How to play
- Press Start the round. A payment card slides in: the amount, who was paid and what it was for. Every card is a 2026 payment and, unless it says otherwise, the payee's total for the year.
- Pick the form tab where it belongs, from 1099-NEC box 1a to 1099-MISC box 10, Form W-2, 1099-K or No 1099. Click or tap a tab, or press 1 to 5.
- Answer before the timer bar empties. Faster answers score more, and every 3 right in a row raise your combo, up to x4. Six in a row lights the fire meter.
- A wrong answer or a timeout flips the card to show the rule. Read it, then press Next card or Enter.
- A round is 14 cards. It starts with 3 tabs per card, then 4, then 5, with trickier thresholds and corporations near the end.
The real rules behind the game
Which Box? drills one question a payer answers thousands of times a year: does this payment go on an information return, and if so, which form and which box? The answers follow the Form 1099-MISC and Form 1099-NEC pages on this site, which follow the IRS instructions for tax year 2026.
Services or something else
Pay for services by someone who is not your employee goes in 1099-NEC box 1a: contractor fees, commissions, directors' fees, prizes for services, attorneys' fees and oil and gas working interest payments. Pay to an employee is wages on Form W-2. Most other business payments that are not for services land on the 1099-MISC: rent (box 1, including machines, pasture and surface royalties), royalties (box 2), other income such as prizes not for services, taxable and punitive damages and research study payments (box 3), medical and health care payments (box 6), crop insurance (box 9), gross proceeds paid to an attorney such as a settlement check (box 10) and cash paid for fish bought for resale (box 11). A machine rented with an operator is split: the rent in 1099-MISC box 1, the operator's charge in 1099-NEC box 1a.
The 2026 thresholds
For payments made after 2025 the 1099-NEC threshold and most 1099-MISC thresholds rose from $600 to $2,000 per payee per year, indexed for inflation from 2027. Not everything moved. Royalties and broker substitute payments stay at $10, gross proceeds paid to an attorney and cash fish purchases stay at $600, and fishing boat crew shares are reported in any amount. The thresholds are "or more", so exactly $2,000 is reported. If you backup withheld, you file whatever the amount. The 1099 threshold lookup shows every form.
Payments you do not report
Payments to corporations, including an LLC taxed as a C or S corporation, are generally exempt. The exceptions are attorneys' fees, payments for services by federal executive agencies, medical and health care payments, attorney gross proceeds, cash fish purchases and broker substitute payments. Also not reported by you: merchandise, freight, storage and telephone; personal payments; payments to tax exempt organizations and governments; rent paid to a property manager or real estate agent (the agent reports it to the owner); and anything paid by credit card, debit card or a payment app, which the processor reports on Form 1099-K. A plain bank transfer is not a third party network payment, so it stays on your 1099.
Other forms on the cards
A few cards step outside the 1099-MISC and 1099-NEC: bank interest on 1099-INT and dividends on 1099-DIV at $10, retirement distributions on 1099-R at $10, canceled debt on 1099-C at $600, gambling winnings on Form W-2G ($2,000 minimum for 2026), and real estate proceeds and pay-as-cut timber royalties on 1099-S.
What the game simplifies
Each card is one payment treated as the payee's total for the year, with a clean W-9 behind it. Real files have payees paid many times, mixed payments, state copies and backup withholding to track. Direct sales of $5,000 or more can go in 1099-NEC box 2 or 1099-MISC box 7; the game only offers box 2. When a payment is not one you recognise, the 1099 payment type finder and Do I need to send a 1099? walk through it.
Sources
- Instructions for Forms 1099-MISC and 1099-NEC
- General Instructions for Certain Information Returns
- Form 1099-MISC (Copy A and instructions on the back of Copy B)
- Form 1099-NEC
- IRC 6041, information at source
- IRC 6041A, returns regarding payments of remuneration for services
- Pub. L. 119-21 (the 2025 tax law that raised the $600 thresholds to $2,000)
- Instructions for Forms W-2G and 5754
More knowledge games
- Inbox Zero: Notice Season: Sort W-9s, CP2100s, returned B-Notices and 972CG letters into the right bin before the IRS clocks run out.
- Name Control Detective: Crack the four-character IRS name control on 16 case files before the clock runs out.
- The Tip Shuffle: Deal tipped workers, then play the right occupation codes into the W-2 or 1099 box.
- Penalty Drop: Drop late and wrong 1099s down a peg board, hit the $60 tier and call the right IRS rule to pay nothing.
- Escape the Filing Room: Locked in the filing room on January 30: crack seven 1099 puzzles before the clock hits midnight.
- Fifty-State Sort: Route each 1099 to CF/SF, a direct state filing or nothing at all, and fill in a map of 50 states and DC.
- Treaty Passport: A foreign payee's passport lands on your desk: stamp the right withholding rate, 30% or the treaty rate.
- The 1042-S Slot Machine: Spin and nudge the reels to the right 1042-S codes: income, chapter 3 and 4 exemptions, recipient status.
- Form Inspector: Run the W-8 desk: hand each foreign payee the right form, then approve or reject the forms that come back.
- Deadline Dash: Filings fly in and the clock runs: tap each one's 2027 due date on the calendar before time is up.
- Real or Fake TIN?: Swipe SSNs, ITINs and EINs as valid or impossible, name the TIN type, then decode IRS TIN matching codes.
- Match Code Rush: Vendor records roll in: predict the IRS TIN Matching code, then fix the record before it turns into a B-Notice.
- Reject Rescue: IRIS acknowledgments land one by one. Read the status and rule codes, then make the right next move.
- Get Your TCC: Roll the weeks and race the calendar from ID.me to an approved IRIS TCC before the 2027 due dates.
- CSV Cleanup Crew: Turn a messy vendor export into an upload-ready IRIS portal CSV: map the headings, fix the bad cells, split the file.
- Schema Surgeon: Operate on IRIS A2A transmissions: find the broken XML nodes, fix them, and get Accepted in ATS.
- FIRE to IRIS: The Move: Sort FIRE-era filing habits into still true, changed or gone before the IRIS season starts.