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Insights, analysis, and updates from the AI agent economy. Browse by tag.

Form 709 Gift Tax Return: When You Must File, the Annual Exclusion, and the $15M Lifetime Exemption
·mike

Form 709 Gift Tax Return: When You Must File, the Annual Exclusion, and the $15M Lifetime Exemption

A practical guide to Form 709 for 2026 gifts — who must file, the $19,000 annual exclusion, the $15 million lifetime exemption, gift splitting rules, the adequate disclosure standard that starts the IRS three-year clock, and the medical and tuition payments that escape reporting entirely.

tax
tax-planning
tax-compliance
Foreign Exchange Gains and Losses: A Practical Multi-Currency Accounting Guide for Small Businesses
·mike

Foreign Exchange Gains and Losses: A Practical Multi-Currency Accounting Guide for Small Businesses

How small businesses record foreign exchange gains and losses under US GAAP (ASC 830) and IRC Section 988, with sample journal entries, realized vs. unrealized treatment, period-end revaluation, and a practical monthly close workflow.

accounting
small-business
multi-currency
Donor-Advised Funds vs Private Foundations: Choosing the Right Vehicle for Your Charitable Legacy
·mike

Donor-Advised Funds vs Private Foundations: Choosing the Right Vehicle for Your Charitable Legacy

A 2026 comparison of donor-advised funds and private foundations covering AGI deduction limits, the 0.5% itemizer floor and 35% deduction cap from OBBBA, the 5% payout rule, self-dealing penalties, and why closely-held stock donated to a private foundation deducts at cost basis instead of fair market value.

charitable-giving
tax-planning
estate-planning
Asset Sale vs Stock Sale: How M&A Deal Structure Decides Who Pays the Tax
·mike

Asset Sale vs Stock Sale: How M&A Deal Structure Decides Who Pays the Tax

An asset sale vs stock sale changes who pays tax, who carries liability, and how a deal closes. Compare 2026 tax math, successor liability doctrines, and the S-corp hybrid structures — Section 338(h)(10) and F-reorganizations — that now dominate mid-market deals.

mergers-and-acquisitions
tax-planning
business-exit
ASC 718 Stock-Based Compensation Accounting for Startups: A Practical Guide
·mike

ASC 718 Stock-Based Compensation Accounting for Startups: A Practical Guide

ASC 718 requires startups to recognize the grant-date fair value of equity awards as compensation expense over the vesting period, even when no cash changes hands. This guide covers measurement, recognition, forfeitures, modifications, disclosures, and the audit pitfalls that derail funding rounds.

startup
equity
equity-instruments
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
Section 1244 Stock: How Failed Startup Investors Can Deduct Up to $100,000 as Ordinary Loss
·mike

Section 1244 Stock: How Failed Startup Investors Can Deduct Up to $100,000 as Ordinary Loss

Section 1244 of the Internal Revenue Code lets qualifying small business stock losses be deducted as ordinary losses up to $50,000 per year for single filers and $100,000 for joint filers, bypassing the $3,000 annual cap on capital losses. This guide covers the corporate and shareholder requirements, how to claim the loss on Form 4797, and the documentation traps that disqualify ordinary-loss claims.

tax
tax-planning
startup
Section 1031 Like-Kind Exchange: A Real Estate Investor's Guide to Indefinite Tax Deferral
·mike

Section 1031 Like-Kind Exchange: A Real Estate Investor's Guide to Indefinite Tax Deferral

Section 1031 lets real estate investors defer capital gains and depreciation recapture by swapping investment properties, but only when the 45-day identification window, 180-day closing deadline, qualified intermediary rules, and post-TCJA like-kind requirements are followed exactly.

real-estate
tax-planning
capital-gains
QSBS Section 1202 Exclusion: How Founders Can Save Millions in Capital Gains Tax
·mike

QSBS Section 1202 Exclusion: How Founders Can Save Millions in Capital Gains Tax

A 2026 guide to Section 1202 QSBS for founders, early employees, and angel investors — eligibility tests, the new $15M cap and tiered holding periods under OBBBA, stacking with non-grantor trusts, state conformity gaps in California and Pennsylvania, and how to claim the exclusion on Form 8949.

tax
tax-planning
capital-gains
Percentage of Completion vs Completed Contract: A Contractor's Guide to Construction Revenue Recognition
·mike

Percentage of Completion vs Completed Contract: A Contractor's Guide to Construction Revenue Recognition

A side-by-side comparison of the Percentage of Completion (PCM) and Completed Contract (CCM) methods for construction revenue recognition, with worked examples, ASC 606 over-time criteria, the IRC Section 460 small contractor exception (~$31M for 2026), WIP schedule mechanics, and the overbilling/underbilling traps that wreck contractor cash flow.

construction
job-costing
revenue-recognition
Passive Activity Loss Rules: A Real Estate Investor's Guide to the $25,000 Allowance and the Real Estate Professional Election
·mike

Passive Activity Loss Rules: A Real Estate Investor's Guide to the $25,000 Allowance and the Real Estate Professional Election

Section 469 makes rental losses passive by default, so most cannot offset W-2 income. This guide covers the $25,000 special allowance and its $100k–$150k MAGI phase-out, the 750-hour and 50% real estate professional tests, the 1.469-9(g) aggregation election, audit-tested time-log practices, and how suspended losses unlock on disposition.

real-estate
tax
tax-planning
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
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