Premiums deductible?

Da Nag

Recycles dryer sheets
Joined
Oct 15, 2005
Messages
115
My scenario: Wife and I have recently ER'ed, and will be buying health insurance starting next month.

I've a very small side business I've run for years, filing a schedule C, taking appropriate deductions, and showing a very small profit each year. Constant and steady income, it shouldn't change.

While employed, it provided a minuscule portion of our overall income - less than 3%. In retirement, that will jump slightly - but it will still be small, just a tad over 5%. Our primary source of income will come from pre-tax investment accounts and two decent pensions.

If our income was solely derived from self employment, I'm under the impression we could deduct health care expenses in their entirety as a business expense. On the other end of the spectrum, were we living solely on investment and pension income, we could only deduct the portion of health care related expenses beyond 7.5% of AGI. In our case, that results in no deduction as long as we stay healthy.

So, the short version of the question: Does a small side business as described above allow me to deduct any or all of our health care expenses? Were I able to deduct 100% as a business expense, the profit from the business would be near zero or a slight loss, based on current health care premiums.
 
My scenario: Wife and I have recently ER'ed, and will be buying health insurance starting next month.

I've a very small side business I've run for years, filing a schedule C, taking appropriate deductions, and showing a very small profit each year. Constant and steady income, it shouldn't change.

While employed, it provided a minuscule portion of our overall income - less than 3%. In retirement, that will jump slightly - but it will still be small, just a tad over 5%. Our primary source of income will come from pre-tax investment accounts and two decent pensions.

If our income was solely derived from self employment, I'm under the impression we could deduct health care expenses in their entirety as a business expense. On the other end of the spectrum, were we living solely on investment and pension income, we could only deduct the portion of health care related expenses beyond 7.5% of AGI. In our case, that results in no deduction as long as we stay healthy.

So, the short version of the question: Does a small side business as described above allow me to deduct any or all of our health care expenses? Were I able to deduct 100% as a business expense, the profit from the business would be near zero or a slight loss, based on current health care premiums.
Da Nag, really two questions. First, does your business meet the requirements to obtain health care insurance. Second, if so, is the expense deductable.

Are you currently getting your insurance through this business? If not, you should immediately contact an insurance agent, who will confirm if the schedule C income is sufficient to obtain a small business policy. Most states have enrollment windows for these policies that close in November, so you don't have much time. Also, if you are currently in a group plan you have only 62 days to transfer coverage before losing continuity and being subject to exclusions.

As for deductibility, the insurance company will be more rigorous than the IRS, so if it meets insurance company requirements it can be charged as a business expense.
 
Are you currently getting your insurance through this business?

No...I've not had to buy insurance for 20+ years, always covered through my previous employer. And, the policy I have applied for is individual + spouse. I've not paid any premiums, and it doesn't take effect until 11/1 - we're covered through my former employer until then.

So, if I'm reading your response correctly - individual policies are not deductible as a business expense, only policies purchased by the business? I've not seen mention of that elsewhere, which would certainly complicate things a bit.
 
I'm not a tax expert. For sure, the is no doubt health insurance premiums are legitimate schedule C deductions.

Normally business expenses are incurred in the name of the business, not the individual. That doesn't mean you can't incur a personal expense and then charge it as a business expense. If the insurance policy were in the name of the business there would be no doubt. As the policy is individual, if the IRS feels your business is not legit it could challenge the deduction.

So, legit business, real income, profit after expenses and deductions on your schedule C, it should probably be ok.
 
Yes. If there is sufficient profit from the business. If there isn't sufficient business income then the premiums are only deductible like any other medical expense, to the extent they exceed 7.5% of your AGI.
 
Please consult a CPA on the following as I might not state it accurately.

We have a small business. S Corp of which DW and I are the only employees. Over the last five plus years since I ESRd it has grown much more than we ever thought it would. We are now working almost 20 hours a week but we do pick the times and work from home. So technically we are not even ESRd anymore but we do like the business and the people we work with. The income is really good also and that has allowed the following for the last several years. We have an Individual policy for the family. Our S Corp reimburses us for the cost of the insurance as an employee benefit of which DW and I are the only ones. It really helps on the taxes. We also have an owner K at Vanguard that we do profit sharing into as well as regular 401k contributions. These two help us stay where we want to be in the tax bracket.
 
I just realized something. For those who have problems getting individual healthcare insurance because of pre-existing conditions, they could set up a business with their significant other, take say $10,000 from their savings to create an "income", and only use this income to buy group insurance for both of them. Would this be legal ?
 
Last edited:
I just realized something. For those who have problems getting individual healthcare insurance because of pre-existing conditions, they could set up a business with their significant other, take say $10,000 from their savings to create an "income", and only use this income to buy group insurance for both of them. Would this be legal ?

That sounds distinctly illegal. How do you legally document the income to the business when you are providing it by buying your own products or services?
 
A friend of mine, let's call her Sue, gives private painting lessons. She has problems getting individual healthcare insurance because of her history of breast CA. All her customers pay her cash, by the session. Sue could theoretically set up a business with her partner, they both would add say $400 a month cash from their savings into the business' bank account, they would generate an annual small "profit" but both Sue and her partner would have their pre-conditions covered. So Sue would have her breast CA history covered, correct ?

That sounds distinctly illegal. How do you legally document the income to the business when you are providing it by buying your own products or services?
 
Last edited:
Just to confirm, I am not advising anyone to do anything illegal.

On the other hand, I also know many women in desperate situations because they cannot get individual healthcare coverage. This statement is not a political statement, it is a fact.
That sounds distinctly illegal. How do you legally document the income to the business when you are providing it by buying your own products or services?
 
Last edited:
A friend of mine, let's call her Sue, gives private painting lessons. She has problems getting individual healthcare insurance because of her history of breast CA. All her customers pay her cash, by the session. Sue could theoretically set up a business with her partner, they both would add say $400 a month cash from their savings into the business' bank account, they would generate an annual small "profit" but both Sue and her partner would have their pre-conditions covered. So Sue would have her breast CA history covered, correct ?

The bolded sentence is mine - in the business accounts, how do you account for this as legitimate business income? What do the receipts for these payments that appear in the bank account state they are for?

It may well be legit, but it doesn't sound like it to me, although I'm not a tax expert.
 
I would love to know for sure if this is legit or not. I am not a tax expert either, but I have always been a patient advocate and will continue to do so. If legal, this idea of setting up a small business just for healthcare coverage (even if it means using one's savings to indirectly cover pre-conditions) might be the single most important concept I have learned from this website since I joined.

It may well be legit, but it doesn't sound like it to me, although I'm not a tax expert.
 
Well, to answer your question, concretely I would withdraw cash from my personal account using the usual ATM (say $100 a week on average) and a few days later I would add this to what I would earn from the business and pay this into the business bank account. There are no receipts as Sue's students pay her in cash for the painting sessions. The only purpose would be for Sue to buy group healthcare insurance with her partner.

- in the business accounts, how do you account for this as legitimate business income? What do the receipts for these payments that appear in the bank account state they are for?
 
Last edited:
There are no receipts as Sue's students pay her in cash for the painting sessions. The only purpose would be for Sue to buy group healthcare insurance with her partner.

Receiving money in cash does not remove the obligation to provide a receipt, or otherwise record the transaction, when you are running a business.
 
A friend of mine, let's call her Sue, gives private painting lessons. She has problems getting individual healthcare insurance because of her history of breast CA. All her customers pay her cash, by the session. Sue could theoretically set up a business with her partner, they both would add say $400 a month cash from their savings into the business' bank account, they would generate an annual small "profit" but both Sue and her partner would have their pre-conditions covered. So Sue would have her breast CA history covered, correct ?

You have to remember that just because someone has a business doesn't mean they are guaranteed a corporate health insurance policy.

Every business goes through underwriting - if one company has a year with many health insurance claims, its policy will likely have a high increase next year. That's why you have to still fill out the medical history for every applicant in a corporate policy as if you were an individual applying for an individual policy - the health insurance underwriter will grade the group as a whole, based on the ages and previous health history/claims.

And if the 'group policy' has one paying member, they will likely underwrite her like any other group policy. She MIGHT have a slightly easier time finding a group policy with one employee versus an individual policy (especially if there are local area chambers of commerce that help small companies/self-employed consultants join their RCGA group policy), but they could still charge her through the roof on a corporate group policy, depending on her medical history.

As far as declaring you are self-employed as a painting instructor, if you have bonafide clients and follow the IRS definitions and descriptions for being self employed, then I don't see how the IRS could legally challenge that on a general conceptual basis as long as she pays the appropriate taxes and can prove it's not a hobby. (just like how Trombone-Al played a few music gigs and had very little net taxable income...but was able to show that it was a true 'side business' and not a 'hobby')

The IRS is more prone to audit cash-only businesses, although I'd imagine they will be more apt to pick, say, a lawn services business showing $50,000 in cash receipts instead of a painting tutor claiming $2,000 in receipts due to the potential magnitude for under-reporting.

If someone (IRS, insurance company) were to uncover an attempt to create a sham company solely in order to obtain a group health insurance policy, then there could be legal ramifications in doing so. What exactly the legal basis or fallout would be, I don't know - but if there were substantial claims made on the insurance policy and it was later found out that the 'business' wasn't legitimate and was only a front to obtain a group health insurance policy, the health insurer could possibly have legal recourse for retroactively canceling the policy and suing for a return of reimbursements (plus legal fees, and possibly punitive fees).
 
Well, to answer your question, concretely I would withdraw cash from my personal account using the usual ATM (say $100 a week on average) and a few days later I would add this to what I would earn from the business and pay this into the business bank account. There are no receipts as Sue's students pay her in cash for the painting sessions. The only purpose would be for Sue to buy group healthcare insurance with her partner.
This smells like fraud. One's attitude toward risk taking of this type varies, but I would imagine that as a doctor you might have some exposure if you help people cook up these schemes.

Ha
 
As mentioned above, I would not advise anyone to do anything illegal or unethical. However, I have patients at free clinics in rather desperate situations, and if there is a legal way to help them find a way to get proper coverage, I would not hesitate to let them know.
haha said:
This smells like fraud. One's attitude toward risk taking of this type varies, but I would imagine that as a doctor you might have some exposure if you help people cook up these schemes.

Ha
 
As mentioned above, I would not advise anyone to do anything illegal or unethical. However, I have patients at free clinics in rather desperate situations, and if there is a legal way to help them find a way to get proper coverage, I would not hesitate to let them know.
You are a very good person, no doubt about that. But before you give any tax advice, I suggest spending a few of those doctor dollars with an accountant. You wouldn't want your advisees to wind up incarcerated, no matter how worthy they and their plights might be. Although, come to think of it, that just might take care of their medical needs.

Ha
 
I would love to know for sure if this is legit or not. I am not a tax expert either, but I have always been a patient advocate and will continue to do so. If legal, this idea of setting up a small business just for healthcare coverage (even if it means using one's savings to indirectly cover pre-conditions) might be the single most important concept I have learned from this website since I joined.

Is employer group health insurance available to sole proprietors?

Some states define a small employer group as those that have 1-50 employees, but most states require companies to have at least two employees to qualify for group coverage. Insurance companies and the individual states often have specific and strict requirements for very small employer groups to document that they actually are legitimate businesses and have the appropriate number of eligible employees to prevent fraud. Employers generally have to provide payroll tax documentation validating who is an employee.
The states that allow sole proprietors to purchase group coverage are often referred to as states that guarantee coverage for "business groups of one." In some of these states, business groups of one are treated in the same manner as larger employer groups. In others, they are treated as their own distinct pool and rated separately by the health insurance companies. In the states that do not allow for sole proprietors to purchase group coverage, these business owners often purchase individual health insurance coverage. For information about whether or not your state allows for group insurance to be sold to business groups of one, see NAHU's Health Care Coverage Options Database.



(This is from the national association of health underwriters)
NAHU - Consumer Information - Consumer Guide To Group Health Insurance
 
There are no receipts as Sue's students pay her in cash for the painting sessions.

Is Sue running a business and declaring the revenue to the IRS?
 
At the moment she is not running a business. Her students just pay her cash, and I assume she declares the revenue to the IRS.
youbet said:
Is Sue running a business and declaring the revenue to the IRS?
 
Last edited:
A friend of mine, let's call her Sue, gives private painting lessons. She has problems getting individual healthcare insurance because of her history of breast CA. All her customers pay her cash, by the session. Sue could theoretically set up a business with her partner, they both would add say $400 a month cash from their savings into the business' bank account, they would generate an annual small "profit" but both Sue and her partner would have their pre-conditions covered. So Sue would have her breast CA history covered, correct ?

"Income" would only be cash received from customers for services provided (in this case, painting lessons). Cash transferred from personal savings to the business would be a capital contribution and not income. Sue should keep good records of how much she received and from whom to support what she declares as income on Sch C.

Sue could deduct HI to the extent of income (after the 50% SE tax deduction) as long as the deduction doesn't result in a loss. Any HI that can;t be used on Sch C could be deducted on Sch A (subject to the 7.5% limitation).
 
I have discussed this with a CPA here. From what I understand, capital contributions can therefore be used indirectly to buy healthcare insurance. I would like to know if anyone here who has their own business has been able to do this.
pb4uski said:
"Income" would only be cash received from customers for services provided (in this case, painting lessons). Cash transferred from personal savings to the business would be a capital contribution and not income. Sue should keep good records of how much she received and from whom to support what she declares as income on Sch C.

Sue could deduct HI to the extent of income (after the 50% SE tax deduction) as long as the deduction doesn't result in a loss. Any HI that can;t be used on Sch C could be deducted on Sch A (subject to the 7.5% limitation).
 
I have discussed this with a CPA here. From what I understand, capital contributions can therefore be used indirectly to buy healthcare insurance. I would like to know if anyone here who has their own business has been able to do this.
Oby, I know individuals in similar situations. The key to getting health care coverage for your friend (or anyone else in similar situation) is having verifiable schedule C income to prove she is a "business of one" and therefore qualifies as a small business. Health insurance companies must provide policies to small businesses. They can be underwritten, and in most states businesses of one or two employees have limited policy options, but they cannot be denied coverage. To be eligible as a small business, however, the owner will need to provide several years of tax and financial records to the insurance company. The State insurance regulatory board will have defined together with the major insurance companies the business activity needed to qualify this way.
 

Latest posts

Back
Top Bottom