Section 199A Self-Employed Health Insurance

Section 199A Self-Employed Health Insurance

By: Jason Watson / Posted Sunday, February 10, 2019
Posted By: Jason Watson

Key Takeaways

  • Section 199A Basics: Pass-through deduction equals 20% of qualified business income (QBI), but deductions like self-employment tax, health insurance, and retirement contributions reduce QBI.
  • S Corp vs. Schedule C: Electing S Corp can lower self-employment taxes, often outweighing the slight reduction in Section 199A deduction compared to a Schedule C LLC.
  • Impact of Deductions: SE tax, self-employed health insurance (SEHI), and retirement plan contributions reduce net QBI, significantly affecting the Section 199A calculation.
  • W-2 Salary Strategy: Reasonable shareholder salary in S Corps shifts some deductions to payroll, reducing self-employment tax while maintaining nearly similar Section 199A benefits.
  • Overall Tax Savings: Despite a slightly lower Section 199A deduction, S Corp election usually results in higher total tax savings due to reduced SE taxes and payroll tax planning.
  • Pro-Ration of QBI Deductions: Only income classified as qualified business income is reduced by these deductions proportionally; non-QBI income like interest or dividends is excluded.
  • Key Takeaway: Optimizing W-2 salary and understanding SEHI and retirement contributions can maximize overall tax benefits for small business owners.

When comparing business activities on a Schedule C versus an S Corp election, one of the gripes is the reduction of the Section 199A qualified business income deduction in an S corporation because the payment of reasonable shareholder salary reduces net business income. As we have shown in Chapter 8 of our book, the reduction of Section 199A benefits is still eclipse by the savings of self-employment taxes in an S corporation. However, the final regulations for Section 199A have a little quirk which bolsters the benefits of an S corp election over garden variety LLCs reported on Schedule C. How? One of the answers is the Section 199A Self-Employed Health Insurance reduction in net qualified business income (QBI).

Let’s run through it, shall we?

Section 199A Calculation Recap

The basic Section 199A pass-through deduction is 20% of net qualified business income, which is huge. If you make $200,000, the deduction is $40,000 times your marginal tax rate of 24% which equals $9,600 in your pocket. The is direct cash in your pocket. Extra cheese on your whopper!

But you knew all this since you’re smart and you’ve been snooping around the internets in your PJs sipping cold coffee. Perhaps what you didn’t know is this $200,000 cannot be viewed in isolation when it comes to self-employment taxes, self-employed health insurance and retirement plan contributions. Moving on…

Section 199A Final Regulations

The final regulations 1.199A for the Section 199A deduction clarified all kinds of things and the handling of the deductible portion of self-employment tax, self-employed health insurance and retirement plans for small business owners is one of them. Here is the code from 1.199A-3(b)(1)(vi)

(vi) Other deductions. Generally, deductions attributable to a trade or business are taken into account for purposes of computing QBI to the extent that the requirements of section 199A and this section are otherwise satisfied. For purposes of section 199A only, deductions such as the deductible portion of the tax on self- employment income under section 164(f), the self-employed health insurance deduction under section 162(l), and the deduction for contributions to qualified retirement plans under section 404 are considered attributable to a trade or business to the extent that the individual’s gross income from the trade or business is taken into account in calculating the allowable deduction, on a proportionate basis to the gross income received from the trade or business.

Here is the key phrase- “For purposes of section 199A only, deductions … are considered attributable to a trade or business” and therefore reduce the qualified net business income for the calculation of the Section 199A. In other words, you would not have these expenses if you otherwise did not have a small business. Sure, you pay Social Security and Medicare taxes, pay health insurance premiums and contribute to a 401k plan with your W-2 job, but those “expenses” are attributed to your employment; same concept here.

What does all this mean? Before we get into that, the last sentence is crazy lawyer talk- “to the extent that the individual’s gross income from the trade or business is taken into account in calculating the allowable deduction, on a proportionate basis to the gross income received from the trade or business.” We’ll speculate on what this tidbit means since guidance specific to this phrase is not available or at least cannot found in our research databases (Thomson Reuters and Bloomberg).

Section 199A Schedule C Calculation

The best way to show this is to jump right into a table-

Scenario 1Scenario 2
Net Business Income on Schedule C100,000100,000
less Deductible Portion of SE Tax7,0657,065
less Self-Employed Health Insurance (SEHI)12,000
less 401k Plan / SEP IRA Contribution37,087
Net Business Income for Section 199A Calc92,93543,848
Section 199A Qualified Business Income Deduction18,5878,770

What are we showing here? We are showing that the qualified business income must be reduced by the amount of deductible self-employment taxes, self-employed health insurance premiums and 401k / SEP IRA contributions. What jumps right out at you is the massive change in the Section 199A deduction between the two scenarios. We speak with people on a near-hourly basis who want to maximize the Section 199A deduction; Yes, we do too! But… let’s not lose track of the overall income tax savings!

See below-

Delta in Section 199A Deduction9,817
Delta in SEHI / 401k Deductions49,087
Tax Savings @22% in Scenario 28,639

What are we showing here? The $9,817 above represents the difference in Section 199A deduction calculation between Scenario 1 and 2 in the previous table. The $49,087 is the sum of the self-employed health insurance premiums and the 401k / SEP IRA contribution (this example is a 401k since a SEP IRA could not reach $37,087 with $100,000 in biz income).

If you subtract $9,817 from $49,087 you get $39,270, even in Canada. Multiply this by 22% (assumed marginal tax rate) and you get $8,639. This is the difference, cash in your pocket difference, by deducting SEHI and 401k after the reduction in Section 199A benefits. So, Yes, you short-changed yourself on a strict Section 199A deduction, but your overall tax world is dramatically improved with these deductions.

Section 199A Side by Side Comparisons

The following table is crazy long, but it illustrates the difference in overall tax savings by electing your LLC to be taxed as an S corporation. Here are the assumptions-

No SS Corp
Biz Income100,000100,000
Salary / Officer Comp35,00035,000
SEHI, HSA, etc12,00012,000
Employer 401k / SEP IRA37,0878,750

Here we go…

lnNo SS Corp
1Net Business Income Before Wages, etc.100,000100,000
2less W-2 Wages, includes SEHI035,000
3less Self-Employment Tax / Employer Payroll Taxes7,0651,760
4less Self-Employed Health Insurance (SEHI)12,0000
5less Employer 401k / SEP IRA37,0878,750
6Section 199A Qualified Business Income55,84854,491
Adjustments to Adjusted Gross Income / Net Business Income
7less Social Security Tax5,7260
8less Medicare Tax1,3390
9less SEHI, 401k49,08731,000
10Other Taxable Income00
11Adjusted Gross Income43,84858,491
12Itemized / Std Deductions24,00024,000
13Taxable Income Before Section 199A19,84834,491
14Section 199A Net Biz Income11,17010,898
15Section 199A W-2 Wage Limit017,500
16Section 199A Taxable Income Limit3,9706,898
17Section 199A Benefit (lower of ln 14, 15, 16)3,9706,898
18Marginal Income Tax Rate12%12%
19Income Tax Benefit from Section 199A-476-828
20plus Self-Employment Tax14,1300
21plus Tax on Line 12 Delta (above)01,757
22plus Payroll Tax (Employee and Employer)03,519
23Net Tax After Section 199A Benefit13,6534,448
24S Corp Benefit SE Tax Reduction Only10,611
25S Corp Benefit Section 199A Only-1,406
26Net S Corp Benefit $9,205

Wow! That’s a lot to take in. The big takeaway is line 6. Note how the net business income for use in calculating the Section 199A deduction is nearly identical between a non-S Corp and an S Corp. The reason is that such a large chunk is being walloped off because of self-employed health insurance and 401k / SEP IRA contributions relative to the $100,000 net business income.

Also keep in mind that self-employed health insurance premiums are a component of officer compensation (also known as reasonable shareholder salary), but it does not increase Social Security and Medicare taxes. Approximately $1,836 of the $9,205 above is attributed to the $12,000 in health insurance premiums.

Recall that we take the lower of lines 14 and 16, and line 15 only factors in when you exceed the 24% marginal tax bracket as a household. Therefore, while your Section 199A deduction benefit (line 19) is lower in S Corp land, the overall tax savings is much higher (due to the reduced self-employment tax).

Let’s look at $200,000 in net business income.

lnNo SS Corp
1Net Business Income Before Wages, etc.200,000200,000
2less W-2 Wages, includes SEHI070,000
3less Self-Employment Tax / Employer Payroll Taxes10,9184,437
4less Self-Employed Health Insurance (SEHI)12,0000
5less Employer 401k / SEP IRA37,08717,500
6Section 199A Qualified Business Income151,995108,063
Adjustments to Adjusted Gross Income / Net Biz Income
7less Social Security Tax8,2400
8less Medicare Tax2,6780
9less SEHI, 401k49,08731,000
10Other Taxable Income00
11Adjusted Gross Income139,995147,063
12Itemized / Std Deductions24,00024,000
13Taxable Income Before Section 199A115,995123,063
14Section 199A Net Biz Income30,39921,613
15Section 199A W-2 Wage Limit035,000
16Section 199A Taxable Income Limit23,19924,613
17Section 199A Benefit (lower of ln 14, 15, 16)23,19921,613
18Marginal Income Tax Rate22%22%
19Income Tax Benefit from Section 199A-5,104-4,755
20plus Self-Employment Tax21,8360
21plus Tax on Line 12 Delta (above)01,555
22plus Payroll Tax (Employee and Employer)08,874
23Net Tax After Section 199A Benefit16,7325,674
24S Corp Benefit SE Tax Reduction Only12,962
25S Corp Benefit Section 199A Only-1,904
26Net S Corp Benefit $11,058

Again, a lot to take in. Let’s chat about your unique situation!

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Section 199A Proration

Remember that crazy sentence from before- “to the extent that the individual’s gross income from the trade or business is taken into account in calculating the allowable deduction, on a proportionate basis to the gross income received from the trade or business.” We take this to mean that if you had income that was not considered qualified business income such as interest and dividends earned within the business, then the reduction in QBI due to the deductible portion of self-employment tax, self-employed health insurance premiums and retirement plan contributions would be pro-rated using the portion of QBI as a fraction of gross business income.

As of this writing, we cannot find any authoritative guidance to expand on this, support this, or otherwise clear up some crummy code.

Here is our summary of the major issues recently updated by the final regulations, rental property safe harbor (Notice 2019-7) and how all this crud affects S corporations-

Section 199A Deduction General

Optimize Your Section 199A Deduction With Ideal W-2 Salary Insights And Detailed Calculations.

Section 199A and S Corps

Learn about the Section 199A Qualified Business Income Deduction, a key tax benefit.

Section 199A and Rentals

Learn about Section 199A’s 20% deduction for small business owners and rental income.

Section 199A Final Regs Quickie

Learn more about Section 199A regulations and rental property provisions in IRS Notice 2019-7.

Section 199A Final Regs Deep Dive

Read our condensed 70-page Section 199A guide for small business owners in just one hour.

Section 199A Final Regs PDF

Learn about the IRS definition of trade or business and Section 199A, now in an accessible PDF.

Frequently Asked Questions

What is the Section 199A deduction?

A 20% deduction on qualified business income for pass-through entities like LLCs and S Corps.

How does an S Corp affect Section 199A?

S Corps slightly reduce the Section 199A deduction but can significantly lower self-employment taxes, increasing overall tax savings.

Which expenses reduce QBI for Section 199A?

Deductible self-employment taxes, self-employed health insurance premiums, and retirement plan contributions.

Does W-2 salary in an S Corp help?

Yes, it reduces self-employment taxes and positions SEHI and retirement contributions within payroll, maximizing total tax savings.

How do Schedule C and S Corp compare?

Schedule C allows full SEHI and retirement deductions but pays full self-employment tax; S Corp trades a slightly smaller 199A deduction for big SE tax savings.

Are non-business income items included in QBI?

No, interest, dividends, and other non-QBI income are excluded from the Section 199A calculation.

How can I maximize my Section 199A deduction?

Optimize W-2 salary, track SEHI and retirement contributions, and consider the S Corp election for self-employment tax savings.

Does Section 199A apply to rental income?

Yes, certain rental activities can qualify, but safe harbor rules (Notice 2019-7) apply.

What is the effect of retirement contributions on QBI?

Contributions reduce net QBI and therefore slightly lower the Section 199A deduction, but they still provide overall tax benefits.

Where can I learn more about Section 199A?

WCG offers guides, PDFs, and consultations covering Section 199A for small business owners, LLCs, S Corps, and rental properties.

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Jason Watson, CPA is a Partner and the CEO of WCG CPAs & Advisors, a boutique consultation and tax preparation CPA firm serving clients nationwide with 7 partners and over 90 tax and accounting professionals specializing in small business owners and real estate investors located in Colorado Springs.

He is the author of Taxpayer’s Comprehensive Guide on LLC’s and S Corps and I Just Got a Rental, What Do I Do? which are available online and from mostly average retailers.

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