Your Stock Went to Zero: How the Worthless-Securities Deduction Works
Stock that became totally worthless is deemed sold Dec. 31 under IRS Section 165(g) — report $0 proceeds on Form 8949 and amend up to 7 years back.
#form-8949
Form 8949
Complete Form 8949 for capital gains and losses reporting
Peer-to-Peer Lending Bookkeeping: 1099-OID Interest, Netted Platform Fees, and Bad-Debt Write-Offs
P2P lending interest arrives on Form 1099-OID net of platform servicing fees, so those fees are never deducted separately; a defaulted note is usually a nonbusiness bad debt, deductible only when totally worthless and only as a short-term capital loss capped at $3,000 of ordinary income per year.
Form 1099-DIV Box 3: The Return-of-Capital Basis Trap for REIT, BDC, and MLP Investors
A practical walkthrough of Form 1099-DIV Box 3 nondividend distributions — how return-of-capital payments from REITs, BDCs, MLPs, and managed-distribution funds reduce your cost basis under IRC Section 301(c)(2), convert into immediate capital gain under 301(c)(3) once basis hits zero, and what records you need to keep so the IRS matching program never catches you short.
Section 1235 Capital Gains Treatment for Patent Sales: How Inventors Convert Royalty Income Into Long-Term Capital Gain
Section 1235 lets individual inventors and qualifying early investors treat a patent sale as long-term capital gain — even without a one-year holding period — if they transfer all substantial rights. This guide explains who qualifies as a holder, why the rule survived the TCJA carve-out for self-created intangibles, and how to draft the transfer so the IRS sees a sale rather than a royalty license.
Section 267 Explained: Related-Party Loss Disallowance and the Matching Rule
Section 267 disallows losses on sales between related parties and defers deductions on accrued payments to related cash-basis payees. A practical guide to who counts as related, how constructive ownership works, the 267(d) gain offset, the 2.5-month payment safe harbor, and the bookkeeping habits that keep family businesses and partnerships audit-ready.
Form 1099-B Cost Basis: Reconciling Covered and Noncovered Securities on Form 8949
Brokers often report a wrong or zero cost basis on Form 1099-B, especially for RSUs and ESPP shares. This guide explains covered vs. noncovered securities, Box 1e and Box 5, and how Form 8949 adjustment code B corrects basis so you do not pay tax twice on the same income.
Form 1099-B Cost Basis Reconciliation: How to Avoid Paying Tax Twice on the Same Dollar
Form 1099-B Box 1e shows your broker's cost basis, but Box 5 determines whether the IRS sees it. A working guide to covered vs. noncovered securities, Form 8949 adjustment codes (B, W, Q, O, T), and the RSU/ESPP basis corrections that prevent double-taxation.
Form 1099-S Demystified: How the Right Closing-Day Certification Can Spare You a Surprise Tax Bill on Your Home Sale
Form 1099-S reports the gross sale price of a home, not the net, which routinely triggers IRS CP2000 notices for sellers whose gain is fully excluded under Section 121. This guide explains the Rev. Proc. 2007-12 certification that lets qualifying principal-residence sales bypass the form, the $250,000/$500,000 thresholds, the nonqualified use trap added in 2008, and how to defensibly report when the 1099-S cannot be skipped.
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.
DeFi Yield Farming and Liquidity Pool Taxes: LP Tokens, Staking Rewards, Impermanent Loss, and Schedule D
A guide to the U.S. tax treatment of DeFi yield farming for the 2026 filing season — how LP token deposits and redemptions, staking and farming rewards, impermanent loss, wrapped tokens, and the new 1099-DA broker rules map to Form 8949, Schedule D, and Schedule 1.
DeFi Yield Farming Taxes 2026: Mapping LP Tokens, Staking, and Wrapped Tokens to Schedule D
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.
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.