Dictionary of Tax Deductions

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Edward A. Lyon, JD
TaxTuneup.com, Inc.
3416 Shaw Ave #5
Cincinnati OH 45208
513.321.2821

elyon@taxtuneup.com




Babysitter (See Dependent Care Credit)

Back Supports

Deductible Medical Expense subject to the 7.5% floor.

Bad Debts

Bad debts are deductible from gross income in the year the debt becomes worthless"

  • Business debts are a deductible Business Expense on Schedule C, Form 1065, or your corporate return. Bad debts include billings you report under the accrual method but never collect. But they don't include invoices you just don't collect.

  • Personal debts are a deductible short-term Capital Loss on Schedule D.

  • If you guarantee a loan and wind up paying the bill, there's no immediate deduction. You'll need to try and collect from the deadbeat you guaranteed; if you can't collect from them, then deduct the loss.

This appears to be an IRS audit "hot button," so be sure to document the debt and the loss. To prove a bad debt, you'll have to show that it was a valid debt arising out of a debtor-creditor relationship. The funds you use to make the loan had to come from your income or capital. Finally, you'll have to point to some identifiable event that convinces you the debt is worthless.

Bad debts from family members are hard to prove; the IRS presumes they're actually gifts. You don't need to wait until the debt is actually due to claim the deduction--you can do so as soon as the debt becomes worthless.

If you choose to forgive the debt, the amount you forgive will become taxable to the borrower in the year you forgive the debt. This lets you take some revenge on the deadbeat. Simply send him or her a Form 1099 for the amount you forgive, and forward a copy to the IRS. This will document your deduction and stick the borrower with a tax bill.

Barter

Barter proceeds you receive from the trade of good or services without the use of cash is taxable as ordinary income.

Basis

Basis is a measure of cost for figuring Capital Gains and losses on the sale of a capital assets and investments. Your basis in the asset is your cost, plus any commissions or fees you pay to acquire the property, plus the cost of any subsequent improvements, minus any depreciation you take while you own the asset.

If you acquire an asset in a Tax-Deferred Exchange, your basis is the same as the asset for which you exchanged. If you received the asset as a gift, your basis is the same as it was for the giver; if you inherit it, your basis is its fair market value at the date of the decedent's death.

For more information, see IRS Publication 551, "Basis of Assets."

Basket Portfolios

Basket portfolios are a new wrinkle in managed money, and are entirely a creature of the Internet. These services let you buy a "basket" of up to 50 shares that you own individually, generally for a set fee per month. (Smaller investors may wind up with fractional shares that they trade through the basket sponsor. Internet and computer cost efficiencies make this sort of trading affordable.) This individual ownership lets you manage your taxes by offsetting winners and losers and choosing when to take your gains. Basket sponsors offer asset allocation and portfolio planning tools in addition to assembling the baskets. Some services let you trade entire baskets at specific times of day, while others let you buy and sell throughout the day.

Basket portfolio fees today range from $20 to $30 per month, depending on the number of baskets you buy. This means that an investor with $10,000 would pay a management fee of 3.6%; while an investor with $100,000 would pay 0.36%. Be sure to compare these fees with managed money alternatives before investing.

"Below the Line" Deductions (See Itemized Deductions)

Birth Control Pills (See Medical Expenses)

Blood Tests/Transfusions

Deductible Medical Expense subject to the 7.5% floor.

Bond

A bond is a negotiable promissory notes promising the return of a specified principal, at a specified time, along with a specified rate of interest. The two primary considerations in bond buying are credit quality, which measures the risk that the borrower will default, and maturity, which determines how the bond's price will fluctuate as interest rates rise and fall. There are literally thousands of bond issues available to investors. Government issues range from the U.S. Treasury to local agencies. Corporate bonds range from blue-chip giants to Internet start-ups. And foreign issues range from super-safe British gilts to speculative paper issued by former third-world colonies.

Bonds aren't tax-efficient because most of their total return comes from current interest, taxed immediately when you receive it. But current interest isn't the only tax consideration with a bond. That's because bond prices rise and fall as interest rates rise and fall. These price swings can generate capital gains when you sell the bond or it matures. A bond's total return consists of its annual income, plus or minus capital gain or loss. Since interest income is taxed today at ordinary rates, the greater the portion of total return that comes from current income, the less efficient the bond is. Generally, short- and intermediate-term bonds pay most of their total return in current income; long-term bonds pay more in capital gain.

Choose bonds because they make sense as part of your asset allocation -- your mix of equities, debt, and cash that determines the bulk of your investment return over time. But make sure you choose the most tax-efficient bonds for your own particular mix of taxable and tax-deferred assets. Your choices turn largely on whether you're investing for current income, or to insulate a growth portfolio from stock market volatility:

If you're spending your interest income as you earn it:

If you're reinvesting your interest income as part of a growth portfolio:

  • U.S. Savings Bonds let you defer tax on interest income until the bond matures. Savings bonds also offer college funding tax breaks.
     

  • Municipal Bonds and bond funds can compound over time.
     

  • If you're in the 15% tax bracket, hold your bonds in tax-deferred retirement accounts.
     

  • Variable Annuity fixed income subaccounts work like mutual funds with a tax-deferred wrapper.
     

  • Permanent Life Insurance contracts offer tax-deferred growth for buyers who need life insurance protection.

You might think that bonds are your first, best, and last choice for current income. But it's a mistake to invest solely for income and ignore future growth. Fixed-income investments generally pay a lower total return in exchange for the safety of the income stream. So if you invest solely for income, you give up potential growth. Also, investing for income means earning the bulk of your return in the form of interest income, taxable today at your highest rate. If you invest for income and growth, you can draw your income from long-term capital gains, taxed when you sell at lower rates. This gives you the best of both worlds -- higher income and lower taxes. The price, of course, is higher volatility than with fixed-income-only investments.

Investing for income also leaves you dangerously exposed to inflation. You already know that inflation eats away at your purchasing power. If you buy a $100,000 Treasury paying 7%, and inflation runs 3%, at the end 30 years your $7,000 income will be worth just $4,116 in today's dollars. But inflation makes your tax bite worse by converting part of your principal into taxable income. At the end of 30 years, your principal will be worth just $58,800 in today's dollars. And you'll be paying tax on income equal to 11.9% of that principal, rather than your original 7%. So inflation makes your tax bite even worse by converting principal into taxable income.

The solution is to invest for high total return consisting of income and capital growth. The capital growth protects your principal and your income from inflation. And it lets you take a part of your income in the form of long-term capital gains, taxed when you sell at lower rates.

Example: You have $100,000 and you need to generate $6,000 of income. You could buy a bond fund yielding 6%, but you'll sacrifice future growth. Or you could invest in a balanced fund yielding 3% and averaging 10% total return. Each year, you draw the 3% of income, draw another 3% from principal, and leave the remaining 4% growth to compound. Yes, your grandmother told you never to touch principal. But if she's so smart, how come she isn't rich?

For more information, see IRS Publication 550, "Investment Income and Expenses."

Bond Premium

A bond premium is any amount above the bond's face value or call value that you pay to acquire the bond. If you pay $1,005 for a bond with a $1,000 face value, the premium is $5. 

There are two ways to write off a bond premium on a taxable bond:

  1. You can deduct the premium as a Capital Loss when you sell the bond.
     

  2. You can amortize the premium and deduct it from your interest income over the course of your ownership. If you choose to amortize the premium, it will lower your Basis for figuring gain or loss if you sell the bond before maturity.

You can't deduct a premium you pay to acquire a Municipal Bond. However, you have to amortize the premium over the remaining term of the bond to determine any gain or loss on any sale before maturity.

Example: You pay $1,040 for a bond paying $60 per year and maturing in eight years at $1,000. You can claim the $40 premium as a capital loss when the bond matures. Or you can deduct $5 from the bond's interest income each year until maturity. If you amortize the premium, then sell the bond in just two years, your basis will be $1,030.

Books

Books you buy for a deductible activity are deductible under the same rules as other expenses for that activity:

Braces

Deductible Medical Expense subject to the 7.5% floor.

Most orthodontists let you finance braces over time. But this is one medical expense that may be enough to break that 7.5% floor if you pay all at once.

One strategy might be to take out a home equity loan to pay for the braces up front. You'll get to write off the braces, plus the interest that you pay to finance them. This will cut your taxes even if the cost of the braces doesn't exceed the 7.5% floor by converting nondeductible personal interest (or nondeductible installment payments that don't top 7.5% of your adjusted gross income) into deductible Home-Equity Interest.

Braille Books

Deductible Medical Expense, subject to the 7.5% floor, to the extent they cost more than the regular print version.

Breast Reconstruction

Deductible Medical Expense, subject to the 7.5% floor, for reconstruction following a mastectomy.

Bribes and Kickbacks

Bribes and kickbacks you pay to bring in business are generally not deductible if illegal under federal or state law. This is in keeping with the general rule that illegal expenses are not deductible.

Briefcase

Bunching Deductions

Bunching deductions is an effective year-end strategy for making the most of Itemized Deductions. That's because they don't start cutting your taxes until after they top your standard deduction. (For 2008, this is $5,450 for singles, $8,000 for heads of households, $10,900 for joint filers, and $5,450 for married couples filing separately.) Many taxpayers find their Itemized Deductions just barely reach or top the standard deduction and don't give them real value. In fact, just one out of three taxpayers itemize at all.

The solution here is to "bunch" as many deductible expenses as possible into a single year, taking maximum advantage that year and settling for the standard deduction the next. It's relatively easy to do this by prepaying property taxes, medical insurance, charitable gifts, and the like.

Example: You're a retired couple, filing jointly, in the 25% tax bracket, and your itemized deductions total $11,000 per year. Since the standard deduction is $10,900, your itemized deductions save you just $25 per year (25% of the $100 difference). If you pay $8,000 of deductible expenses one year and $14,000 the next, you'll save an extra $560 the first year at no cost the second.

Bunching helps you maximize Miscellaneous Itemized Deductions subject to the 2% floor on adjusted gross income and Medical Expenses subject to the 7.5% floor. If your miscellaneous expenses don't top the 2% floor, prepay your safe-deposit box fees, your next year's Subscriptions to investment publications, and similar expenses to get value for your deductions every other year. Similarly, if you have unusually high Medical Expenses in a single year, consider prepaying insurance and other predictable expenses to maximize your deductions that year.

Here are some more common bunching candidates:

  • Moving Expenses (even you move next year, you can deduct house-hunting expenses this year)

You ordinarily can't deduct expenses until you actually pay them. But, if you charge deductible expenses to a third-party credit card, such as Visa, Mastercard, American Express, or Discover (as opposed to a store card for purchases made at that store), you can deduct the expense the year you incur the charge. This is because you actually incur the obligation to pay when you make the charge. This can help you accelerate deductions to capture tax savings now, particularly if you charge the expense near the end of one year and pay early in the next during the card's interest-free grace period for new purchases.

Burglar Alarm

  • Burglar alarm installation costs are a capital cost included in your property's Basis for figuring Depreciation and gain or loss on a sale.
     

  • Ongoing monitoring fees for business property are deductible as a Business Expense on Schedule C, Form 1065, or your corporate return.

Business Cards

Deductible as an Advertising Expense on Schedule C, Form 1065, or your corporate return.

Business Expenses

Business expense are generally deductible from business income according to two sets of rules. You can deduct ordinary expenses when you pay them (cash businesses) or accrue them (accrual basis businesses). And you can Depreciate capital expenses over the useful life of the asset.

The costs of establishing a business -- investigating potential markets, travel and other expenses related to buying or establishing a business, and professional fees for attorneys and accountants --- aren't deductible. You can capitalize them and add them to your Basis in the business, which will cut your tax on Capital Gain if you should sell the business. Or you can amortize the costs over 60 months beginning in the month you begin the business. Use Part VI of Form 4562 to make this election with the business's first return.

Ordinary expenses are the day-to-day costs of running a business. You can deduct any expenses that are ordinary and necessary for running the business, paid or incurred in the tax year that you take the deductions. These include:

  • Commissions

  • Depletion

  • employee benefit programs

  • Insurance

  • Interest

  • professional fees

  • Office Supplies

  • Rent

  • Repairs and Maintenance

  • Taxes
     

  • Licenses

  • Utilities

  • wages

  • other expenses

If you use the cash method of accounting, where you report income and expenses as you actually receive and pay them, you can "bunch" expenses and defer income to reduce or accelerate taxes. For example, you can delay billing clients until after the close of the year, or prepay expenses before then. Prepaid expenses are deductible in the year you pay them. Generally, you can't deduct for expenses that deliver value more than 12 months past the end of the in which you pay. However, you can deduct prepayments if there's a substantial business reason for the prepayment and it doesn't cause a "material distortion" in the year you prepay. (If your business involves the sale of Inventory, you have to use the accrual method of accounting, which complicates deducting prepaid expenses.)

Capital expenses are assets or improvements with a useful life of more than one year. Ordinarily you Depreciate capital assets over their expected life. However, you can use First-Year Expensing to write off tangible personal property you acquire from unrelated individuals.

For more information, see IRS Publication 334, Tax Guide for Small Business," and IRS Publication 535, "Business Expenses."

Business Interruption Insurance Proceeds

Business interruption insurance proceeds are taxed as ordinary income in the year you receive the proceeds. Ordinarily, insurance proceeds are nontaxable. However, these particular proceeds are taxable because they are intended to replace taxable income.