A useful year-end move to counteract capital gains.
Because financial markets have improved since March, you may realize short-term capital gains this year in your investment portfolio. What can you do about them? You could do what many savvy investors do - you could "cash in your losses" and practice tax loss harvesting.
Selling losers to offset winners. Tax loss harvesting means taking capital losses (you sell securities worth less than what you first paid for them) to offset the short-term capital gains you have amassed. While this doesn't get rid of your losses, it can mean immediate tax savings. It can also help you diversify your portfolio. It may even help you to position yourself for improved long-term after-tax returns.
The tax-saving potential. Sure, you can use this technique to put your net gains at $0, but that's just a start. Up to $3,000 of capital losses in excess of capital gains can be deducted from ordinary income, and any remaining capital losses above that can be carried forward to offset capital gains in upcoming years.1
So by taking a bunch of losses this year and carrying over the excess losses into next year, you can potentially shelter some (or maybe even all) of your long-term and short-term capital gains next year. This gives you a chance to shelter winners you've held (even for less than a year) from being taxed at up to 35%.1
The strategy in action. It is really quite simple. Step A is to pick out the losers in your portfolio. Step B is deciding which losers to sell and telling your Financial Advisor what you want to do. However, both investor and advisor have to watch out for the IRS "wash sale" rule. You can't claim a loss on a security if you buy the same or "substantially identical" security within 30 days before or after the sale.2 In other words, you can't just sell a stock or mutual fund to rack up a capital loss and then quickly replace it.
But ... you might be able to avoid the wash sale rule by using an Exchange Traded Fund (ETF) to make a "tax swap": an ETF for a stock or mutual fund, or even an ETF for another ETF if the ETFs are linked to different indexes.3 Although these "tax swaps" are widely done, this is still sort of a gray area, so consult a qualified tax advisor first. Here's a heads-up: a recent IRS ruling (Revenue Ruling 2008-5) says you can no longer use an IRA to acquire "substantially identical" securities within the 61-day wash sale window - and you can't boost your tax basis in said IRA by the amount of the disallowed loss.4
The (minor) drawbacks. You may not wish to alter a carefully chosen portfolio to the degree that you must for tax loss harvesting, especially if it has been built strategically for the long term. Also, you could end up missing a rally in which a stock, ETF or mutual fund you've sold could take off. Transaction costs do add up, so a fee-based "wrap" account, sometimes referred to as an advisory account, might make more sense when tax loss harvesting.
Will long-term capital gains be taxed more in the future? They could. President Barack Obama has talked about possibly raising the long-term capital gains tax rate for taxpayers earning over $250,000 per year from 15% to 20%.5 Is that you? If so, you might think of triggering excess capital losses in 2009 and using the losses to shelter future long-term capital gains that could be taxed at a higher rate.
Not just a year-end tactic ... also a year-round strategy. Some investors harvest losses throughout the year, not just in December. You may want to ask your Financial Advisor how you can harvest losses this holiday season and beyond.
Citations.
1 smartmoney.com/personal-finance/taxes/a-down-stock-market-offers-tasty-tax-breaks/ [10/29/08]
2 irs.gov/publications/p550/ch04.html#d0e12561 [TY 2007]
3 filife.com/stories/market-meltdown-opens-door-to-tax-swaps-rebalancing [10/26/08]
4 smartmoney.com/personal-finance/taxes/A-Sneaky-New-Twist-on-the-Wash-Sale-Rules-23611/?page=all [8/6/08]
5 blogs.abcnews.com/politicalradar/2008/08/obama-clarifies.html [8/14/08]
This was prepared by Peter Montoya Inc., not the named Representative nor Broker/Dealer, and should not be construed as investment advice. Neither the named Representative nor Broker/Dealer gives tax or legal advice. All information is believed to be from reliable sources; however, we make no representation as to its completeness or accuracy. The publisher is not engaged in rendering legal, accounting or other professional services. If other expert assistance is needed, the reader is advised to engage the services of a competent professional. Please consult your Financial Advisor for further information.
An investment in Exchange Traded Funds (ETFs), structured as a mutual fund or unit investment trust, involves the risk of losing money and should be considered as part of an overall program, not a complete investment program. An investment in ETFs involves additional risks: not diversified, the risks of price volatility, competitive industry pressure, international political and economic developments, possible trading halts, Index tracking error.
Investing in Mutual Funds involve risk, including possible loss of principal. Investments in specialized industry sectors have additional risks, which are outlines in the prospectus.

