Investors: Avoid These 5 Common Tax Mistakes

For many investors, and even some tax professionals, sorting through the complex IRS rules on investment taxes can be a nightmare. Pitfalls abound, and the penalties for even simple mistakes can be severe. As April 15 rolls around, keep the following five common tax mistakes in mind ? and help keep a little more money in your own pocket.

1. Failing To Offset Gains

Normally, when you sell an investment for a profit, you owe a tax on the gain. One way to lower that tax burden is to also sell some of your losing investments. You can then use those losses to offset your gains.

Say you own two stocks. You have a gain of $1,000 on the first stock, and a loss of $1,000 on the second. If you sell your winning stock, you will owe tax on the $1,000 gain. But if you sell both stocks, your $1,000 gain will be offset by your $1,000 loss. That's good news from a tax standpoint, since it means you don't have to pay any taxes on either position.

Sounds like a good plan, right? Well, it is, but be aware it can get a bit complicated. Under what is commonly called the "wash sale rule," if you repurchase the losing stock within 30 days of selling it, you can't deduct your loss. In fact, not only are you precluded from repurchasing the same stock, you are precluded from purchasing stock that is "substantially identical" to it ? a vague phrase that is a constant source of confusion to investors and tax professionals alike. Finally, the IRS mandates that you must match long-term and short-term gains and losses against each other first.

2. Miscalculating The Basis Of Mutual Funds

Calculating gains or losses from the sale of an individual stock is fairly straightforward. Your basis is simply the price you paid for the shares (including commissions), and the gain or loss is the difference between your basis and the net proceeds from the sale. However, it gets much more complicated when dealing with mutual funds.

When calculating your basis after selling a mutual fund, it's easy to forget to factor in the dividends and capital gains distributions you reinvested in the fund. The IRS considers these distributions as taxable earnings in the year they are made. As a result, you have already paid taxes on them. By failing to add these distributions to your basis, you will end up reporting a larger gain than you received from the sale, and ultimately paying more in taxes than necessary.

There is no easy solution to this problem, other than keeping good records and being diligent in organizing your dividend and distribution information. The extra paperwork may be a headache, but it could mean extra cash in your wallet at tax time.

3. Failing To Use Tax-managed Funds

Most investors hold their mutual funds for the long term. That's why they're often surprised when they get hit with a tax bill for short term gains realized by their funds. These gains result from sales of stock held by a fund for less than a year, and are passed on to shareholders to report on their own returns -- even if they never sold their mutual fund shares.

Recently, more mutual funds have been focusing on effective tax-management. These funds try to not only buy shares in good companies, but also minimize the tax burden on shareholders by holding those shares for extended periods of time. By investing in funds geared towards "tax-managed" returns, you can increase your net gains and save yourself some tax-related headaches. To be worthwhile, though, a tax-efficient fund must have both ingredients: good investment performance and low taxable distributions to shareholders.

4. Missing Deadlines

Keogh plans, traditional IRAs, and Roth IRAs are great ways to stretch your investing dollars and provide for your future retirement. Sadly, millions of investors let these gems slip through their fingers by failing to make contributions before the applicable IRS deadlines. For Keogh plans, the deadline is December 31. For traditional and Roth IRA's, you have until April 15 to make contributions. Mark these dates in your calendar and make those deposits on time.

5. Putting Investments In The Wrong Accounts

Most investors have two types of investment accounts: tax-advantaged, such as an IRA or 401(k), and traditional. What many people don't realize is that holding the right type of assets in each account can save them thousands of dollars each year in unnecessary taxes.

Generally, investments that produce lots of taxable income or short-term capital gains should be held in tax advantaged accounts, while investments that pay dividends or produce long-term capital gains should be held in traditional accounts. For example, let's say you own 200 shares of Duke Power, and intend to hold the shares for several years. This investment will generate a quarterly stream of dividend payments, which will be taxed at 15% or less, and a long-term capital gain or loss once it is finally sold, which will also be taxed at 15% or less. Consequently, since these shares already have a favorable tax treatment, there is no need to shelter them in a tax-advantaged account.

In contrast, most treasury and corporate bond funds produce a steady stream of interest income. Since, this income does not qualify for special tax treatment like dividends, you will have to pay taxes on it at your marginal rate. Unless you are in a very low tax bracket, holding these funds in a tax-advantaged account makes sense because it allows you to defer these tax payments far into the future, or possibly avoid them altogether.

David Twibell is President and Chief Investment Officer of Flagship Capital Management, LLC, an investment advisory firm in Colorado Springs, Colorado. Flagship provides portfolio management services to high-net-worth individuals, corporations, and non-profit entities. For more information, please visit www.flagship-capital.com.

In The News:

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Traders work on the floor of the New York Stock Exchange, Monday, Dec. 1, 2008. (AP Photo/Richard Drew)AP - Most Americans sorely knew it already, but now it's official: The country is in a recession, and it's getting worse. Wall Street convulsed at the news — and a fresh batch of bad economic reports — tanking nearly 680 points. With the economic pain likely to stretch well into 2009, Federal Reserve Chairman Ben Bernanke said Monday he stands ready to lower interest rates yet again and to explore other rescue or revival measures.



President-elect Barack Obama, left, stands with Secretary of State-designate Sen. Hillary Rodham Clinton, D-N.Y., center, and National Security Adviser-designate Ret. Marine Gen. James Jones, right, at a news conference in Chicago, Dec. 1, 2008. (AP Photo/Pablo Martinez Monsivais)AP - Barack Obama announced a national security team Monday headed by Hillary Rodham Clinton, who fought him long and bitterly for the presidency, and Robert Gates, the man who has been running two wars for George W. Bush — striking choices by a president-elect who declared he wanted "strong personalities and strong opinions."



President George W. Bush speaks as he participates in the Saddleback Civil Forum on Global Health, Monday, Dec. 1, 2008, at the Newseum in Washington.  (AP Photo/Ron Edmonds)AP - President George W. Bush says history will judge him, but he is getting his own crack first. Bush is using his final 50 days in office to tout his legacy, hoping to leave a lasting impression of overshadowed progress. On Monday, World AIDS Day, Bush was heralded for his leadership in fighting the disease, a point that even his Democratic critics readily concede.



This undated file photo provided by the Illinois Department of Corrections shows Jennifer Hudson's estranged brother-in-law William Balfour. Balfour has been arrested Monday, Dec. 1, 2008 in Illinois in the deaths of the singer's mother, brother and 7-year-old nephew. (AP Photo/Illinois Department of Corrections)AP - Police arrested the estranged brother-in-law of Jennifer Hudson on Monday in the deaths of the entertainer's mother, brother and young nephew, taking him from a prison where he had been held on a suspected parole violation.



Tape covers bullet holes in the windows of the newly-reopened Refresh Cafe in the landmark Chhatrapati Shivaji Terminus train station, in Mumbai, India, Monday Dec. 1, 2008.  This scarred and traumatized city struggled back to its feet Monday, reopening schools and businesses, as residents tried to come to terms with the string of terror attacks that brought bloodshed to the heart of Mumbai. The owner of the cafe said he had little choice but to reopen the fast food restaurant in the station, even though its glass wall is scarred with bullet holes, half his staff refused to come back and his brother is on a ventilator in the intensive care unit after being shot in the abdomen by the attackers. (AP Photo/Lefteris Pitarakis)AP - India demanded Monday that Pakistan take "strong action" against those behind the deadly Mumbai attacks, and Washington pressured Islamabad to cooperate with the investigation.



Alaska Gov. Sarah Palin, center, speaks to a crowd during a campaign stop for U.S. Sen. Saxby Chambliss, R-Ga, Monday, Dec. 1, 2008 in Savannah, Ga. Chambliss and Democratic challenger Jim Martin are  in a Tuesday runoff that will shape Democrats' hold on power in Washington. (AP Photo/Stephen Morton)AP - Alaska Gov. Sarah Palin urged Georgia voters to back Sen. Saxby Chambliss in Tuesday's runoff in an election eve appeal that underscored her popularity within the Republican Party and the GOP's efforts to stave off erosion of its shrinking Senate numbers.



In this photo released by KATV Television, news anchor Anne Pressly, is shown in a June 26, 2008, photo in Little Rock, Ark.  Pressly died Oct. 25, 2008 as a result of an Oct. 20 attack, and Little Rock Police named a suspect in the case Wednesday, Nov. 26, 2008. (AP Photo/KATV Television)AP - A television anchorwoman killed in her home had been sexually assaulted and beaten so badly in a suspected burglary that her jaw shattered and she broke a hand while trying to fend off her attacker's blows, her parents said Monday.



AP - Almost one in five young American adults has a personality disorder that interferes with everyday life, and even more abuse alcohol or drugs, researchers reported Monday in the most extensive study of its kind.

AP - A man who rammed his truck into a woman's vehicle on a highway early Friday told authorities he crashed into her while going more than 100 mph because God told him "she needed to be taken off the road."

New York Giants wide receiver Plaxico Burress, left, leaves the courthouse with  his lawyer, Benjamin Brafman, in New York, Monday, Dec. 1, 2008. Burress appeared in court on weapons possession charges. (AP Photo/Seth Wenig)AP - Taken to court in handcuffs, Plaxico Burress posted $100,000 bail on weapons possession charges Monday as a frenzy grew around the case of the Giants star receiver who accidentally shot himself in a nightclub.



Senator Hillary Clinton speaks to the media after being announced by President-elect Barack Obama as his choice for Secretary of State along with General Jim Jones as his choice for National Security Advisor during a news conference in Chicago, December 1, 2008. (Jeff Haynes/Reuters)Reuters - U.S. President-elect Barack Obama named former rival Hillary Clinton as secretary of state on Monday and said Robert Gates would remain defense secretary in a national security team charged with recasting America's leadership role in the world.



Traders work on the floor of the New York Stock Exchange, December 1, 2008. (Brendan McDermid/Reuters)Reuters - Stocks tumbled on Monday as signs of a deepening economic slump around the world erased much of last week's sharp gains, with banks and retailers among Wall Street's biggest casualties.



Members of ZAKA, Israel's non-governmental rescue-and-recovery organization which specializes in collecting human remains to ensure a proper Jewish burial, speak with policemen after performing religious rituals in front of Nariman House in Mumbai's Colaba area, December 1, 2008. (Jayanta Shaw/Reuters)Reuters - India demanded Pakistan take decisive action over deadly attacks in Mumbai it said were carried out by militants from its nuclear-armed rival, while the West urged cooperation to ease tension.



President Bush and first lady Laura Bush walk to make a statement on the attacks in Mumbai on the South Lawn of the White House, November 29, 2008. (Yuri Gripas/Reuters)Reuters - President George W. Bush said the biggest regret of his presidency was flawed intelligence that Iraq had weapons of mass destruction and told ABC "World News" in an interview airing on Monday that he was unprepared for war when he took office.



A woman watches as people shop in the Time's Square Toys 'R' Us store on 'Black Friday' in New York, November 28, 2008. (Brendan McDermid/Reuters)Reuters - The U.S. economy has been in a recession for a year, the nation's business cycle arbiter declared on Monday, while European leaders vowed to step up public spending to try to cushion a deepening downturn.



Speaker of the House Rep. Nancy Pelosi speaks during a news conference in the U.S. Capitol in Washington November 21, 2008. (Molly Riley/Reuters)Reuters - U.S. House of Representatives Speaker Nancy Pelosi met leading governors on Monday to discuss the size and shape of an economic stimulus package that one Democratic aide said was likely to cost around $500 billion.



Birmingham Mayor Larry P. Langford in an undated photo. (Handout/Reuters)Reuters - Federal authorities arrested the mayor of Birmingham, Alabama, on Monday in a corruption probe surrounding a sewer bond debt that could lead to the largest municipal bankruptcy in U.S. history.



An anti-government demonstrator chases after a suspected pro-government supporter in Bangkok's Suvarnabhumi Airport on December 1, 2008. (Kerek Wongsa =/Reuters)Reuters - Thai protesters prepared to end their three-month occupation of the Prime Minister's office on Monday to consolidate their grip on the main airport ahead of a court verdict that could dissolve the elected government.



Arizona Governor Janet Napolitano, President-elect Barack Obama's choice for homeland security chief, speaks at a press conference at the Hilton Hotel in Chicago, Illinois. Obama on Monday nominated Hillary Clinton to be his AFP - Barack Obama on Monday nominated Hillary Clinton to be his "tough," "smart" secretary of state as his former foe vowed to give her all to steer America through a storm of international crises.



Map locating the attacks in Mumbai. India has formally accused AFP - India on Monday formally accused "elements" in Pakistan of being behind the devastating Islamic militant attacks in Mumbai and demanded that Islamabad take "strong action".




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