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One thing nobody's mentioned yet - make sure you're classifying your workers correctly! The IRS has been cracking down on misclassification of employees as contractors. If you're controlling when, where, and how they work, they might actually be employees who need W-2s instead of 1099-NECs. Penalties for misclassification can be huge, including back taxes, interest, and additional fines. If you're not 100% sure about your classifications, it might be worth consulting with a tax professional before you submit anything.
This actually has me worried now. We have a few people who work pretty regularly for us but we've always considered them contractors. Is there a simple test to determine if someone should get a W-2 vs a 1099-NEC?
The IRS looks at three main categories: Behavioral Control (do you control how they work?), Financial Control (do they have opportunity for profit/loss?), and Relationship Type (written contracts, benefits, permanency of relationship). A good rule of thumb is if you control WHEN and HOW someone does their work, provide their tools/equipment, and they work exclusively for you over a long period, they're more likely to be classified as an employee. If they control their own schedule, use their own methods/equipment, and work for multiple clients, they're more likely to properly be classified as a contractor.
Has anyone used TaxBandits for 1099-NECs? My accountant recommended it but wondering if it's user-friendly for someone who's never done this before.
Something important that hasn't been mentioned yet - the IRS actually has a specific "9 factors test" they use to determine if an activity is a hobby or business: 1. Whether you carry on the activity in a businesslike manner 2. Your expertise (or your advisors') 3. The time and effort you spend on it 4. Whether assets used may appreciate in value 5. Your success in similar activities 6. Your history of income or losses 7. The amount of occasional profits earned 8. Your financial status (if you have other income sources) 9. Elements of personal pleasure/recreation From what you described, you have more hobby factors (personal pleasure, not your main income, not conducted in a super businesslike way), but documenting expenses and showing intent to make profit over time might push you toward business territory if you want that classification.
This is super helpful, thank you! Looking at these factors, I'm definitely more on the hobby side. My financial records are pretty basic, I primarily do it for enjoyment, and the income is small compared to my day job. One more question - if I do decide to formally track this as a hobby on my taxes, should I be keeping receipts for all my bonsai-related purchases even though I can't deduct them? Just in case the IRS ever has questions?
Good question! Yes, I would recommend keeping basic records of both your sales and expenses, even though you can't deduct the expenses for a hobby. This serves two important purposes: First, if the IRS ever questions whether this is truly a hobby, your records can help demonstrate the financial reality of your activity. Second, if you eventually transition to business status, having historical records will be valuable. Also, while you can't deduct hobby expenses against hobby income anymore (thanks to the Tax Cuts and Jobs Act), keeping track of expenses helps you understand the true economics of your activity. Just keep it simple - a basic spreadsheet and a folder for receipts should be sufficient. No need for elaborate bookkeeping if it's truly just a hobby.
Anyone know if selling plants online through Etsy changes the hobby/business determination? I've been propagating houseplants (not bonsai but similar concept) and selling about $1500/year through Etsy. They sent me a 1099-K last year and I didn't know what to do with it.
Getting a 1099-K means Etsy is reporting that income to the IRS, so you definitely need to report it on your tax return. Starting in 2022, platforms like Etsy are required to issue 1099-Ks for $600+ in sales (used to be $20k). This doesn't automatically make your activity a business, but it does mean the IRS knows about the income. You'd still apply the same hobby vs business tests others mentioned. If it's a hobby, report on Schedule 1 (Other Income). If business, Schedule C.
Has anyone tried calling the IRS Practitioner Priority Service? I know it's supposed to be for tax professionals, but I've heard some regular people have success getting through that way. The number is 1-866-860-4259.
DON'T do this unless you're an actual tax professional with a CAF number. They will ask for your credentials and if you can't provide them, they'll just transfer you back to the regular line and you've wasted your time. They've gotten stricter about this in the last year.
Honestly after trying ALL of these methods with mixed results, I've found that sending a secure message through my IRS online account works better than calling for many issues. Not as immediate as a phone call, but I usually get a response within 3-5 business days, and it avoids the whole phone nightmare completely. You have to create an account at IRS.gov if you don't already have one (which requires some verification steps), but once you're in, you can send messages about specific tax issues and even upload documents if needed. Has saved me so much time and frustration!
I used to work for a state benefits agency (not federal, but similar systems). Just want to clarify something - these cross-checks have actually been happening for years, just not systematically or efficiently. The DOGE initiative is mainly about automating and improving what was already supposed to be happening. The biggest issue we saw wasn't people deliberately committing fraud, but honest mistakes in how income was reported or categorized. Like someone would forget to include certain types of income on their benefits application but would report it correctly on taxes, or vice versa. My advice: keep good records of EVERYTHING. If you get flagged for review, don't panic - just be ready to explain any discrepancies with documentation.
Should people proactively contact their benefits offices about potential discrepancies, or just wait to see if they get flagged?
Generally, it's better to wait until you're contacted unless you realize you've made a significant error that would affect your eligibility. The verification systems are designed to filter out minor discrepancies, and proactively contacting benefits offices often just creates confusion when there might not be an issue. If you do discover you've made a major reporting error that would affect your eligibility, then yes, you should contact the appropriate office to correct it. But for small differences in how income is categorized or reported, the cross-referencing systems typically have thresholds for what triggers a review.
Does anyone know which federal benefits are being included in this DOGE initiative? Is it just income-based programs like SNAP and TANF, or does it include Social Security retirement and disability too?
Jamal Harris
Your second guess is spot on. When you start a job mid-year, payroll systems calculate withholding as if you're making that same amount for the full year. So your actual annual projected income is lower, hence lower withholding. Easiest fix? Use the IRS Withholding Calculator online to check if you're on track. If needed, you can submit a new W-4 to your employer requesting additional withholding. Just put the extra amount you want withheld per paycheck in Box 4(c). For next year, once you've both worked at your jobs for the full year, your withholdings should naturally align better. But I always recommend doing a mid-year withholding checkup anyway.
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Nia Wilson
β’Thanks for confirming my suspicion! I used the calculator and it's showing we might be slightly underwithholding overall. Is it better to adjust both our W-4s slightly or just have one of us make a bigger adjustment? Does it matter which approach we take?
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Jamal Harris
β’Either approach works from a tax perspective - the IRS doesn't care which spouse has the withholding as long as your household total is correct. For simplicity, I'd recommend just having one person make the adjustment - usually the higher earner or whoever has the more stable income. Remember that if your incomes are fairly high, the "married" withholding tables assume that one spouse might not work, so with two similar high incomes, you might need more withholding than the standard tables suggest. The calculator should account for this, but it's always good to recheck your withholdings around June each year to make sure you're on track.
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GalaxyGlider
Random tip that helped my wife and me - we both selected "Married but withhold at higher Single rate" on our W-4s since we make similar salaries. This automatically adjusts for the fact that both of us work. Then at the end of each quarter, we do a quick check using an online calculator to see if we're on track. The old W-4 used to have allowances which was confusing af. The new one is better but still not perfect. Married couples with similar incomes often need to withhold extra to avoid an unpleasant surprise at tax time.
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Mei Wong
β’Is this still the best approach with the redesigned W-4? I thought the new form was supposed to fix these issues with the two-earner worksheet?
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