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When Does It NOT Make Sense to Convert to an S Corporation?

Marlene Seefeld

Converting to an S Corporation (S Corp) can offer tax advantages and liability protection for certain businesses. However, this structure isn't suitable for everyone. Here are scenarios where converting to an S Corp may not be beneficial:

1. Insufficient Net Income:

If your business's net income is below a certain threshold, the costs associated with maintaining an S Corp may outweigh the tax benefits. Many tax advisors suggest that businesses should have net income exceeding $40,000 before considering an S Corp election. Below this level, the administrative expenses and compliance costs can surpass potential tax savings. 

2. Desire for Flexible Profit Distribution:

S Corps are required to distribute profits and losses strictly in proportion to ownership percentages, due to the single class of stock requirement. This lack of flexibility can be a disadvantage for businesses that prefer to allocate profits and losses differently among owners. 

3. Ineligible Shareholders:

The IRS restricts S Corp ownership to certain types of shareholders, including U.S. citizens or residents, specific trusts, and estates. Entities like partnerships, corporations, and non-resident aliens are prohibited from holding shares in an S Corp. If your business plans to include such entities as owners, an S Corp election would not be appropriate. 

4. State-Level Taxation:

Some states impose taxes on S Corps at both the corporate and individual levels, which can diminish the federal tax advantages. For instance, states like California and New York have specific tax treatments for S Corps that may reduce potential savings. It's essential to consider your state's tax regulations before converting. 

5. Administrative Complexity:

Operating as an S Corp involves adhering to corporate formalities, such as holding regular meetings, maintaining detailed records, and filing annual reports. These requirements can be burdensome for small businesses lacking the resources to manage increased administrative duties. 

6. Potential Taxable Events During Conversion:

Converting an existing entity, like an LLC, to an S Corp can trigger taxable events, especially if members have negative capital accounts or if the entity holds appreciated assets. Such scenarios can lead to unexpected tax liabilities upon conversion. 

Conclusion:

While an S Corp structure offers benefits, it's not universally advantageous. Businesses with lower net income, those seeking flexible profit distribution, or those with ineligible shareholders may find that converting to an S Corp doesn't align with their goals. It's crucial to assess your specific business circumstances and consult with a tax professional to determine the most suitable entity structure.