For high-volume players

Claim your winnings. Deduct your losses. W-2G or not.

Every payer already sent your W-2Gs and 1099s straight to the IRS — your Wage & Income transcript proves it. LedgerWager reads and reconciles every gambling document you have: win/loss statements, bank records, PayPal, Venmo, and that transcript, into one clean, audit-ready package before a CPA ever opens a file.

Automated bookkeeping and document organization — not a substitute for your CPA. A licensed preparer reviews and files the final return. For TY2026 this also calculates the 90% gambling-loss deduction rule.

Reconciliation status

203 documents read
4 duplicates flagged
43 W-2Gs matched to ledger
CPA package ready
Taxable gambling income$99,111

Illustrative example — not a real account.

If you've been turned down before

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

Firms decline high-volume gambling clients because the engagement is unpriceable: thousands of scattered transactions, no session-level log, and documentation thin enough that any scrutiny turns a fixed fee into an open-ended time sink. The fix isn't finding a firm that tolerates gamblers — it's showing up looking like an organized business client.

Session-level logs across every book, not a spreadsheet you rebuilt from memory
Every W-2G and 1099 matched against the statement it should tie to
Your own IRS Wage & Income transcript reconciled, so nothing on file surprises anyone
Duplicates and missing months flagged before a preparer starts billing hours

Already have a CPA? Send them the firm-side overview — practices running LedgerWager take these engagements on directly.

Starting TY2026

The $10,000 surprise

You can now only deduct 90% of your gambling losses — even if you broke even for the year. That gap is phantom income: taxable income that exists purely because of the new law, not because you actually won anything.

You won

$100,000

You lost

$100,000

You still owe tax on

$10,000

Break-even for the year. Illustrative example — not tax or legal advice.

Read the full breakdown

Workflow

Documents in, finished package out

01

Upload everything

Win/loss statements, W-2Gs, 1099s, IRS Wage & Income transcripts, bank statements, PayPal, Venmo, credit cards — from every sportsbook, casino, and payment method. PDF, image, or spreadsheet.

02

Every document gets read

Each file is classified and every transaction extracted — the real gross figures, never guessed, with the source document linked to each one.

03

Duplicates and gaps flagged

Re-imported files, double-entered transactions, and missing months are caught automatically — not discovered after you file.

04

Sessions built, W-2Gs matched

Deposits, withdrawals, wins, and losses are grouped into sessions and cross-checked against every W-2G and 1099 for that book.

05

See your real number

Taxable income, phantom income, and your net position — reconciled across every book, with no double-counting.

06

CPA package, human sign-off

One click builds an audit-ready package: reconciliation report, workpaper, and every source document. A licensed preparer reviews before anything is filed.

See exactly how W-2Gs, casino reports, and your return tie together

Who this is for

Built for real complexity

Not for someone who bets $20 on Sunday football. For players whose activity spans enough books, states, and payment rails that reconstructing it by hand isn't realistic.

High-volume sports bettors

5–15 sportsbook accounts, hundreds of W-2Gs, bank/PayPal/Venmo records, and thousands of wagers across multiple states — reconciled into one ledger.

Poker & advantage players

Tournament payout sheets, casino win/loss statements, and cash-transaction records, cross-checked against your own IRS transcript so nothing already on file catches you off guard.

LedgerWager is automated bookkeeping and document organization for gambling taxes — not a substitute for tax preparation. Your assigned CPA remains responsible for reviewing and filing the final return.

Know your number

Organize your season, then hand your CPA something they can actually work from.