Sole Proprietorships are awesome because, well, you’re doing your own thing! But can sole proprietors participate in an ICHRA? It can get a little tricky because there’s no separation between you and your business in the eyes of the IRS (i.e., you’re a “pass-through entity” or “disregard entity”) and owners are generally not considered to be employees even if you’re working for your company full-time. This includes Sole Proprietorships and Single-Member LLCs that did not elect corporate taxation. Here's what to know about sole proprietors and ICHRA.
Sole-Proprietorships are unincorporated businesses owned and operated by one individual with no distinction between the business and owner.
In a nutshell: The sole proprietor is not an employee and will not qualify for ICHRA. But there are still tax-friendly options.
The best strategy for you depends on whether you have W-2 employees and your marital status (bet you didn’t expect that—we’ll explain).
If you’re single and work by yourself, or if you have W-2 employees or plan to hire soon, your best course of action is going to be to take the self-employed deduction for yourself and set up an ICHRA for your W-2 employees.
That will get all your employees’ expenses into the business expense category. Unfortunately, you can’t get your personal insurance and medical expenses categorized that way, but we can still save some tax money by getting all your self-employed deductions.
If you are a sole proprietor and work for yourself and have no plans to hire, and you are married, then we can explore a few more options.
You probably already know that HRAs only work for employees.
Although as a proprietor you generally are not eligible for an HRA because you’re not an employee, your spouse can be an employee and eligible for an HRA and health plan that covers you.
This strategy only works if you don’t hire any other W-2 employees that would be eligible for either ICHRA, QSEHRA or a One-Person 105 HRA (make sure to look at those rules closely) and assumes that you and your spouse don’t own any other businesses that have employees (common ownership rules would likely apply and the plan would fail to meet Section 105 requirements). You’ll need to keep good records, too. This sounds like a loop-hole and it is, but it’s held up in tax court. The main case was Shellito v. Commissioner.
As always, we recommend that you speak with your CPA before making a decision about your benefits. To dive into more detail on HRAs, check out our small business tax strategy guide or our super popular post addressing the most commonly asked questions about the individual coverage HRA: our ICHRA FAQs.
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