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#crypto-taxes

Crypto Taxes

Cryptocurrency tax compliance, reporting, and optimization strategies

You Won Money on Kalshi or Polymarket. Here's What You Owe the IRS (and What Nobody Can Tell You Yet)

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.

When Your Nonprofit's Crypto Staking Rewards Trigger UBIT: How Frequent Trading and the New Form 1099-DA Create Unrelated Business Income Exposure in 2026

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.

Form 14457 and the IRS Voluntary Disclosure Practice: A Survival Guide for Willful Non-Filers, Crypto Whales, and Offshore Account Holders

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, Per-Wallet Cost Basis, and the Rev. Proc. 2024-28 Safe Harbor: A 2026 Crypto Tax Guide

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.

Form 1099-DA: What Crypto Investors and Exchanges Need to Know About the IRS's New Digital Asset Tax Form

Form 1099-DA, the IRS's first dedicated information return for digital asset broker transactions, is being issued for tax year 2025 during the 2026 filing season. A practical guide to the broker definition, the DeFi carve-out, the 2025 gross-proceeds-only phase-in versus 2026 basis reporting, the wallet-by-wallet basis tracking rule, and how to reconcile the form to your own records before filing.