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TOPICS / INDIVIDUALS

Individual Taxation: Digest of Recent Developments

This article covers recent developments affecting taxation of individuals, including last year’s tax relief and small business legislation, regulations, cases, and IRS guidance. The items are arranged in Code section order.

Capital Gain Exclusion on Small Business Stock

The Small Business Jobs Act of 2010 allows 100% exclusion from gross income of capital gains from the sale of certain qualified small business stock (QSBS). The deadline has been extended to January 1, 2012.

Day-Trading Losses Are Dissipation of Assets

The Tax Court held that a taxpayer’s losses from a period of day-trading activity constituted a dissipation of assets that the IRS could take into account in determining whether to accept the taxpayer’s offer in compromise.

Sale Versus Loan: A Current Development in Tax Ownership?

The characterization of a transaction as a sale has significant tax implications. The Calloway case rules on if and when a taxpayer sold his stock upon entering into an agreement, which purported to be a nonrecourse loan. This item summarizes the facts and holding in Calloway and the differences among the judges’ opinions.

IRS Guidance on FSA and HSA Reimbursements for OTC Drugs

The IRS has issued guidance implementing the Patient Protection and Affordable Care Act’s prohibition on reimbursement of the cost of over-the-counter drugs by HSAs, HRAs, Archer MSAs, and FSAs, which allows reimbursement for an OTC drug only if the individual has a prescription for the drug.