For players with a stack of W-2Gs

The IRS already has your wins. It doesn't have your losses.

The easiest, quickest, most accurate way to track and reconcile your gambling winnings, statements and sessions, built for today's gamblers with AI that does the typing. Without your win/loss statements you are taxed on every W-2G; start free and see what the IRS holds in your name.

Free to start; plans from $49, one time, when you add statements. Open the sample file or see what you might owe. Document organization, not tax preparation; a licensed preparer reviews and files the return.

Down $1.85M, Then Up: Slot Tips From the Big Players. General information, not tax advice.

The Week in Gambling, Ep. 3 · broadcast Friday, October 23, 2026 · next episode Friday, October 30, 2026. Watch on YouTube or with the notes.

Subscribe on YouTubeNew episode every Friday, 10 am Eastern

Past episodes

Your season · TY2026

Slots and sportsbooks · 3 states

Sample file
IRS transcript read: 20 W-2Gs, $83,500 reported
3 win/loss statements in, each tied to its W-2Gs
2 statements still out, with the dollars riding on each
Taxed on $83,500 without the statements · $12,825 with
3 findings explained, then one file for your CPA

Taxable gambling income

$12,825

Of which phantom (90% loss limit)

$10,125

A fictional client, run through the real reconciler. Open this file →

The easiest, quickest, most accurate way to track and reconcile your gambling winnings, statements and sessions, built for today's gamblers with AI that does the typing.

  1. 1. Say itSpeak or type the night. The AI fills the entry, the location button picks the casino, then your players card.
  2. 2. Snap itSnap your W-2G: the assistant reads it and files it to the right year. Tickets and receipts stay with the session. The SSN is masked.
  3. 3. Hand it offWith the year's package, hand everything else off: statements, tickets and your IRS transcript, read and reconciled into one file.

Free on every account: say it, pick the place, snap your W-2G (read and filed to its year), keep tickets and receipts with the session, and export any time. Reading statements, tickets and your transcript and reconciling them into one file is the year's package. Start the free tracker

The paid file, one click away

Get your 2026 file ready for January — from $49

W-2Gs and statements are filed to the year as they arrive, so the 2026 return starts reconciled in January, under the 2026 loss rules. Filing 2025 late, or amending it? The same file works for 2025.

  • IRS transcript read form by form
  • Each W-2G matched to its statement
  • One package your preparer signs off
Get the 2026 fileStill working on 2025? Get the 2025 file

Essential covers up to 3 casinos or sportsbooks; a bigger season upgrades for the difference. One-time payment for the tax year, no subscription. Document organization, not tax advice; a licensed preparer reviews and files the return. All plans.

How it works

Four steps. The first is free.

  1. 01

    Add your IRS transcript

    Free at IRS.gov, about five minutes. Every W-2G the IRS holds in your name, by casino.

    Youfree
  2. 02

    See the statements you need

    One per casino or sportsbook, with how to get each and the dollars riding on it.

    W2gMatchautomatic
  3. 03

    Add them, or have them collected

    Photos and PDFs both work. Or sign once and the Statement Concierge asks every operator.

    Youas they arrive
  4. 04

    Your CPA gets one file

    Every W-2G tied to its statement, under the loss rule for your tax year.

    W2gMatchwhen it lands

Who this is for

Built for real complexity

For seasons nobody can rebuild by hand.

Ready now

Too many casinos to chase? Done for you.

We attempt to collect every win/loss statement you are missing.

Included on Professional / VIP. $79 add-on on every other tier.

Start free
  1. 1Sign onceOne signature covers every casino and sportsbook.
  2. 2We ask every operatorBy email where the operator takes it; a signed packet, ready to fax or mail, where it does not.
  3. 3Statements land in your fileRead and matched to your W-2Gs as they arrive.
  4. 4You hear when one is lateWe follow up with the operator. You do not.

Starting TY2026

The $10,000 surprise

Only 90% of losses count. Break even and you still owe on the other 10%.

You won

$100,000

You lost

$100,000

You still owe tax on

$10,000

Illustrative example, not tax or legal advice.

How the 2026 90% gambling loss cap worksSee the worked example

The same rule, in 24 seconds: the King of the Casinos takes the stand

The King of the Casinos vs. the 90% Gambling Loss Rule. General information, not tax advice.Watch on YouTube

If you've been turned down before

It wasn't the gambling. It was the paperwork.

What the firm saw

  • Screenshots and PDFs from six casinos
  • No session log
  • W-2Gs that do not match any statement
  • Hours nobody can bill

What they get from you now

  • Every W-2G matched to its statement
  • Your IRS transcript already reconciled
  • Duplicates and gaps flagged before they start
  • A workpaper they can review and sign

Already have a CPA? Send them the page for firms.

Before you add a tax document

Handled like the tax documents they are

See what the IRS has on you. Free.

Plans from $49, one time, only when you add statements. Starting your 2026 records? Track every session free.