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Something else to consider - do you have any 1099 income at all? Even a small amount would strengthen your position for putting the malpractice tail on Schedule C. Maybe a few medical consultations or chart reviews you could do? In my experience (tax preparer), the IRS is less likely to question the Schedule C treatment if you show at least some related income, even if it's minimal compared to the expense. Starting a legitimate business activity with even a small amount of income before filing would give you stronger footing.
Would moonlighting at an urgent care for even just a few shifts count for this? I'm in a similar situation (different professional liability insurance though) and wondering if even just a few thousand in 1099 income would help establish the business intent.
Yes, moonlighting at an urgent care as a 1099 contractor would absolutely help establish business intent. Even just a few shifts generating a couple thousand dollars would create a much stronger case that you were genuinely engaged in business activity related to the insurance expense. The key is making sure you're actually classified as an independent contractor (receiving a 1099) rather than a part-time employee (W-2). As long as you have some legitimate 1099 income from medical work, you'll be in a much better position to justify the large deduction on Schedule C.
Hey just a heads up - I'm an accountant and have worked with physicians in similar situations. Make sure you consider the impact on self-employment taxes too. If you report the tail on Schedule C with zero or minimal income, you'll show a loss that will offset ordinary income but won't create SE tax. However, if your husband has SE income from real estate, your tail expense can't offset his SE tax since it's not related to his business. Each Schedule C is treated separately. You might want to run the numbers both ways (Schedule C loss vs. possibly amortizing the tail over multiple years if you do any 1099 work in the future) to see what makes the most sense for your specific situation.
Thank you so much for this insight! I hadn't even considered the self-employment tax angle. The more I think about it, the more I'm leaning toward filing Schedule C with the full expense. I actually do have some very minimal income (around $3K) from chart reviews I did while transitioning between jobs. That should help establish business intent, right? I'm thinking I'll use some combination of the advice here - documenting everything thoroughly, including my correspondence with the locums company about credentialing, and making sure I'm prepared in case of an audit. The tax savings between Schedule C vs. effectively no deduction on Schedule A is just too significant to ignore.
My advice based on personal experience: if these trusts have any significant assets or complexity, don't DIY this unless you're truly comfortable with trust taxation. I tried using TurboTax Business for a family trust last year and ended up making errors that required filing amended returns. The main issues I ran into were properly reporting investment expenses (some are deductible against trust income, others aren't after the tax law changes), correctly applying the high trust tax rates, and figuring out the accounting income vs. taxable income differences. Even with the software "guiding" me, I made mistakes because I didn't fully understand the underlying concepts.
How much did it end up costing to fix the mistakes? I'm trying to weigh the cost of hiring a pro versus doing it myself.
The direct cost to fix the mistakes wasn't huge - about $350 for a tax professional to prepare and file the amended returns. However, the real cost was the time and stress. It took almost 6 months to get everything sorted out with the IRS, including several follow-up letters and clarifications. The bigger issue was that I had to explain to family members why we received unexpected IRS notices, which was uncomfortable and made me look incompetent. Looking back, I would have gladly paid the $800-1200 that a professional would have charged originally to avoid all that hassle. Trust taxation has some unique rules that most DIY software doesn't explain well, even if it technically supports the forms.
I'm in a similar situation with a smaller family trust. Does anybody know if there's a big difference between the types of trusts when it comes to tax filing complexity? Mine is a revocable living trust if that makes any difference.
Huge difference! A revocable living trust typically doesn't require a separate tax return at all - the income is usually just reported on the grantor's personal return (Schedule E). The trust you're describing is likely what's called a "grantor trust" for tax purposes. What OP is describing sounds like irrevocable trusts that are separate taxpaying entities requiring Form 1041 returns. Those are much more complex.
This happened to me last year - turns out the company was trying to avoid paying their portion of employment taxes by treating their real employees as contractors, but then messed up and sent W-2s instead of 1099s! Make sure you have written contracts that clearly state you're an independent contractor. Also double check that you meet the IRS criteria for contractor status: - You control when and how you work - You use your own equipment - You work for multiple clients - You're not supervised day-to-day - You can make profit or loss If a company is controlling too many aspects of your work, they might correctly classify you as an employee even if you have your own business.
What if your contract says you're a contractor but the company treats you more like an employee (making you work specific hours, etc)? Does the contract override how they actually treat you?
The contract doesn't override reality. The IRS looks at the actual working relationship, not just what the paperwork says. This is called the "economic reality test." If a company is controlling when, where, and how you work, requiring you to work certain hours, closely supervising you, providing equipment, and treating you like an employee in practice, the IRS will consider you an employee regardless of what your contract says. Many companies try to save money by misclassifying employees as contractors, but the actual working relationship is what matters.
Has anyone tried filing Form SS-8 to get the IRS to make a determination on worker status? I'm in the same situation and thinking about just going straight to the IRS rather than arguing with these companies anymore.
I filed SS-8 last year. Takes FOREVER (like 6-8 months) to get a determination, but when I finally did, the company had to reclassify me and pay all the back employment taxes. They weren't happy lol but it solved the problem permanently.
I asked my HR about this last yr and they said sometimes it looks like more taxes are taken because they also take the regular deductions from your bonus (health insurance, 401k, etc). So check ur bonus stub carefully to see what's actually being taken for taxes vs other stuff. Might explain why it feels like more than 22%!
Pro tip: if you want less tax withheld from your bonus, increase your 401k contribution just for that paycheck if your company allows it. I put 50% of my bonus straight into 401k last year and it lowered my taxable income. Double win!
Something nobody mentioned - if you get your bonus in a different calendar year, it can affect which tax year it counts for. My company pays year-end bonuses in January, so they count for the new tax year, not the year the bonus was earned for. Worth keeping in mind for planning purposes!
This is actually a really important point! My bonus pushed me into a higher tax bracket last year because it came in December. If it had come in January, my tax situation would have been completely different. Timing matters!
Amina Toure
Random tip for 1040NR filers that helped me: If you're confused about treaty benefits, there's a free IRS Publication 901 "U.S. Tax Treaties" that breaks down the basics for each country. I found it way more understandable than trying to read the actual treaty text. Also, don't forget that as a non-resident, you might not be eligible for certain tax credits like the standard Earned Income Credit. I made that mistake my first year and had to file an amended return.
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Oliver Zimmermann
ā¢Is Publication 901 updated for 2024 yet? I checked a few weeks ago and they still had the 2023 version online. Also, do you know if non-residents can claim education credits like the American Opportunity Credit? I took some classes last year.
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Amina Toure
ā¢You're right that the official IRS website still has the 2023 version, but they don't typically update Publication 901 every year - only when treaty provisions change significantly. The 2023 version should still be applicable for most countries for your 2024 taxes. For education credits, non-resident aliens generally cannot claim the American Opportunity Credit. However, if you're from certain countries with specific education provisions in their tax treaties (like China, India, or several European countries), you might qualify for different education-related benefits. You'll need to check the specific article in your country's treaty that addresses students or education expenses.
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Natasha Volkova
Does anyone know if we can e-file 1040NR? I tried using FreeTaxUSA but it didn't support non-resident forms, and I really don't want to paper file and wait months for a refund.
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Javier Torres
ā¢Yes, you can e-file a 1040NR but not with every software. I used OLT.com (OnLine Taxes) last year and was able to e-file my non-resident return. Sprintax also supports e-filing for 1040NR. Most free options don't support it though.
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