See the prediction-market guide.

Who it is for

What the report will include

This describes the planned report. It does not exist yet, and there is nothing to upload during this early sign-up period.

Questions

Is this tax advice?

No. It organizes records and shows the math, and where the rules are unsettled it shows the alternatives instead of choosing one. It does not tell you what to claim. It is not a tax return, and it does not file anything for you.

Do you need my sportsbook passwords?

Never. You download your own statements and upload them. We do not connect to your accounts and we do not ask for logins.

Can I upload my statements now?

Not yet. Right now we are only collecting email addresses to see how many people want this.

Which sites will it support?

We are starting with the most common sportsbooks, daily fantasy and pick'em sites, and prediction markets. After you join, we will ask one question: which sites did you use in 2026, and which tax forms did you get? Your answer decides what we build first.

What about my state?

The report notes your state of residence but does not calculate state tax. State rules on gambling losses differ a lot, so check yours with your preparer.

What do you do with my email address?

We use it to tell you when the report is ready and to send one question. We do not sell or share it. Every email we send has a link that deletes your address. Details are on the privacy page.

Who is this for?

Adults only. We do not take bets, give picks or odds, or link to any gambling site.

Get an email when it is ready

We email you when the report is ready, plus one question about which sites you use. Never sold or shared. Delete your address any time. For adults only.

Sources