Chapter 30

Tax Rules for Investors in Securities

You have the opportunity to control the taxable year in which to realize gains and losses. Gains and losses are realized when you sell, and if there are no market pressures, you can time sales to your advantage.

If you sell securities at a gain before the end of 2012, and you held the securities more than one year, you can benefit from the 0% or 15% rate for long-term capital gains.

The $3,000 limitation ($1,500 if married filing separately) on deducting capital losses from other types of income is a substantial restriction. If you have capital losses exceeding the $3,000 (or $1,500) limit, it is advisable to realize capital gains income that can be offset by the losses.

30.1 Planning Year-End Securities Transactions

30.2 Earmarking Stock Lots

30.3 Sale of Stock Dividends

30.4 Stock Rights

30.5 Short Sales of Stock

30.6 Wash Sales

30.7 Convertible Stocks and Bonds

30.8 Constructive Sales of Appreciated Financial Positions

30.9 Straddle Losses

30.10 Capital Gain Restricted on Conversion Transactions

30.11 Puts and Calls and Index Options

30.12 Investing in Tax-Exempts

30.13 Ordinary Loss for Small Business Stock (Section 1244)

30.14 Series EE Bonds

30.15 I Bonds

30.16 Trader, Dealer, or Investor?

30.17 Mark-to-Market Election for Traders

Get J.K. Lasser's Your Income Tax 2013: For Preparing Your 2012 Tax Return now with the O’Reilly learning platform.

O’Reilly members experience books, live events, courses curated by job role, and more from O’Reilly and nearly 200 top publishers.