Tax basics

= Introduction =

Tax is one of the biggest expenses to you as an investor. In order to maximize after-tax return of your investments, you need to employ a variety of techniques. The following is a list of items that you might want to consider. However, they are not meant to be exhaustive.

General

 * Withholding. If you are a salaried employee, get withholding about right.  You do not want to significantly underpay your tax, which would result in underpayment penalty.  Neither do you want to receive a large refund, which is an interest-free loan to the government.  To adjust withholding, submit a new 2008 W4 to your employer.


 * Deductions and credits. Claim all deductions and credits that you can legally claim.  See below for Saver's Credit and Foreign tax credit.  There are many others that do not have to do with investments.
 * Tax-efficient fund placement. You should put tax-inefficient investments in your tax-advantaged accounts.
 * Minimizing tax does not necessarily maximize after-tax return. You could place a tax-exempt bond fund in a taxable account and a stock fund in a tax-advantaged account, but that may not necessarily be better than placing a taxable bond fund in a tax-advantaged account and a stock fund in a taxable account.
 * Assess your individual situation. Techniques above are applicable to many investors, but they may not work in your individual situation. For example, if your employer sponsored plan is filled with insanely expensive funds, and you plan to stay with your current employer for many years, it may be better to skip your employer sponsored plan.

Tax-Advantaged Accounts

 * Tax-advantaged accounts. You should make the maximum use of tax-advantaged accounts such as Roth IRA, Traditional IRA, 401(k)/403(b)/457, Health Savings Account, and 529.  (You may or may not want to max out a Traditional IRA if your contributions are not deductible.)
 * Roth IRA vs. Traditional IRA. Place a fund with high growth potential in a Roth IRA with other funds in a Traditional IRA and other pre-tax accounts like 401(k).
 * Roth conversion during a low-income period. If you are retired with a sizable taxable account, you may be selling shares that you recently bought in your taxable account just before you retired.  If that's the case, you have little taxable income because sales of recently purchased shares are mostly return of capital, which is not taxed, so you may want to do a gradual Roth conversion to the extent that the conversion amount does not put you in a high tax bracket.  What's considered a high tax bracket depends highly on an individual's situation.  If you are between jobs or back in school, you may also want to consider a Roth conversion provided that you have enough money to pay for your living expenses and the tax for the Roth conversion.  See Post-Retirement Roth Conversion.
 * Saver's Credit is available to a low-income investor funding an IRA.

Taxable account

 * Specific Identification of Shares
 * Tax Loss Harvesting
 * Foreign tax credit is available for those investing in an international fund that pays tax in foreign countries.
 * In a taxable account,you should rebalance with new money. Taking  dividends and capital gains in cash may make it easier to do so.
 * Donate appreciated shares in a taxable account instead of cash. See Donating Appreciated Securities.
 * Avoid buying dividends. Avoid buying a fund immediately before its distribution date.  This is called buying dividends.  Now, holding cash comes with an opportunity cost as well as non-qualified dividends.  For this reason, you may want to avoid buying a fund about one month before a distribution date.
 * Placing Cash Needs in a Tax-Advantaged Account. By placing cash needs, such as emergency fund, in tax-efficient stock index funds in a taxable account, you can avoid non-qualified dividends.

= Tax-Efficient Fund Placement =

Principles of Tax-Efficient Fund Placement

= Cost Basis Accounting =

difference between average cost basis and specific share identification

Specific Identification of Shares

= Tax Loss Harvesting =

Tax Loss Harvesting

= Links =

For academic and practitioner papers:


 * Reference Library: Asset Location
 * Reference Library: Taxable Account Investing
 * Reference Library: Retirement Plans and Tax Deferred Investing