When Big Tax Breaks Aren't Worth the Hassle

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When Uncle Sam gives you something for nothing, it usually pays to take it. But when tax-favored accounts come with big strings attached, it's a completely different story -- and you might well be better off saying sayonara and going your own way.

401(k) horror stories
The tax break that offers the biggest potential savings for most people is their 401(k) plan. With the opportunity to save as much as $16,500 in 2009 -- $22,000 for those 50 or over -- the 401(k) dwarfs alternatives like the IRA in the amount you can shelter from tax and set aside for retirement.

The problem with the 401(k), though, is that it requires employers to cooperate with their employees. Unfortunately, when it comes to providing a high-quality plan for their workers, many employers don't hold up their end of the bargain. To keep from having to spend a lot on administrative costs, some employers choose plan providers that offer inexpensive packages. The trade-off, though, is that those providers may then restrict workers to costly investment options that help the providers recoup the profits they give up by offering the employer a break.

Getting an education the hard way
Problems with 401(k) plans have been around for years, but more recently, another tax-favored account has raised some of the same problems. The 529 plans help parents save for their children's education by offering tax-free growth on money that they eventually use for educational purposes. With each state offering at least one plan, you can choose from dozens of different 529 plans from across the country. Often, though, going with a plan from your own state will give you additional benefits, such as a break on your state income tax.

Again, though, there's a catch. Once you choose a 529 plan, you're typically locked into a fixed menu of investments. And if those investments are bad, you may find yourself locked into a situation that will hurt your finances.

What all this means is that you end up paying for what was intended to be a free tax benefit. The question, therefore, is whether the benefit is worth the cost.

When you don't need the break
Sometimes, the answer is no. With a 401(k), for instance, if you only plan to save $5,000 or less toward retirement and your employer doesn't offer a match or profit sharing, then investing in an IRA gives you full flexibility and can leave you better off. Similarly, 529 alternatives like Coverdell ESAs and even custodial accounts may offer similar tax advantages without the investment restrictions.

But if you're getting a match or you want to take full advantage of all your tax-favored options, then you won't want to give up on 401(k) and 529 plans. Instead, there's one tip that can make or break your finances.

Look for the best investment
Even in a plan where most of your options stink, you can usually find at least one choice that isn't terrible. If your plan offers one good fund, then you might want to concentrate on that -- even if it doesn't give you the diversification you need.

For instance, say your plan offers an S&P 500 index fund along with high-cost actively managed funds. Putting all your money in the index fund may seem like a bad move because it leaves you concentrated in megacap stocks like Microsoft (Nasdaq: MSFT) and Wells Fargo (NYSE: WFC) without giving you exposure to other asset classes.

But you can use other accounts to round out your portfolio. For instance, if your 401(k) is stuck in a large-cap U.S. index fund, then you can use a regular discount brokerage account to buy individual small-cap stocks like Volcom (Nasdaq: VLCM) and Under Armour (NYSE: UA) or an international exchange-traded fund such as Vanguard Emerging Markets (VWO), which counts companies such as America Movil (NYSE: AMX), Teva Pharmaceutical (Nasdaq: TEVA), and Sasol (NYSE: SSL) among its holdings.

Similarly, if your plan has good offerings in the small-cap or international realm, then you can always buy an index fund or large-cap stocks on the side to add diversification.

You can make it work
It's annoying that so many 401(k) and 529 plans don't give you exactly the investment options you want. But if you try hard enough, you can create a well-rounded portfolio that takes your plan's investment limitations into account. By minimizing the cost of a bad plan, you can often reap the tax breaks you deserve without paying more than they're worth.

Higher taxes might be upon us soon. Learn about three ways you can beat them.

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No hassle is too great to keep Fool contributor Dan Caplinger from reaping every tax break he can find. He doesn't own shares of the companies mentioned in this article. Under Armour is a Motley Fool Rule Breakers selection. Microsoft is a Motley Fool Inside Value recommendation. Sasol is a Motley Fool Income Investor pick. America Movil and Sasol are Motley Fool Global Gains recommendations. The Fool owns shares of Under Armour and Volcom, which are Motley Fool Hidden Gems picks. The Fool also owns shares of Vanguard Emerging Markets Stock ETF. Motley Fool Options has recommended a diagonal call on Microsoft. Try any of our Foolish newsletters today, free for 30 days. The Fool's disclosure policy is never a hassle.

Comments from our Foolish Readers

Help us keep this a respectfully Foolish area! This is a place for our readers to discuss, debate, and learn more about the Foolish investing topic you read about above. Help us keep it clean and safe. If you believe a comment is abusive or otherwise violates our Fool's Rules, please report it via the Report this Comment Report this Comment icon found on every comment.

  • Report this Comment On November 13, 2009, at 5:32 PM, sailrmac wrote:

    Horrible advise. A 401k automatically deducts from your paycheck before you even see it. That alone makes it a better choice for most people than an IRA. When you give general advice you must factor in investor psychology. Stuff like this raises questions in investors minds and encourages them to do nothing.

  • Report this Comment On November 13, 2009, at 7:22 PM, xetn wrote:

    The individual investor can have their IRA provider automatically deduct money from their bank accounts. Maybe not as effective as deductions from your pay, but many companies allow you to automatically deposit money to more than one account, instead of just the total of your pay.

  • Report this Comment On November 13, 2009, at 9:07 PM, fuller1982 wrote:

    you gave some stock tips which wee nuts. to name a few :

    1 mco moodys was many accolades by motleyfool investors

    2 exbd corporate executive board is dirt

    3 hrp was recomended for an ira for 10 years and now its is in the trash can

    netgear is poor

    to name just a few of the usual two stocks recomended.

  • Report this Comment On November 13, 2009, at 9:10 PM, fuller1982 wrote:

    i actually did better on my own. why ae you killing walmart? is it because you have the right to freedom of speech?

    I am going to watch to see what costco will do in the next 3 years and compare it with walmart.

  • Report this Comment On November 14, 2009, at 1:28 PM, thisislabor wrote:

    Thank you for the article's insight, I never thought about it. It makes sense that companies would pick the plan that would offer them the lowest expenses for the 401(k)'s.

    You ought to do an article on how to differentiate between an employer who has picked a plan a high-quality plan for the employees, and a plan that the employees should be wary of.

    Thanks for the article.

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