Chapter 2 Securities Markets and Transactions 17
4. Tax shelter fundamentals
5. Tax-favored income and categories of income excluded from taxation, partially or wholly
6. Strategies that defer tax liabilities to the next year
7. Strategies that defer taxes until retirement
8. Strategies that trade current income for capital gains
9. Tax swaps to reduce or eliminate a tax liability
10. The concept of annuities, their use as an investment vehicle, and their associated tax benefits
11. The structure and function of annuities, particularly deferred annuities, and their role in an investment
portfolio
12. The structure and popular forms of limited partnerships and their potential tax-sheltering abilities
13. Analysis of limited partnerships as investment vehicles
Overview
The sheltering of income from taxation through various investment media is emphasized in this chapter.
1. The fundamentals of taxation and tax shelters are presented. The student should understand the
different types of income, how they are taxed, and the basic procedure used to determine taxable
income. This is necessary to be able to evaluate the tax-sheltering abilities of alternative investment
vehicles. The concepts of tax avoidance, tax deferral, and tax shelters are presented and compared to
tax evasion.
2. Tax-favored income is defined. Categories of this income include interest on tax-free municipal
bonds and Treasury and government agency issues, and certain proceeds from the sale of a
principal residence.
3. Strategies that defer tax liabilities to the next year are described and demonstrated. They include
shorting-against-the-box, put hedges, and deep-in-the-money call options. The instructor should
emphasize the tax-deferring benefits of these strategies.
4. Programs that defer tax liabilities until retirement include 401(k) plans, Keogh plans, and
individual retirement accounts (IRAs). These allow the investor to postpone taxes on invested funds,
income earned, and capital gains until retirement, when the investor may be in a lower tax bracket.
5. The two educational savings plans that offer tax-deferred investing are the Coverdell Education
Savings Account (ESA) and the Section 529 College Savings Plan. Contributions to Coverdell ESA
accounts are nondeductible, but earnings accumulate tax-free and are tax-exempt if withdrawals are
used to pay for college expenses. Section 529 plans are state-sponsored, tax-deferred college savings
plans. Instructors can compare the two and provide local examples.
6. Trading current income for capital gains requires careful analysis and the implementation of
certain strategies. Three strategies—growth stocks, deep discount bonds, and property depreciation—
are discussed next, always with the tax implications highlighted. Another strategy to reduce or
eliminate a tax liability—the tax swap—is also discussed. The professor should emphasize each
strategy’s tax advantages.
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