Buying or selling a company can be a good move in the right circumstances, but it is essential to know what is involved. It is necessary to research a number of business and financial issues as well as certain legal matters. And, of course, there are numerous tax issues that simply cannot be ignored. This newsletter looks at determining a business structure and allocating the purchase price.

Thinking of buying a company? Good for you! But be sure you know what you are getting into. For example, you will need to research a number of business and financial issues as well as certain legal issues. And, of course, there are numerous tax issues that you simply cannot ignore. Here are just a few.

Determining the Business Structure

If the business being sold is a corporation, the parties can structure the deal as a stock sale or an asset sale. As a general rule, however, sellers prefer to sell stock, while buyers prefer to buy assets.

So, why would a seller prefer to sell stock? In general, it is because the shareholders' profits on the sale are generally taxed as capital gains (usually at the favorable long-term rate). Profits from asset sales, on the other hand, are typically taxed as a combination of ordinary income and capital gains.

Moreover, an asset sale will generally cause C corporation sellers to be taxed twice. First, the corporation pays tax on any gains from the asset sale; then, the corporation's shareholders pay tax on their gains when the corporation is liquidated (although it may be possible to defer the second tax by having the corporation hold and invest the sale proceeds).

Fortunately, double taxation generally is not a concern for an S corporation — unless it was originally organized as a C corporation and then later elected S status. In that case, depending on how much time has passed, there may be a double tax on assets that had built-in gains at the time of the S election.

Looking from the buyer's perspective, purchasing assets is usually more desirable because its basis in assets for depreciation purposes is generally equal to the portion of the purchase price allocated to those assets, typically allowing for greater depreciation deductions. And if the buyer purchases stock, it assumes the seller's basis in the corporation's assets, which may already have been depreciated down to a small amount, or even zero, thereby providing little or even no tax benefit for the buyer.

Allocating the Purchase Price

In an asset sale, the tax implications for both buyer and seller depend on how the purchase price is allocated among various assets. The catch is that the buyer and seller must use the same allocation for tax purposes, yet they often have conflicting interests. The parties do have some leeway to negotiate the allocation, but the IRS may find the allocation to be unreasonable or bear little correlation to asset values and, thus, challenge it.

The seller will want to allocate as much of the purchase price as possible to assets that generate lower-taxed, long-term capital gains, such as goodwill or real property. However, this allocation is less desirable for the buyer because  goodwill and certain other intangibles are amortized over 15 years and buildings are depreciated over several decades.

Buyers generally prefer to allocate as much of the purchase price as possible to assets that can be depreciated quickly, such as equipment, computers and vehicles. This poses a problem for sellers, however, because often these assets are already fully depreciated, and "recapture" of previous depreciation deductions is taxed at ordinary-income rates.

Understanding the Deal

There is much to consider when buying or selling a business. Fortunately, your tax advisor can help you make the best decisions regarding the structure of the deal.

The content of this article is intended to provide a general guide to the subject matter. Specialist advice should be sought about your specific circumstances.