1999 Tax Guide: Tips for Investors

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Chapter 3
Tips for Investors
(non-dealers)
Tax Strategies for 2000

Consider
donating the
long-term
portion of
futures.

Invest in small business. If you purchase at original issuance any shares of qualified small business stock and you realize capital gain after holding the stock for more than five years, you may exclude 50 percent of the gain when the shares are sold or exchanged. Alternatively, if you have owned the original small business stock for more than six months, you can elect to roll over any capital gain if you purchase other small business stock during the 60-day period beginning on the sale date.

Review this year-end checklist:

Can capital gains be offset with capital losses?
- Use trade date for gains and losses.
- Net capital loss of $3,000 can be applied against ordinary income.
Are bond premiums/discounts properly amortized/accreted?
Avoid wash-sale rules (that is, selling a security at a loss and purchasing the same security within thirty days).
Consider bond swapping (that is, replacing bonds that will result in capital losses with other bonds that do not fall within the wash- sale rules).
Defer income by purchasing U.S. Treasury bills and selected Certificates of Deposit that do not mature until 2000.

Consider donating the long-term portion of futures. If you invest in futures, bear in mind a court decision that permitted a taxpayer to give away the long-term portion of his futures contract without recognizing the gain.

Review U.S. Series EE Bond rules. Effective for bonds issued after May 1, 1995, the U.S. Treasury changed the payment rates and terms for U.S. Series EE Bonds. Among other changes, interest is credited at six-month intervals. Savings bonds are discussed in Chapter 6.

Determine whether you are an investor or a trader. Most individuals who buy and sell securities for their own accounts are usually considered investors. Their main purpose is to realize and maximize investment income, that is, interest, dividends, and the gain associated with the appreciation of the underlying security. An investor is allowed a deduction for his or her expenses as an itemized deduction, subject to the 2-percent floor limitation and the 3-percent phaseout. (A trader is not subject to these limitations.) Conversely, a trader will not be as interested in the interest or dividend yield as much as in the profit from short-term swings in the market. A trader or someone in the trade or business will deduct expenses against his or her profit. Note that recent court cases require that, to qualify as a trader, you must do transactions for others, not just yourself.

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