Checking the Box May Result in Unexpected Consequences

Since Jan. 1, 1997, businesses have been able to choose their federal income tax treatment simply by checking a box. Sole proprietorship, partnership, limited liability company (LLC) and S corporation income passes through to the owners, so they pay income tax only once. However, C corporation income faces double taxation — at the corporation and shareholder levels.

In the past, companies had to meet tight requirements to retain their pass-through status and avoid classification as a corporation for federal income tax purposes. The Check-the-Box regulations offer an opportunity to reevaluate and change existing entity structures that were once created to accommodate these technical requirements. Some businesses, including your own, may reap tax savings and other benefits by choosing another business structure.

But note: Checking the box may have tax consequences. For instance, an existing corporation electing partnership treatment would face tax liabilities because the IRS would view the transaction as a liquidation of the corporation. Likewise, multistate businesses must consider state tax consequences before changing business structures.

Electing Your Tax Treatment
Although some entities are automatically treated as corporations, many businesses with two or more owners may select partnership or corporate tax treatment. Entities with a single owner generally may choose sole-proprietorship or corporate tax treatment. The IRS will auto-matically treat as partnerships most businesses that don’t make an election if they have more than one owner. The agency will disregard most that have a single owner, treating individual owners as sole proprietorships and corporate or partner owners as a division.

Some businesses lack a choice. For example, the IRS will treat these entities as corporations: banks, insurance companies, some publicly traded partnerships, real estate investment trusts (REITs), taxable mortgage pools, certain entities that are corporations by default and some foreign entities.

Multistate Businesses Beware
Multistate businesses must also consider state tax issues before checking the box:

The regulations may influence nexus issues. When a business has nexus within a state, the state may have the right to tax that business and its owners. The entity structure and the state’s rules will affect the tax result. The state level entity classification of multi-state business influences the entity and its owners’ tax situation.

After making the election, the business may not be allowed to file a consolidated state tax return because some states don’t allow them. Disregarded entities in states following the Check-the-Box regulations, however, may produce results similar to those of a consolidated return, complicating the issue of whether the business should file a consolidated or separate return.

A business with some physical presence in a state may be prone to nexus. Because the definitions of nexus for tax purposes vary from state to state, get to know the tax code of each state you deal with. For example, some states won’t tax a company with only one salesperson working there. Others may tax a company whose salesperson visits the state a set number of times per year.

The business may face double taxation. Some businesses may choose partnership tax treatment by the IRS but be classified as corporations at the state level.

The business may encounter allocation and apportionment complexities
. Certain entity classifications will affect a multistate company’s allocation and apportionment percentages. For example, a company classified as a corporation in one jurisdiction and a division in another could have different apportionment percentages applied to differ-ent tax bases. Several states won’t allow single-member LLCs. Unless these states create new regulations, some states will tax single-member LLCs as corporations — regardless of how the IRS treats them.

The business may miss out on some tax credits. Partnerships may have, at best, limited eligibility for the state and local tax credits usually available to corporate or division businesses or their shareholders.

More compliance burdens may exist. Businesses that fall into the separate classifications at the state and federal level generally face increased compliance issues. For instance, the IRS may require some businesses to keep separate books for federal and state tax returns — in addition to the set they may already keep for shareholders.

Business Structure and Tax Deductibility of Losses
As you can see, your business structure can change how your multistate business is taxed. Let’s look at how business structure affects tax deductibility of losses.

Sole proprietorships. If the owner actively participates in the business, it can usually fully deduct its losses against other income. The owner may carry back or carry forward losses exceeding the current year’s taxable income.
Partnerships and LLCs taxed as partnerships. Gener-ally, partners can deduct active partnership losses against other income, up to their tax basis in the partnership and based on the amount they have at risk in the business. Partners receive basis for their shares of the partnership’s debt, which can allow for greater losses.
S corporations. Shareholders can deduct losses to the extent of their basis. Unlike partnerships, however, the shareholder’s proportionate share of the corporation’s debt won’t increase his or her basis.
C corporations. Corporations can deduct the losses, carrying them back or forward to off-set profitable years. But certain corporations are subject to the passive loss rules.

Understanding the Pros and Cons
Check-the-Box regulations clearly present many tax planning challenges for multistate companies. Because tax treatment is less than favorable or still unclear in many states, call us before checking the box.











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