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Showing posts with label tax reduction. Show all posts
Showing posts with label tax reduction. Show all posts

Mid-Year Steps to Save on Your Taxes (Fidelity)

Midyear tax check: 9 questions to ask

A midyear tax checkup will help you to prepare for the tax consequences of life changes.
 
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Key takeaways
✔ Evaluate the tax impact of life changes such as a raise, a new job, marriage, divorce, a new baby, or a child going to college or leaving home.
✔ Check your withholding on your paycheck and estimated tax payments to avoid paying too much or too little.
✔ See if you can contribute more to your 401(k) or 403(b). It is one of the most effective ways to lower your current-year taxable income.
In the midst of your summer fun, taking time for a midyear tax checkup could yield rewards long after your vacation photos are buried deep in your Facebook feed.
Personal and financial events, such as getting married, sending a child off to college, or retiring, happen throughout the year and can have a big impact on your taxes. If you wait until the end of the year or next spring to factor those changes into your tax planning, it might be too late.
“Midyear is the perfect time to make sure you’re maximizing any potential tax benefit and reducing any additional tax liability that result from changes in your life,” says Gil Charney, director of the Tax Institute at H&R Block. 
Here are 9 questions to answer to help you be prepared for any potential impacts on your tax return.

1. Did you get a raise or are you expecting one?

The amount of tax withheld from your paycheck should increase automatically along with your higher income. But if you’re working two jobs, have significant outside income (from investments or self-employment), or you and your spouse file a joint tax return, the raise could push you into a higher tax bracket that may not be accounted for in the Form W-4 on file with your employer. Even if you aren’t getting a raise, ensuring that your withholding lines up closely with your anticipated tax liability is smart tax planning. Use the IRS Withholding Calculator; then, if necessary, tell your employer you’d like to adjust your W-4.
Another thing to consider is using some of the additional income from your raise to increase your contribution to a 401(k) or similar qualified retirement plan. That way, you’re reducing your taxable income and saving more for retirement at the same time. 

2. Is your income approaching the net investment income tax threshold?

If you’re a relatively high earner, check to see if you’re on track to surpass the net investment income tax (NIIT) threshold. The NIIT, often called the Medicare surtax, is a 3.8% levy on the lesser of net investment income or the excess of modified adjusted gross income (MAGI) above $200,000 for individuals, $250,000 for couples filing jointly, and $125,000 for spouses filing separately. In addition, taxpayers with earned income above these thresholds will owe another 0.9% in Medicare tax on top of the normal 2.9% that’s deducted from their paycheck.
If you think you might exceed the Medicare surtax threshold for 2017, you could consider strategies to defer earned income or shift some of your income-generating investments to tax-advantaged retirement accounts. These are smart strategies for taxpayers at almost every income level, but their tax-saving impact is even greater for those subject to the Medicare surtax.

3. Did you change jobs?

If you plan to open a rollover IRA with money from a former employer’s 401(k) or similar plan, or to transfer the money to a new employer’s plan, be careful how you handle the transaction. If you have the money paid directly to you, 20% will be withheld for taxes and, if you don’t deposit the money in the new plan or an IRA within 60 days, you may owe tax on the withdrawal, plus a 10% penalty if you’re under age 55.

4. Do you have a newborn or a child no longer living at home?

It’s time to plan ahead for the impact of claiming one more or less dependent on your tax return.
Consider adjusting your tax withholding if you have a newborn or if you adopt a child. With all the expenses associated with having a child, you don’t want to be giving the IRS more of your paycheck than you need to. 
If your child is a full-time college student, you can generally continue to claim him or her as a dependent—and take the dependent exemption ($4,050 in 2017)—until your student turns 25. If your child isn’t a full-time student, you lose the deduction in the year he or she turns 19. Midyear is a good time to review your tax withholding accordingly.

5. Do you have a child starting college?

College tuition can be eye-popping, but at least you might have an opportunity for a tax break. There are several possibilities, including, if you qualify, the American Opportunity Tax Credit (AOTC). The AOTC can be worth up to $2,500 per undergraduate every year for four years. Different college-related credits and deductions have different rules, so it pays to look into which will work best for you.
Regardless of which tax break you use, here’s a critical consideration before you write that first tuition check: You can’t use the same qualified college expenses to calculate both your tax-free withdrawal from a 529 college savings plan and a federal tax break. In other words, if you pay the entire college bill with an untaxed 529 plan withdrawal, you probably won’t be eligible for a college tax credit or deduction.

6. Is your marital status changing?

Whether you’re getting married or divorced, the tax consequences can be significant. In the case of a marriage, you might be able to save on taxes by filing jointly. If that’s your intention, you should reevaluate your tax withholding rate on Form W-4, as previously described.
Getting divorced, on the other hand, may increase your tax liability as a single taxpayer. Again, revisiting your Form W-4 is in order, so you don’t end up with a big tax surprise in April. Also keep in mind that alimony you pay is a deduction, while alimony you receive is treated as income.

7. Are you saving as much as you can in tax-advantaged accounts?

OK, this isn’t a life-event question, but it can have a big tax impact. Contributing to a qualified retirement plan is one of the most effective ways to lower your current-year taxable income, and the sooner you bump up your contributions, the more tax savings you can accumulate. For 2017, you can contribute up to $18,000 to your 401(k) or 403(b). If you’re age 50 or older, you can make a “catch-up” contribution of as much as $6,000, for a maximum total contribution of $24,000. Self-employed individuals with a simplified employee pension (SEP) plan can contribute up to 25% of their compensation, to a maximum of $54,000 for 2017.
This year’s IRA contribution limits, for both traditional and Roth IRAs, are $5,500 per qualified taxpayer under age 50 and $6,500 for those age 50 and older. Traditional and Roth IRAs both have advantages, but keep in mind that only traditional IRA contributions can reduce your taxable income in the current year.
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8. Are your taxable investments doing well?

If your investments are doing well and you have realized gains, now’s the time to start thinking about strategies that might help you reduce your tax liability. Tax-loss harvesting—timing the sale of losing investments to cancel out some of the tax liability from any realized gains—can be an effective strategy. The closer you get to the end of the year, the less time you’ll have to determine which investments you might want to sell, and to research where you might reinvest the cash to keep your portfolio in balance.

9. Are you getting ready to retire or reaching age 70½?

If you’re planning to retire this year, the retirement accounts you tap first and how much you withdraw can have a major impact on your taxes as well as how long your savings will last. A midyear tax checkup is a good time to start thinking about a tax-smart retirement income plan. 
If you’ll be age 70½ this year, don’t forget that you may need to start taking a required minimum distribution (RMD) from your tax-deferred retirement accounts, although there are some exceptions. You generally have until April 1 of next year to take your first RMD, but, after that, the annual distribution must happen by December 31 if you want to avoid a steep penalty. So if you decide to wait to take your first RMD until next year, be aware that you’ll be paying tax on two annual distributions when you file your 2018 return.

No significant changes in your life situation or income?

Midyear is still a good time to think about taxes. You might look into ways you can save more toward retirement, gift money to your children and grandchildren to remove it from your estate, or manage your charitable giving to increase its tax benefits and value to beneficiaries. A little tax planning now can save a lot of headaches in April—and maybe for years to come.

What to Do if You Need More Time to File Your Taxes (IRS.gov)

Seven Things about Getting More Time to File your Tax Return

Can’t make the April 18 tax filing deadline and need more time to file your tax return? You can get an automatic six month extension of time to file from the IRS.
Here are seven important things you need to know about filing an extension:

1. File on time even if you can’t pay If your return is completed but you are unable to pay the full amount of tax due, do not request an extension. File your return on time and pay as much as you can. The IRS will send you a bill or notice for the balance due. To apply online for a payment agreement, go to the IRS website at http://www.irs.gov and click “Apply for an Online Payment Agreement (OPA)” at the left side of the home page under Online Services. If you are unable to make payments, call the IRS at 800-829-1040 to discuss your options.

2. Extra time to file An extension will give you extra time to get your paperwork to the IRS, but it does not extend the time you have to pay any tax due. You will owe interest on any amount not paid by the April 18 deadline, plus you may owe penalties.

3. Form to file Request an extension to file by submitting Form 4868, Application for Automatic Extension of Time to File U.S. Individual Income Tax Return, to the IRS by April 18, 2011, or make an extension-related electronic credit card payment. For more information about extension-related credit card payments, see Form 4868.

4. E-file extension You can e-file an extension request using tax preparation software with your own computer or by going to a tax preparer who has the software. The IRS will acknowledge receipt of the extension request if you file by computer.

5. Traditional Free File and Free File Fillable Forms You can use both Free File options to file an extension. Access the Free File page at http://www.irs.gov.

6. Electronic funds withdrawal If you ask for an extension via computer, you can also choose to pay any expected balance due by authorizing an electronic funds withdrawal from a checking or savings account. You will need the appropriate bank routing and account numbers. For information about these and other methods of payment, visit the IRS website at http://www.irs.gov or call 800-TAX-1040 (800-829-1040).

7. How to get forms Form 4868 is available for download from the IRS website or may be ordered by calling 800-TAX-FORM (800-829-3676).You can also obtain the form at your local IRS office. Telephone requests normally take 7 - 15 days to process and ship.

Links:
• Form 4868, Application for Extension of Time to File U.S. Individual Income Tax Return (PDF 165K)
• Form 9465, Installment Agreement Request (PDF 100K)
• Publication 54, Tax Guide for U.S. Citizens and Resident Aliens Abroad (PDF 1.46MB)
• Publication 3, Armed Forces' Tax Guide (PDF 1.17MB)
• Official Payments Corporation
• Link2 Gov Corporation
• PayUSATax

Taking Social Security While Working (from Smart Money)


Retirement by Robert Powell (Author Archive)
How to Collect Social Security and Keep Working


BOSTON ( MarketWatch ) — When it comes to retirement, the average American age 65 and older generates nearly two-thirds of their total income from a combination of earned income and Social Security, with the rest coming from pensions and personal assets.

But despite the fact that millions are earning income and collecting at the same time, there's still plenty of confusion over how Uncle Sam goes about taxing and reducing Social Security benefits for workers. Consider, for instance, some of the reasons why it can be confusing:

First, if you retire before the normal retirement age and start collecting Social Security benefits early, your benefits are reduced not only for starting early, but also as your earnings rise. In fact, if you work and collect before the so-called full retirement age, you'll lose $1 of Social Security benefit for every $2 earned over $14,160 in 2011.

Second, in the year that you reach full retirement age, your benefits are reduced $1 for every $3 earned over $37,680 in 2011, or least that's the case until the month you reach full retirement age.

Finally, once you're at full retirement age, your benefits are not reduced, but as much as 85% of the benefits could be taxed if your income is above a certain amount.

According to the Social Security website, if you file a federal tax return as an individual and your combined income is between $25,000 and $34,000, you may have to pay income tax on up to 50% of your benefits. And if your combined income is more than $34,000, up to 85% of your benefits may be taxable. If you file a joint return, and you and your spouse have a combined income that is between $32,000 and $44,000, you may have to pay income tax on up to 50% of your benefits. And if your combined income is more than $44,000, up to 85% of your benefits may be taxable. If you are married and file a separate tax return, you probably will pay taxes on your benefits.

Even though all this might be confusing, there are some ways to increase your after-tax income from all your sources of income — be it earned income, Social Security, dividends, interest income, capital gains, pension income and the like. What's more, there are some ways to think differently about the interaction between earned income and Social Security benefits.

At a recent MarketWatch roundtable discussion, two of the nations' top retirement-planning experts offered tactics to consider to when deciding whether and how much to work in retirement, as well as whether and when to start taking Social Security benefits.

Never a net negative to work and to collect

"I find there are a lot of myths and misconceptions out there about what it means to have earned income still in retirement, and what the tax implications are," said Michael Kitces, who is the editor and publisher of The Kitces Report as well as director of research at Pinnacle Advisory Group. "And frankly, I've never seen a situation where there was actually a net loss for working. There are a lot of folks who have this idea of 'I can't work in retirement because it may make my taxes go up and I may have more of my Social Security taxed or I may have to impact IRAs or do something else, so maybe I won't work.'"

And so the first thing that you have to realize, according to Kitces, is that you never get a net negative for working and collecting Social Security. "If you work and you bring additional earned income into the household, there is more money there," he said. "You don't get to keep all of it, Uncle Sam will take a piece, and you may impact a couple other parts of the retirement pie as well, but it's never a net negative."

Elaine Floyd, Certified Financial Planner®, director of retirement and financial life planning at Horsesmouth, and author of "135 Social Security Questions Answered: What Savvy Advisors Need to Know, as well as The Financial Advisor's Guide to Savvy Social Security Planning," agreed.

"It always pays to work," said Floyd. "People are under the impression that if they earn more than $14,160 a year that they're going to be penalized. Well, it's really important, when you get into your 60s, to understand what the earnings test really is."

For starters, if you're over full retirement age, there is no earnings test, Floyd said. The earnings test comes into play only if you apply for Social Security before you turn full retirement age. And for those who have to deal with the earnings test, where for every two dollars you make over $14,160, one dollar of your Social Security will be withheld, it's important to understand what happens to that amount that's withheld, she said.

"Some people have heard that you get it back," she said. "You don't really get it back. You do, however, get a credit, and it's important to understand that credit for the actuarial reduction."

Floyd used this example during the roundtable discussion: If you start Social Security at 62, she said, you'll get 75% of your primary insurance amount and get a 25% reduction. "So let's say you get a job and you receive one Social Security check and then you make enough after that to have all of your benefits withheld," she said. "What happens when you turn 66 is that your benefit will be recalculated, and it will be nearly the full $2,000, so you're getting that 25% actuarial reduction that they took away, you're getting that back, basically. So that's really important for people to understand — that if you apply early, if you end up having an opportunity to work, take that opportunity and work and not worry about the Social Security."

Never earn delayed credits

Floyd said another point to consider when taking Social Security before full retirement age, or what is also called normal retirement age, is this: "The fact that you applied before full retirement age means that you can never earn delayed credits, so you will, at full retirement age, get your full benefit amount, but no delayed credits. So this is why it's really, really important for people to think hard about applying for Social Security before full retirement age, because it really limits your options."

For his part, Kitces said you should think about paying taxes and reduced benefits this way:

"The taxation of Social Security essentially creates a rule," he said. "If your income is high enough, a portion of your Social Security benefits will be taxed, and in essence, the higher your income is, the greater the percentage is."

"So once we reach an initial threshold, which varies depending on whether you're single or married, you start increasing the taxation of your benefits 50 cents on the dollar. When we get to an upper threshold, we start increasing the taxation of our benefits at 85 cents on the dollar.

And what does that means in practice? "If we earn an extra thousand dollars and we're at the upper threshold, not only do we have another thousand dollars of income we have to report on, but now we have to take $850 of Social Security benefits, and put that on our tax return, and we're going to have to pay taxes on a portion of the Social Security benefits as well," said Kitces.

At some point, "We're taxing 85% of the entire amount of Social Security benefits, which is the cap, and that's as high as we can go," Kitces said. "And from that point forward, there's, in essence, no further impact for higher earnings on causing more of your Social Security benefits to be taxed."

And that, he said, is where some of the confusion exists about earning income and Social Security benefits. "The worst-case scenario is I'm paying taxes on the dollars I earn and I'm paying some taxes on the Social Security benefits that are now also being taxed because my income is higher," he said. "And for most folks at that level, your tax bracket is probably going to be 15% and maybe 25%, and so your worst-case scenario is still I'm going to pay 25% on my income, I'm going to pay another 25% on the Social Security benefits that I just phased in, which was only 85% of them, so I only pay a portion of that 25, and the net point that we get to is still nothing close to taking home less income than you would have had, had you not worked. It simply means you get a little bit of a higher tax burden for a chunk of income as you're causing some Social Security benefits to become taxed."

To be sure, you don't want to pay more than your fair share of taxes if you are working while collecting. So Kitces and Floyd did say that there are tactics to consider. For instance, you consider adjusting your IRA withdrawals. Or you might consider investing in municipal bonds, since the interest income from taxable bond could cause more of your Social Security benefits to be taxed than otherwise.

Still, Kitces and Floyd think you shouldn't let the tax tail wag the earning income dog while collecting Social Security benefits. "We might do other things around the margins to help not make that tax situation impact it even further, but we're still at the point where a dollar you earn puts a bunch of money in your pocket that you didn't have before," said Kitces. "Whether you end up paying tax rates of 15% or 20% or 25% or 30% or 35% or 40%, if we add everything in, and there's estate tax liability and all of it is coming on your income and 85% of your Social Security, you still never get close to the point of 'I just wish I hadn't earned the dollar.'"



Read more: How to Collect Social Security and Keep Working - SmartMoney.com http://www.smartmoney.com/personal-finance/retirement/how-to-collect-social-security-and-keep-working-1300723105203/#ixzz1HLZMwOwm

Use These Tax Breaks Before the End of the Year (Kiplingers)

Take Advantage of These Stimulus Breaks Soon
Posted Thu Sep 3, 11:05 am ET
Provided by:


The economic-stimulus plan that President Obama signed into law February 17 includes several tax breaks that will expire in the next few months. Some of these breaks are for big purchases, which may require a few months' worth of planning. And people who lose their job in 2010 won't be able to take advantage of some stimulus-related benefits. Here's a reminder about a few key provisions that are scheduled to end soon -- including a major credit that disappears before the end of the year.

First-time home-buyer credit. The stimulus plan provides a tax credit of up to $8,000 for purchasing a first home between January 1 and November 30, 2009. Keep in mind that this break does not last through the end of the year -- you must close on the home no later than November 30.

You don't have to pay back the credit, as long as you live in your home for at least three years. You're considered a first-time home buyer if you (and your spouse, if you're married) haven't owned a home in the past three years. The credit begins to phase out if your modified adjusted gross income is more than $75,000 (or $150,000 if married filing jointly), and it disappears if your income exceeds $95,000 if you're single (or $170,000 if married filing jointly).

You don't need to wait until next April to get the money. After you close on the house, you can get the $8,000 refund quickly if you claim the credit for a 2009 purchase on an amended 2008 tax return (file Form 1040X.

Tax break for new-car purchases. If you're thinking about buying a new car, it may pay to do so before the end of the year. The stimulus plan lets you write off state and local sales taxes and excise taxes paid on up to $49,500 of the cost of a new car you buy between February 17 and December 31, 2009. If you live in a state that doesn't have a sales tax, you still get a tax break if your state imposes a flat fee on the purchase of vehicles or a fee based on the price you pay. The tax break applies to new (not used) cars, light trucks, motor homes and motorcycles. To qualify, your modified adjusted gross income must be less than $135,000 if you're single, or $260,000 if married filing jointly (the deduction starts to phase out if you earn more than $125,000 if single, or $250,000 if married filing jointly).

Two breaks for the unemployed will expire
COBRA subsidy. When you lose your job, you can generally remain on your employer's health-insurance coverage for up to 18 months, as long as you pay the full premium yourself. The stimulus provides a subsidy that covers 65% of the COBRA premiums for up to nine months after you lose your job. But this break applies only if you lose your job by December 31, 2009. You won't get the break on premiums if you lose your job in 2010.

Breaks for unemployment benefits. The stimulus also provides an extra $25 in weekly unemployment checks until December 31, 2009, and lets you exclude up to $2,400 in unemployment benefits from your taxes in 2009. But neither of these provisions has been extended yet to apply to 2010.

Some of these breaks could be extended into 2010, but it seems unlikely at the moment. "Extension of these items has not yet been included in any major tax bills," says Mark Luscombe, principal analyst with CCH, a tax-publishing firm. "As talk continues of the recession ending this quarter, it appears more likely that at least the new tax breaks on the list may be allowed to expire, as was just done with the 'cash for clunkers' program. If, however, as the fall progresses, concern about the health of the economy continues, some of these provisions could be considered for extension."

Obama Kids Tax Shelter 529 College Plan (WSJ)

FAMILY FINANCES APRIL 18, 2009

Obamas Pump Up College Savings
Parents Make Big Upfront '529' Investment for Their Daughters' Tuition
Article

By JANE J. KIM
Malia and Sasha Obama's college education appears to be taken care of in a massive contribution that the president and first lady made to a "529" college-savings plan in 2007.

But like everyone else, they have likely suffered big losses.

According to their 2008 tax returns, the Obamas took advantage of a unique feature of 529 plans that allows account owners to front-load five years' worth of contributions, $240,000 in total for the two girls. They did so without triggering gift taxes -- now levied on any gift exceeding $13,000 a year. Form 709, the federal gift-tax form, shows that Barack and Michelle Obama made equal contributions of $120,000 each, or $60,000 to each of the two children in 2007.

Senate disclosure forms released last year show that the contributions were made to Illinois's adviser-sold Bright Directions College Savings Program, in two age-based growth portfolios, which are designed to become more conservative the closer the child is to attending college. Assuming that the Obamas haven't changed their investments, one of those portfolios has lost roughly 35% in the past year through March, while the other one is down about 27%.


The filings offer a peek into how the Obamas are planning to pay for college for their daughters, Malia, now 10, and Sasha, seven. College tuition has soared in recent years, with average tuition and fees at private four-year colleges hitting $25,143 for the 2008-2009 academic year, according to the College Board. Meanwhile, average in-state tuition and fees at four-year public universities jumped to $6,585, up 6.4% from the previous year.

In recent years, tax-advantaged 529 plans have become a popular college-savings vehicle for many parents. In a 529 plan, savers put after-tax dollars into an account that typically offers a wide range of mutual funds.

Distributions and earnings are tax-free as long as they are used for higher education. Investors can invest in any plan, although they may get an additional state tax break if they invest in their own state's plan. The Illinois 529 plan, for example, offers a state-tax deduction for contributions.

A spokesman for the White House confirms that a payment was made in 2007 and that the payment, for reporting purposes, will be prorated over five years.

By front-loading five years' worth of contributions, the Obamas also are cutting possible future taxes on their estate since they have gotten $240,000 -- and any future appreciation on that amount -- out of their estate, says Tom Ochsenschlager, vice president of taxation at the American Institute of Certified Public Accountants, or AICPA.

To be sure, not every family has the means to sock away as much money into 529 plans. The five-year gift election is typically used by wealthy individuals or grandparents who want to help pay for college while reducing their taxable estates, says Joe Hurley, founder of Savingforcollege.com. "Most parents don't have that kind of money to put in all at once."

While the Obamas' investments are down with the bear market, there is a silver lining for investors in these plans. Investors who are underwater can liquidate the plan without penalties or taxes. Losses can be claimed as a miscellaneous itemized deduction, which can help reduce investors' taxes to the extent those deductions exceed 2% of their adjusted gross income, Mr. Hurley notes. Those who are in the alternative minimum tax, however, are out of luck since miscellaneous itemized deductions aren't usable under the AMT.

Write to Jane J. Kim at jane.kim@wsj.com

Copyright 2008 Dow Jones & Company, Inc. All Rights Reserved

Don't Overlook These Last Minute Tax Tips (Turbotax & Kiplingers)

The 11 Most Overlooked Tax Deductions
Don't overpay taxes by overlooking tax deductions. See the most common errors taxpayers make on their tax returns. TurboTax helps you find tax deductions you may have overlooked. If you miss claiming a tax break, you are overpaying the IRS.


Get your share of the $1 trillion
Every year, the IRS dutifully reports the most common blunders taxpayers make on their returns. And every year, at or near the top of the list, is forgetting to enter a Social Security number or making a mistake when entering the nine digits that identify us to IRS computers.

Before you bemoan such foolishness, ask yourself a simple question: Is that the most common error, or just the most easily noticed goof?

Who knows how many people forgot—or never knew about—a deduction that could save them money? That’s not the kind of thing over which government bean counters lose a lot of sleep.

No doubt about it: The opportunity for mistakes is almost unlimited. The most recent numbers show that about 46 million of us itemized deductions on our 1040s—claiming nearly 1 trillion dollars’ worth of deductions. That’s right: $1,000,000,000,000! Another 85 million taxpayers claimed more than half a trillion dollars’ worth of standard deductions. Some of those who took the easy way out probably shortchanged themselves. (If you turned 65 in 2008, remember that you deserve a bigger standard deduction than younger folks.)

Years ago, the head of the IRS told Kiplinger’s Personal Finance magazine that he figured millions of taxpayers overpaid their taxes every year by overlooking just one of the money-savers listed below. Without further ado, here are our 11 most overlooked tax deductions. Claim them if you deserve them, and keep more money in your pocket.

1. State sales taxes
This write-off makes sense primarily for those who live in states that do not impose an income tax. You must choose between deducting state and local income taxes, or state and local sales taxes. For most citizens of income-tax states, the income tax deduction usually is a better deal. IRS has tables for residents of states with sales taxes showing how much they can deduct. But the tables aren’t the last word.

If you purchased a vehicle, boat or airplane, you get to add the state sales tax you paid to the amount shown in IRS tables for your state, to the extent the sales tax rate you paid doesn’t exceed the state’s general sales tax rate. The same goes for home building materials you purchased. These items are easy to overlook. The IRS even has a calculator on its Web site to help you figure out the deduction, which varies by your state and income level.

2. Reinvested dividends
This isn’t really a deduction, but it is a subtraction that can save you a lot of money. This is the break former IRS Commissioner Fred Goldberg told Kiplinger’s that lots of taxpayers miss. If, like most investors, you have mutual fund dividends automatically invested in extra shares, remember that each reinvestment increases your “tax basis” in the fund. That, in turn, reduces the taxable capital gain (or increases the tax-saving loss) when you redeem shares.

Forgetting to include the reinvested dividends in your basis—which you subtract from the proceeds of sale to pinpoint your gain—means overpaying your tax. TurboTax Premier and Home & Business tax preparation solutions include a very cool tool—Cost Basis Lookup—that will figure your basis for you and make sure you get credit for every dime of reinvested dividends.

3. Out-of-pocket charitable contributions
It’s hard to overlook the big charitable gifts you made during the year by check or payroll deduction. But the little things add up, too, and you can write off out-of-pocket costs you incur while doing good deeds. Ingredients for casseroles you regularly prepare for a nonprofit organization’s soup kitchen, for example, or the cost of stamps you buy for your school’s fundraiser count as a charitable contribution. If you drove your car for charity in 2008, remember to deduct 14 cents per mile(if driving to aid victims of the floods and tornadoes in the Midwest, you can deduct 35 cents per mile for driving during the first half of the year, and 41 cents per mile for driving during the last six months).

4. Student loan interest paid by Mom and Dad
Until recently, if parents paid back a student loan incurred by their children, no one got a tax break. To get a deduction, the law held that you had to be both liable for the debt and actually pay it yourself. But now there’s an exception. If Mom and Dad pay back the loan, the IRS treats it as though they gave the money to their child, who then paid the debt. So a child who’s not claimed as a dependent can qualify to deduct up to $2,500 of student loan interest paid by Mom and Dad.

5. Moving expense to take first job
Here’s an interesting dichotomy: Job-hunting expenses incurred while looking for your first job are not deductible, but moving expenses to get to that first job are. And you get this write-off even if you don’t itemize. If you moved more than 50 miles, you can deduct the cost of getting yourself and your household goods to the new area, including 19 cents per mile for moves during the first six months of 2008, and 27 cents per mile for job move-related driving after June 30 (plus parking fees and tolls) for driving your own vehicle.

6. Military reservists' travel expenses
If you are a member of the National Guard or military reserve, you may earn a deduction for travel expenses to drills or meetings. To qualify, you must travel more than 100 miles and be away from home overnight. If you qualify, you can deduct the cost of lodging, half the cost of your meals, 50.5 cents per mile for qualifying driving during the first six months of the year and 58.5 cents per mile for qualifying driving after June 30, plus any parking or toll fees for driving your own car. You get this deduction whether or not you itemize.

7. Child care credit
A credit is so much better than a deduction—it reduces your tax bill dollar for dollar. So missing one is even more painful than missing a deduction that simply reduces the amount of income that’s subject to tax.

But it’s easy to overlook the child care credit if you pay your child care bills thorough a reimbursement account at work. Until a few years ago, the child care credit applied to no more than $4,800 of qualifying expenses. The law allows you to run up to $5,000 of such expenses through a tax-favored reimbursement account at work.

Now, however, up to $6,000 can qualify for the credit, but the old $5,000 limit still applies to reimbursement accounts. So if you run the maximum $5,000 through a plan at work but spend more for work-related child care, you can claim the credit on up to an extra $1,000. That would cut your tax bill by at least $200.

8. Estate tax on income in respect of a decedent
This sounds complicated, but it can save you a lot of money if you inherited an IRA from someone whose estate was big enough to be subject to the federal estate tax. Basically, you get an income tax deduction for the amount of estate tax paid on the IRA balance.

Let’s say you inherited a $100,000 IRA and the fact that the $100,000 was included in your benefactor’s estate added $45,000 to the estate tax bill. As you withdraw the money from the IRA and pay tax on it, you also get to deduct a proportional amount of the estate tax paid. If you withdraw $50,000 in one year, for example, you get to claim a $22,500 itemized deduction on Schedule A.

9.State tax you paid last spring
Did you owe tax when you filed your 2007 state tax return in the spring of 2008? Then remember to include that amount with your state tax deduction on your 2008 return, along with state income taxes withheld from your paychecks or paid via quarterly estimated payments.

10. Refinancing points
When you buy a house, you get to deduct points paid to obtain your mortgage in one fell swoop. When you refinance a mortgage, however, you have to deduct the points over the life of the loan. That means you can deduct 1/30th of the points a year if it’s a 30-year mortgage—that’s $33 a year for each $1,000 of points you paid. Doesn't seem like much, but why throw it away?

Also, in the year you pay off the loan—because you sell the house or refinance again—you get to deduct all the points not yet deducted, unless you refinance with the same lender. In that case, you add the points paid on the latest deal to the leftovers from the previous refinancing and deduct the expense, which is pro-rated over the life of the new loan.

11. Jury pay paid to employer
Some employers continue to pay employees’ full salary while they are doing their civic duty, but ask that they turn over their jury fees to the company coffers The only problem is that the IRS demands that you report those fees as taxable income. You’ve always had a right to deduct the amount so you weren’t taxed on money that simply passed through your hands.


Updated for tax year 2008

Tips on Reducing Your Tax Bill

10 Tips on How To Cut Your Income Tax Bill ( from NY Life )

Before you file your 2008 income tax return with the IRS, review these ten tax tips. Between some tax deductions here, and a tax credit or two there, you could shave thousands of dollars off your tax bill. So, do your homework, and be sure to talk to your accountant or other tax advisor to make sure you qualify.

Start With Tax Credits1

See if you qualify for any of these four tax credits. (A tax credit is powerful money. It lets you deduct the amount from your tax bill … not just from your taxable income!)



1. Earned Income Tax Credit: You may have not been eligible in the past. However, if your income decreased in 2008, this credit, worth a maximum of $4,824, is worth a second look. Even if it didn’t, the IRS says that a quarter of all eligible taxpayers fail to take this credit2.

2. Child Tax Credit & Personal Exemption: If you have minor children, you may be eligible for an additional $1,000 credit on top of the regular $3,500 exemption you can claim for each dependent. Adults can also claim $3,500 each as a personal exemption. There are income limits and other qualifying criteria3.

3. First-Time Homeowner Credit: This is really a no-interest loan from Uncle Sam. If you bought -- or will buy -- a home on or after April 9, 2008, and before December 1, 2009, and didn't own a home during the three years preceding the purchase, you may be eligible. For qualifying purchases made in 2008, the maximum amount of the credit equals either 10% of the home's price or $7,500 ($3,750 if you are married, but filing separately), whichever is less. One hitch: You must repay the “credit” over 15 years by either owing more in taxes or receiving a smaller refund.

4. Recovery Rebate Credit: If (A) you didn’t qualify for the full $600 or $1,200 from last year’s Economic Stimulus Act and (B) if your income changed substantially between 2007 and 2008, you may now be able to collect that money. Worth finding out.



Savings & Tax Deductions

The government also offers opportunities to reduce your taxable income by deductions. These include the following:



5. Your 2008 IRA Contribution: You have until April 15, 2009 to contribute up to $5,000 each for you and your spouse for 2008 (add another $1,000 for each person age 50 or older). If you contribute to a traditional IRA, you may be able to deduct all or a portion of that amount, depending on whether you participate in an employer-provided retirement plan and your adjusted gross income. If you contribute to a Roth IRA, however, you cannot deduct your contributions (though all your qualified distributions will be received tax-free). A “qualified distribution” is any distribution from a Roth IRA that meets the following two tests:
Five-Year Test: The five-year test is satisfied beginning on January 1 of the fifth year after the first year for which you made a contribution to a Roth IRA. If you made your first Roth IRA contribution for 2004, for example, any distribution from a Roth IRA will satisfy the five-year test if the distribution occurs on or after January 1, 2009.
Type of Distribution: Even after you meet the five-year test, only certain types of distributions are treated as qualified distributions. There are four types of qualified distributions:
Distributions made on or after the date you reach age 59½
Distributions made to your beneficiary after your death
If you become disabled, distributions attributable to your disability
"Qualified first-time homebuyer distributions"
6. Your 2009 IRA Contribution: You have until April 15, 2010, to make this contribution. You can make it in one lump payment then, or you can spread it over the next 12 months.

7. Kiddie-tax Limits: For 2008, a child under age 19 (or 24 if a full-time student) can earn up to $1,800 in investment income (up $100 from 2007). Above that amount, earnings are taxed at the parent’s rate.

8. Real Estate Tax Deduction: There is an additional standard deduction for those who don’t itemize their deductions, but pay real estate taxes. The additional deduction amount is equal to the amount of real estate taxes paid, up to $500 for single filers or $1,000 for joint filers. This deduction is available for the 2008 and 2009 tax years and increases your standard deduction.

9. Tuition and Fees Deduction: You may be able to deduct qualified tuition and required enrollment fees up to $4,000 that you pay for yourself, your spouse or a dependent. You do not have to itemize to take this deduction. However, you cannot take both the tuition and fees deduction and education credits (Hope & Lifetime Learning Credits) for the same student in the same year. Income limits and other special rules apply.

10. Taxpayers over age 65: Married taxpayers can add $1,050 to the regular standard deduction and singles will get an additional $1,3504.


Two More Things to Remember

First, the above contains general tax concepts only. Before doing anything, please talk to a qualified tax advisor.

Second, if you need info and ideas about IRAs,Individual 401ks, annuities, municipal bonds, and other tax-advantaged investments, please get in touch.

1Tax Credits Worth Pursuing This year, SmartMoney.com (January 2009)
2Ten Things You May not Know About the Earned Income Tax Credit, Internal Revenue Service (January 2009)
3A Sneak Peak at 2008 Tax Savings, MSNBC.com (9/27/07)
4IRS Reminder: Make Use of Recent Tax Law Changes for 2008…Internal Revenue Service, IRS.gov (December 2008)
*Issued by New York Life Insurance and Annuity Corporation (A Delaware Corporation)

Hidden Tax Tips for Entrepreneurs (Business Week)

Small Business Financing February 17, 2009, 4:43PM EST

Hidden Tax Tips for Entrepreneurs
Twenty-five tax deductions you may not have heard of—but should
By John Tozzi

Are you missing tax deductions you're entitled to? Small business owners, self-employed workers, and independent contractors can write off many legitimate business expenses immediately, reducing the amount of income on which they pay taxes. But if you overlook applicable deductions or fail to keep adequate records that will back up your write-offs during an audit, you give up opportunities to cut your tax bill.

The Schedule C tax form used by sole proprietors to report business profit or loss has 21 line items for business expenses—including such catch-all categories as "office expense," "supplies," and "other expenses." The tax forms for partnerships, LLCs, and S-corps are similarly broad. "It doesn't even begin to hint at all the things that a business can legitimately deduct," says Bernard Kamoroff, a certified public accountant and author of 422 Tax Deductions for Businesses & Self Employed Individuals. Don't expect your accountant to find all the deductions you qualify for—your accountant doesn't know your spending as intimately as you do.

Kamoroff says business owners can reduce their tax bills by deducting expenditures that the Internal Revenue Service doesn't explicitly outline, but are nonetheless legitimate business expenses. In general, a purchase must be "ordinary and necessary" in your trade to be deductible. Few of the often-overlooked write-offs on their own will cut your tax bill substantially, but in aggregate, they can be worth the time and effort to track and deduct them. "They're all nickel dime, but boy they can add up," Kamoroff says.

Vehicle Deductions Often Overlooked
There are a few big deductions that can significantly reduce your tax bill if you qualify. New investments of up to $250,000 in equipment, vehicles, or software can be written off immediately, rather than depreciated over future years, under the Section 179 deduction. If you have a home office that you use exclusively as your primary place of business, you can deduct costs for the business use of your home. And if you use your car or truck for business, you can deduct work-related expenses for gas, maintenance, insurance, and other costs, either using the IRS's standard mileage rate or by calculating the actual costs. The home office and vehicle deductions are two of the most overlooked write-offs, according to the National Association for the Self-Employed.

Small business owners who travel for business may also deduct some of their travel costs. Business-related meals and entertainment are only 50% deductible, although you can't write off expenses that are considered "lavish and extravagant." If your trip is exclusively for business, lodging and transportation costs are fully deductible. If the trip mixes business and personal matters, you may still be able to write off some business-related expenses.

Aside from big write-offs like travel or home-office deductions, plenty of other expenditures can save you money on taxes. If more than half your cell phone use is for business, you can deduct the cost of the business-related calls. Write off your Web hosting and domain name charges. And deduct the cost of business-related books, magazines, and newspaper subscriptions.

Meticulous Records a Must
The key to taking these small deductions is keeping track of your expenditures, so that you can show an auditor that your write-offs are truly business-related. "It is very important that they keep meticulous records, because the IRS is going to be pretty aggressive," says Chas Roy-Chowdhury, head of taxation for the Association of Chartered Certified Accountants. But business owners who take legitimate deductions, and have the receipts, invoices, or other records to back them up, can maximize their tax savings.

Tax Deductions You've Never Heard Of
Are you leaving tax savings on the table? Plenty of legitimate business expenses aren't spelled out by the Internal Revenue Service. It's up to you to find them—and keep records that will show they're reasonable if you get audited. Most "ordinary and necessary" business expenses can be deducted, says Bernard Kamoroff, a CPA and author of "422 Tax Deductions for Businesses & Self-Employed Individuals." Here are 25 write-offs Kamoroff identifies that you may qualify for without even knowing. When in doubt, check with your accountant to see if these apply to you.

ATM Fees, Credit-Card Fees, and Interest
You can deduct ATM fees, credit-card fees, and other bank charges incurred on your business accounts.

Category this deduction falls into: Office expenses; interest

Books, Magazines, and Newspapers
Business-related books and subscriptions to magazines, newspapers, and trade publications are deductible.

Category this deduction falls into: Office expenses

Business Cards

Deduct the cost of business cards for yourself and your employees.

Category this deduction falls into: Office expenses

Cell Phones
If more than half of your cell-phone use is for business, you can deduct that proportion of the cost, up to the full amount if you have a dedicated cell phone for your company. But if you use your cell phone for business less than half the time, you can't deduct it.

Category this deduction falls into: Office expenses

Child Care
If you offer employees child care, you can deduct the cost. You can offer employees up to $5,000 a year in dependent-care benefits that are excluded from their wages, tax-free to them and deductible for you. Employees may qualify for other dependent-care tax credits. For more, check the IRS guidelines.

Category this deduction falls into: Employee benefit programs


Cleaning Service

The cost of a cleaner or janitor to maintain your place of work is deductible.

Category this deduction falls into: Office expense


Coffee and Snacks
Write off what you pay to keep yourself and your staff caffeinated. Other small office snacks are deductible, but meals for yourself are not, and the cost of meals provided to employees can only be deducted if there's a business reason for having them eat at work.

Category this deduction falls into: Office expenses

Company Parties
Deduct the entire cost of a party where all employees are invited. Other business parties or events that are thrown to promote the business are considered entertainment, and are therefore 50% deductible.

Category this deduction falls into: Office expense, entertainment.

Disabled Access
Small businesses can get credits and deductions for the cost of making their place of business accessible to people with disabilities. For more information, see the IRS guide.


Domestic Production
Even nonmanufacturers may qualify for a break called the Domestic Production Activities Deduction. Firms including architects, engineers, software makers, and film producers all may be eligible for this deduction, which is equal to 6% of net income from domestic production activities. It maxes out at 50% of W-2 wages, however, so non-employer firms don't qualify. For more, see the IRS instructions.

Dues
Deduct membership fees in trade organizations, professional groups, and chambers of commerce. Portions of dues that are for political lobbying are not deductible, and dues for political clubs or recreational groups aren't business expenses and can't be deducted.

Category this deduction falls into: Other expenses

Garbage Pickup
If you pay to have your trash hauled, you can deduct the cost. Some manufacturers may have to add this to the cost of inventory.

Category this deduction falls into: Utilities


Greeting Cards
Greeting cards to clients and prospects count as tax-deductible expenses.

Category this deduction falls into: Office expenses

Internet Access
You can deduct the cost of your Internet access, but if you use the connection for both business and personal purposes, you can only deduct the amount used for business.

Category this deduction falls into: Office expenses

Lists
If you buy or rent lists of e-mail addresses, mailing addresses, or phone numbers, you can write off the cost.

Category this deduction falls into: Advertising

Parking and Tolls
Business-related parking costs beyond what you pay to park at your regular place of work are deductible, as are tolls paid during business travel. Parking violations and other tickets are not.

Category this deduction falls into: Car and truck expenses

Postage and Mailing
Stamps, other mailing costs, and the cost of renting post-office boxes are deductible.

Category this deduction falls into: Office expenses


Research and Development
You can deduct the cost of developing new products or improving existing ones. For more on this, see this IRS article on R&D deductions.

Category this deduction falls into: Other expenses


Retirement Plans

Contributions to tax-deferred retirement plans such as IRAs or Self-Employed Pensions can reduce your tax bill, because that income won't be taxed until you withdraw it from the account. You can count contributions to these plans made through Apr. 15, 2009 for the 2008 tax year. You can also deduct contributions made to employee retirement plans. For more information, see the IRS instructio


Seminars, Classes, and Training
Education that improves your knowledge and skills in your current business is deductible, but training for an unrelated trade is not. Employers can fully deduct the cost of job-related education for their workers. Employers who pay for nonjob-related education for workers can write off up to $5,250 as part of a formal educational assistance program.

Category this deduction falls into: Other expenses, employee benefit programs


Shipping
If you pay for customers' shipping and handling on the goods you sell, you can deduct those costs.

Category this deduction falls into: Other expenses.


Software
The cost of software can be depreciated over three years or deducted immediately under the Section 179 expensing, which lets you write off up to $250,000 in capital expendiutures.

Category this deduction falls into: Office expenses or depreciation.


Tax Preparation
You can deduct what you pay a tax preparer for the business portion of your taxes.

Category this deduction falls into: Legal and professional services

Trade Shows
Write off the entrance fees for trade shows, conferences, and other industry meetings. Travel costs and meal expenses may be deductible under the rules for business travel.

Category this deduction falls into: Other expenses


Web site
Deduct your hosting fees and the cost of your domain name. You can generally deduct the cost of designing and setting up your Web site as well, although expensive Web sites may have to be depreciated over three years.

Category this deduction falls into: Advertising










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Steps You Can Take in A Market Decline (WSJ)

THE INTELLIGENT INVESTOR MARCH 4, 2009
Tempest-Tossed? Take Some Control
By JASON ZWEIG

In normal times, the best advice after a market decline is "Don't be afraid." But these are not normal times, and anyone who is not afraid after a 50% market decline has a few screws loose. The trick is to channel your fear into sensible action that will improve your financial future.

Instead of big impulsive steps you may regret later, you should take small and careful steps that will make you feel you have taken charge. Mental-health experts have found that merely believing you have some control over a painful situation is enough to make the pain more bearable. At a time like this, taking a little bit of action can give you a lot of comfort -- both as an immediate salve for your market wounds today and as a portfolio strengthener in the years to come.

For investors, that means being deliberate in everything you do and making sure that all your decisions are gradual and incremental, rather than sudden and drastic. Call it "smart panic" -- calculated actions that free you from the chains of inertia without compelling you to go haywire.

Normally, inertia keeps investors locked into all their investments, good and bad. As Sir Isaac Newton might have put it, an investor at rest stays at rest, and an investor in motion stays in motion, unless acted upon by an outside force. Severe losses can shock any investor out of inertia, often in destructive ways.

Here is a list of constructive steps you can take instead:

Inventory all your assets. The stock market has lost half its value -- but chances are that when you properly measure the performance of all your investments, you will see that your portfolio as a whole is down considerably less. Use an Excel or Google spreadsheet, even just pencil and paper, to tally up all your cash, bonds, stocks, funds and other investments. Only by taking inventory of everything you own can you tell how well or poorly your wealth has held up. In the process, you will also see -- perhaps for the first time -- how well you are diversified. This advice may seem simplistic, but over the years I have met very prominent investors who actually have no idea what they own. If they could benefit from this step, so can you.

Get an upgrade. By erasing your capital gains, the bear market has taken away much of the tax liability that might have entrapped you in an overpriced mutual fund with an underperforming manager. Now you can ditch it and replace it with what you should have held all along: a low-cost index fund (or if you do not invest regularly each month, an exchange-traded fund). Steve Condon, investment director at Truepoint Inc., a wealth-advisory firm in Cincinnati, points out that this will not only lower your annual expenses and your tax bill, but is likely to raise your return when the stock market does recover. That's because the managers of active stock funds have raised their cash levels to an average of nearly 6% of assets, while index funds always keep all their assets in the market.

Change your new money, not your old money. In your 401(k), you could leave your existing positions in stock funds as they are. Bailing out completely is not the only option for reducing your exposure to stocks. You can take your new contributions from future paychecks and direct them into an investment-grade bond fund. You can always reverse this decision later; to make sure you remember, mark your calendar to review the choice one year from now.

Move your dividends. If you own a stock fund, you aren't obligated to reinvest your dividend distributions in more shares of the same fund. Instead, you can deposit them into a bond or money-market fund. That, says finance professor Meir Statman of Santa Clara University, may be less psychologically painful than having to dump the stock fund in its entirety. "You're turning the dividends into 'fresh money' that doesn't have the taint of loss," he says.


Move on tiptoe. If you can't take the pain of being in stocks anymore, then get out -- an inch at a time. Set up an automatic withdrawal plan with your mutual fund or brokerage account, selling a fixed dollar amount each month for, say, the next five years. Take comfort from the fact that you can stop it, decrease it or raise it at any time. Tiptoeing your way out is a move that's easy and cheap to change. Bailing out of the market in one fell swoop, however, is a step that's difficult and expensive to reverse. Besides the commissions you can face, there's a high psychological cost to the regret you may later incur from any impetuous action.

Sell stocks to erase debts. If you do move money out of the stock market, think first about what you should do with the proceeds. One of the smartest possible uses for the money: getting rid of your credit-card debt. With the interest rates on credit-card balances averaging 10% to 13%, this move gives you what New York City financial planner Gary Schatsky calls "an exceptionally high, guaranteed rate of return." According to the Federal Reserve Board, the median credit-card balance, among families that carry one, is $3,000. The median holding in stocks and mutual funds, on the other hand, was $73,000 in 2007. Let's assume that the value of those investments has since fallen by half, to $37,000. Then selling just 10% of their portfolio of stocks and funds would not only make many families feel better; it could get them out of credit-card debt. (With today's low mortgage rates, credit cards are the liability to attack first.)

Smarten up your cash. Designate the cash part of your portfolio as the "risk-free bucket." That way, you can know that at least one portion of your money will be absolutely safe. Allan Roth, a financial planner with WealthLogic LLC in Colorado Springs, Colo., points out that with inflation approaching zero, five-year certificates of deposits yielding up to 4.5% offer "a very high real return." (You can start your search for them at bankdeals.blogspot.com.) Make sure that the bank or credit union offering the CD is backed by the Federal Deposit Insurance Corp. or the National Credit Union Administration; double-check at www.fdic.gov or www.ncua.gov. Many investors don't realize that the FDIC and NCUA will insure an IRA separately for up to $250,000 if it is invested in a deposit account like a CD. Putting a high-yielding CD in a retirement vehicle is tax-smart, to boot.

Email: intelligentinvestor@wsj.com
Printed in The Wall Street Journal, page D1
Copyright 2008 Dow Jones & Company, Inc. All Rights Reserved

This copy is for your personal, non-commercial use only. Distribution and use of this material are governed by our Subscriber Agreement and by copyright law.

Saving on Taxes This Year (from WSJ) and Election Economics

Use the IRS to Ease the Bear's Big Bite

By Tom Herman, The Wall Street Journal
Last update: 9:38 a.m. EDT Aug. 19, 2008

Even for many of the nation's most sophisticated investors, this has been an unusually painful year. But there are valuable tax-saving strategies to consider that may help ease the sting.
As painful as it is to lose money, investment losses can reduce taxes significantly. For example, many investors can benefit by using a technique known as "tax-loss harvesting," or selling losers in order to offset gains on their winners -- and, in some cases, regular income, too.
"In these volatile markets, we're constantly harvesting losses" for clients, says Nadine Gordon Lee, president of Prosper Advisors, a wealth-management firm based in Armonk, N.Y.
To be sure, never make any investment move exclusively for tax reasons, warns Bob Gordon, president of Twenty-First Securities and co-author of the book "Wall Street Secrets for Tax-Efficient Investing." "Don't let the tail wag the dog," he says.
But don't make important investment moves without at least considering the tax implications.
Here's a primer on the capital-gains rules, including a peek at what may lie ahead next year.

The Basics

Investors can offset capital losses against gains on a dollar-for-dollar basis, with no upper limit. Suppose you sold a stock early this year that you purchased years ago, and your profit was $5,000. Now, you sell another stock for $5,000 less than you originally paid for it. Put the two together, and your net gain is zero. That means no capital-gains tax on your earlier gain.
Now suppose you have capital losses but little or no gains. If your losses are bigger than your gains, or if you don't have any gains, you typically can deduct as much as $3,000 of your net losses from your other income, such as wages, dividends and interest. (The limit is $1,500 if you're married and filing separately from your spouse.) Additional loss amounts are carried over into future years. Thus, if you were thinking of a selling a loser anyway, this could be a good time to pull the trigger.
These rules once prompted a memorable query from a reader. He had amassed $2.1 million of stock-market losses and was searching for a woman with large capital gains who would be interested in marriage. "My CPA tells me it is not necessary to live together, and a divorce can be had after the tax loss is used up," he wrote.
Some investors assume there is only one capital-gains tax rate: 15%. Wrong.
The rate can depend on several factors. If you sell a stock or mutual fund you've owned for a year or less, that's considered a short-term gain, and it's typically subject to tax at higher ordinary income-tax rates.
Under a provision that became effective Jan. 1, investors in the two lowest ordinary income-tax brackets may qualify for a long-term capital-gains rate of zero. (Tax-preparation software can help you figure this out.) Separately, the top rate on long-term gains from art and collectibles is 28%.
For more on this and related issues, see IRS Publications 550 and 564 ( irs.gov).
If you're planning to make a gift of stock to your favorite charity, pick your holdings with long-term gains (investments you've held for more than one year), says Tim Hanford, a tax consultant in Bethesda, Md. If you itemize your deductions, you typically can deduct the stock's fair market value -- and you won't owe capital-gains tax on the appreciation.
But don't donate a stock that's dropped in value, Ms. Lee says. Instead, consider selling it, use the loss to save taxes, and donate the proceeds to your favorite charity.

Wash Sales

A wash sale typically occurs if you sell a stock or some other security at a loss and then buy the same thing, or something "substantially identical," within 30 days of the sale. (That means 30 days before or after the sale, not just 30 days after.) Violate this rule, and you can't deduct your loss. Instead, you're supposed to add the disallowed loss to the cost of the new stock, and that becomes your basis in that stock.
To avoid trouble, don't buy the same security, or something substantially identical, within the specified period. Wait until later or pick something else. Even this can get tricky, though, since it's not always clear how to define "substantially identical."
Many readers over the years have asked me whether they could get around the wash-sale rule by selling a stock at a loss in a regular taxable account and then buying it back right away for a retirement account.
No, says the IRS. That violates the wash-sale rule.

The Outlook

Sen. Barack Obama, the Democratic candidate for president, proposes raising the top 15% capital-gains rate to 20% for families making more than $250,000, says Jason Furman, the senator's economic policy director. Mr. Furman says the higher rate would apply to only about 2% of the nation's households. Aides also say the Obama plan wouldn't raise any taxes on couples making less than $250,000 a year, nor on any single people with income under $200,000 -- not income taxes, capital-gains taxes, dividend or payroll taxes.
In contrast, Sen. John McCain, the Republican candidate, strongly opposes raising capital-gains tax rates. He also has called for retaining the current federal income-tax rates and believes that raising taxes in these troubled economic times would be exactly the wrong economic prescription.
Some investment advisers think Sen. McCain, if elected, eventually would compromise with a Democratic-controlled Congress on a higher capital-gains rate.

Should you sell winners to take advantage of this year's low rates? Several investment managers say it's premature to act now, unless you'd planned to sell those stocks anyway, because there's uncertainty about how the elections will come out -- and what the effective date of higher rates might be.

Email: forum.sunday03@wsj.com