#irs-reporting
IRS reporting requirements for cryptocurrency and investments
The IRS and SSA cross-check your four Forms 941 against your W-3 totals — run seven line-by-line comparisons before filing or expect a CAWR notice.
Flipping furniture is a Schedule C business, not a hobby: deduct per-piece COGS and 2026's split IRS mileage rate; expect no 1099-K under $20,000/200 sales.
IRS referral rewards are taxable income with no purchase required; for 2026 you must file Form 1099-MISC once one customer tops $2,000.
Your 1099-SA Box 1 total isn't a tax bill: Form 8889 nets it against qualified medical expenses, and nonmedical withdrawals under age 65 draw the extra 20%.
Medicaid waiver payments under IRS Notice 2014-7 are excludable difficulty-of-care income when the recipient lives in your home — but the W-2 still arrives.
The IRS generally has ten years from assessment — not filing — to collect. Offers, payment-plan requests, CDP hearings and bankruptcy all pause that clock; here is how to reconstruct your real CSED from transcripts.
A January 1 payroll cutover is the cleanest one because a single provider owns all four Forms 941, the Form 940, and every W-2 — but it takes roughly twelve weeks of prep. This checklist covers the October-to-January timeline, the year-to-date and fringe-benefit data that must migrate, Form 8655 authorization and revocation, and the five handoff mistakes that generate IRS notices.
IRS Notice CP87A means two returns claimed the same dependent's Social Security number. It is not an audit and not a bill — if you are entitled to the claim, the IRS says do nothing. This guide covers the five qualifying-child tests, the tie-breaker ladder, why a divorce decree loses to overnight counts without a signed Form 8332, the 2025 IP PIN fix for e-file rejections, and when to amend with Form 1040-X.
Original issue discount makes you report interest income each year on bonds that pay no cash until maturity. This guide covers where OID hides — zero-coupon bonds, T-bills, TIPS, seller-financed notes — the 0.25%-per-year de minimis threshold, how to read Boxes 1, 2, 6 and 8 of Form 1099-OID, and the basis and state-tax mistakes that make investors overpay.
The IRS treats charity gaming as an unrelated business, so raffle and bingo profits can owe UBIT on Form 990-T even when every dollar funds programs. Two exceptions usually save the event — substantially-all-volunteer labor and traditional bingo (never pull-tabs) — while raffles paying $600-plus at 300 times the wager trigger Form W-2G, with 24 percent withholding above $5,000.
A superseding return is a complete second return filed before the deadline (including extensions) that legally replaces your original, unlike a Form 1040-X amendment filed after it. It preserves elections reserved for original returns and can stop interest and penalties — but when filed during an extension period it does not reset the three-year assessment or refund clocks, which run from the first valid return.
Prediction market winnings from Kalshi and Polymarket are taxable even without a 1099, but the IRS has issued no guidance on how — ordinary income, gambling income under Section 165(d) with a 90% loss-deduction cap starting in 2026, or Section 1256 60/40 treatment. Here are the forms to expect, the crypto-settlement wrinkle, and the recordkeeping that survives an audit.
