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6 tagged with "Tax Loss Harvesting"

Implement tax loss harvesting strategies effectively

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Direct Indexing for Tax-Loss Harvesting in 2026: The Loss Machine ETFs Cannot Build
·mike

Direct Indexing for Tax-Loss Harvesting in 2026: The Loss Machine ETFs Cannot Build

A 2026 guide to direct indexing — how owning the 500 underlying stocks of an index in a separately managed account harvests $18,281 of losses per year on average versus $4,808 for ETF investors, why the §1091 wash-sale rule and Rev. Rul. 2008-5 IRA trap can destroy your tax alpha, the platforms (Frec, Wealthfront, Schwab, Vanguard, BlackRock Aperio) competing at 9–40 bps with $5K–$1M minimums, and the loss-exhaustion problem that limits the strategy to a 5–10 year shelf life.

direct-indexing
tax-loss-harvesting
tax-planning
portfolio-management
+3
Section 1212 Capital Loss Carryover: The $3,000 Annual Cap, Indefinite Carryforward, and Why Character Survives Across Tax Years
·mike

Section 1212 Capital Loss Carryover: The $3,000 Annual Cap, Indefinite Carryforward, and Why Character Survives Across Tax Years

A practical guide to IRS Section 1212 for individual investors: the $3,000 annual ordinary-income cap, indefinite carryforward, short-term vs. long-term character preservation, the Schedule D ordering rules, and how wash sales interact with carryovers.

tax
tax-planning
capital-gains
schedule-d
+4
Tax Loss Harvesting: The Year-Round Strategy That Can Save You Thousands in Capital Gains Taxes
·mike

Tax Loss Harvesting: The Year-Round Strategy That Can Save You Thousands in Capital Gains Taxes

Year-round tax loss harvesting can add 0.5%–1.5% in annual after-tax returns to a taxable portfolio. This guide explains the IRS netting order, the wash sale rule across taxable and IRA accounts, and a practical framework for harvesting short-term losses without losing the deduction.

tax-loss-harvesting
capital-gains
tax-planning
tax-optimization
+4
NFT Taxes Demystified: A Practical Guide for Creators, Collectors, and Traders
·mike

NFT Taxes Demystified: A Practical Guide for Creators, Collectors, and Traders

NFTs are taxed as property under US rules. Long-term gains on collectible NFTs are capped at 28%, creator sales are ordinary self-employment income, and Form 1099-DA reporting from marketplaces begins with 2025 transactions. This guide covers the math, the forms, and the moves to make before filing.

nft-taxes
crypto-taxes
digital-asset-taxes
tax-loss-harvesting
+3
The Wash Sale Rule: How Active Investors and Crypto Traders Walk Into a Tax Trap
·mike

The Wash Sale Rule: How Active Investors and Crypto Traders Walk Into a Tax Trap

A plain-English guide to IRS Section 1091 — the 61-day window, what counts as "substantially identical," the IRA trap that destroys losses permanently, the current crypto exemption, and how to report a wash sale on Form 8949.

tax
tax-planning
tax-loss-harvesting
capital-gains
+4
Cryptocurrency Tax Compliance Guide: Mastering IRS Requirements with Beancount.io
·mike

Cryptocurrency Tax Compliance Guide: Mastering IRS Requirements with Beancount.io

Complete guide to cryptocurrency tax compliance using Beancount.io. Master IRS requirements, automate tax reporting, optimize capital gains, and ensure accurate crypto tax filing.

cryptocurrency-taxes
crypto-tax-compliance
irs-reporting
form-8949
+11