#crypto-taxes
Cryptocurrency tax compliance, reporting, and optimization strategies
Reconcile the multisig monthly, count runway in stablecoins only, and book grants payable at approval — three habits that keep a U.S. DAO treasury auditable.
Square auto-enabled bitcoin for ~4M US sellers with instant dollar settlement, so the IRS property rule barely touches your books.
The GENIUS Act of July 2025 created the first federal licensing regime for dollar-backed payment stablecoins, with full rules expected by January 2027. Small businesses gain seconds-fast, low-fee settlement — but every stablecoin receipt is property income with basis tracking, and broker sales are now reported to the IRS on Form 1099-DA.
Wages paid in USDC are taxable at their U.S. dollar value on the date of receipt — subject to income tax withholding, FICA and FUTA, and reportable on Form W-2 — but the IRS will not accept deposits in crypto. A practical guide to split-pay withholding, state wage-payment law, and the bookkeeping a crypto payday requires.
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.
Crypto staking rewards and frequent token trading can trigger unrelated business income tax for nonprofits. Learn the three-part UBIT test, when dominion and control makes rewards taxable, how Form 1099-DA and 1099-MISC report differently in 2026, and a bookkeeping checklist to track lots and file Form 990-T.
The IRS treats crypto wages as property valued at fair market value on the date of receipt — fully subject to income tax withholding, FICA, and FUTA, and reported on Form W-2. Here's how to value payments defensibly, avoid state minimum-wage violations, and prepare for Form 1099-DA cross-referencing in 2026.
A practical 2026 guide for independent crypto miners, Ethereum validators, and DeFi liquidity providers covering entity selection, Form 1099-DA basis reporting, Rev. Rul. 2023-14, OBBBA Section 174 R&D expensing, FBAR/Form 8938 thresholds, and KPI tracking.
A 2026 small-business comparison of bank sweep accounts, Treasury bill ladders, and USDC stablecoin yield — covering 4–12% APY ranges, the GENIUS Act reserve rules, the March 2023 USDC depeg, and the 1099-DA reporting obligations now in force.
How willful non-filers, crypto whales, and offshore account holders use IRS Form 14457 to trade criminal exposure for a defined six-year civil resolution under the Voluntary Disclosure Practice — including the December 2025 proposed framework, disqualifying traps, and when to choose Streamlined or DIIRSP instead.
Form 1099-DA introduces IRS broker reporting for digital asset sales beginning with 2025 transactions and adds cost-basis reporting for covered assets in 2026. Rev. Proc. 2024-28 simultaneously ends universal wallet accounting in favor of per-account allocation. This guide explains how investors and businesses reconcile 1099-DA against their own records, use the one-time safe harbor, and avoid paying capital gains tax twice.
A practical 2026 filing guide for U.S. DeFi users — how the IRS property classification turns LP token mints, staking accruals, wrapping, bridging, and impermanent loss into specific Form 8949 and Schedule D entries, and what Notice 2024-57 and Form 1099-DA actually change for self-reported activity.
