Sole Proprietorship
Pros:
No formal creation process.
Easy to operate and dissolve.
No separate tax return.
Easy to integrate business use of home deductions.
No double taxation of profits.
Cons:
No liability protection, except through insurance.
Self-employment tax is assessed on entire profit of the business.
Transfer of ownership can be complex.
Limited access to fringe benefits for owners.
Good Fit:
Seasonal or part-time businesses.
Businesses with little liability.
Home-based businesses.
Businesses intended to operate for the owner’s life only
Single-Member LLC
Pros:
Simple creation process.
Easy to operate and dissolve.
No separate tax return.
Easy to integrate business use of home deductions.
Liability protection for member, except for malpractice.
No double taxation of profits.
Cons:
Self-employment tax is assessed on entire profit of the business.
Transfer of ownership can be complex.
Limited access to fringe benefits for owners.
Laws regulating LLCs vary widely among states.
Good Fit:
Businesses with potential liability in operations.
Businesses intended to operate for the owner’s life only
Multimember LLC
Pros:
Limited liability for all members, except for malpractice or debt guarantees.
Unlimited number of members.
Separate entity from members, allowing for greater flexibility in operations.
Ownership is in the form of membership interest and can be transferred more easily than ownership in a single member LLC.
No double taxation of profits.
Cons:
Requires a separate tax return.
Laws regulating LLCs vary widely among states.
Good Fit:
Businesses requiring equity capital.
Businesses with potential liability in operations.
Businesses intended to exist beyond the lives of the members.
Businesses expecting changes in ownership over time.
Limited Liability Partnership
Pros:
Liability protection for limited partners.
Separate entity from partners.
Ownership can be transferred within the rules of the partnership agreement.
Limited partners’ liability is limited to their investment in the business.
Limited partners pay self-employment tax on guaranteed payments only.
No double taxation of profits.
Cons:
Must have one general partner with unlimited liability.
Limited liability status for damages can be lost for a variety of administrative reasons.
Restrictions on partners based on entity type.
Requires a separate tax return.
Requires tracking of basis for partners, both inside and outside the partnership.
Good Fit:
Businesses with partners not actively involved in business.
Businesses with equity capital needs.
Businesses with exposure to liability
S Corporation
Pros:
Liability protection similar to that of C corporations.
No double taxation of profits.
Ownership is easily transferred through the sale of stock.
Separate entity from stockholders.
Self-employment tax is not assessed on the entire profit of the business.
Losses can offset shareholders’ other taxable income.
Cons:
Complex and expensive to create and maintain.
Requires a separate tax return.
Requires regular board of directors’ meetings and minutes.
Requires tracking of basis for stockholders.
Ownership is limited to specific types of entities.
Deductibility of fringe benefits for owner-employees is limited.
Good Fit:
Businesses with significant exposure to liability.
Business Formalities
A common problem with a closely-held business is failure to adhere to business formalities. Trouble can occur when business and personal funds are intermingled, the business is not adequately capitalized, or reasonable compensation for services is not paid. For example, separation of funds can be a key in preserving the liability protection of the “corporate veil.” Courts can pierce the corporate veil if they find the corporation is an “alter ego” of the shareholder, which is likely to occur if shareholders pay personal expenses from the corporation checkbook or vice versa. Transactions such as capital contributions or loans between the business and the owners can also be recharacterized by the IRS, creating unexpected negative tax consequences.
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There are many events that occur during the year that can affect your tax situation. Preparation of your tax return involves summarizing transactions and events that occurred during the prior year. In most situations, treatment is firmly established at the time the transaction occurs. However, negative tax effects can be avoided by proper planning. Please contact us in advance if you have questions about the tax effects of a transaction or event, including the following:
Pension or IRA distributions.
Significant change in income or deductions.
Job change.
Marriage.
Attainment of age 59½ or 72.
Sale or purchase of a business.
Sale or purchase of a residence or other real estate.
Retirement.
Notice from IRS or other revenue department.
Divorce or separation.
Self-employment.
Charitable contributions of property in excess of $5,000.
