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One thing that confuses me about all this startup cost talk - if you start "marketing" but have no revenue for the year, don't you just end up carrying those losses forward anyway? What's the benefit of starting to recognize these expenses earlier if you have no income to offset?
There can actually be significant tax benefits. If you have other income sources (like a job), you might be able to deduct business losses against that income, depending on your situation and how your business is structured. This is especially relevant with an LLC that's taxed as a sole proprietorship.
Great question about startup costs vs business beginning! I went through this exact situation with my consulting LLC. The key insight that helped me was understanding that "business beginning" isn't about making your first sale - it's about when you start actively pursuing customers or clients. In my case, I had been developing my service offerings for months, but the IRS considers my business to have "begun" when I started networking events, created business cards, and launched my website - even though my first paid client didn't come for another 3 months. Since you mentioned you're planning to start selling "sometime next year," I'd suggest documenting any activities you're doing now that show you're preparing to generate revenue. Things like trademark applications, building a website, creating marketing materials, or establishing supplier relationships can all indicate your business has begun operations. One practical tip: keep a detailed timeline of all your business activities. This documentation becomes crucial if you ever need to justify to the IRS when your business actually began. The clearer your timeline, the stronger your position for claiming those startup deductions.
This is really helpful! I'm in a similar situation where I've been developing my product but haven't started selling yet. Your point about documenting activities that show you're preparing to generate revenue is spot on. I've been keeping receipts but not really tracking the timeline of when I started different business activities. Quick question - when you mentioned trademark applications and supplier relationships, did those count toward your "business beginning" date even if they were just preliminary discussions or applications in progress? I'm wondering if I need to wait until things are fully finalized or if starting the process counts. Also, did you end up being able to deduct your full startup costs in that first year, or did some of them need to be amortized?
This happened to my sister two years ago! Her preparer made the same mistake and she almost lost out on about $3,800. Here's what worked for her: 1. **Calculate the exact difference first** - Use tax software or the IRS withholding calculator to see what you should have gotten with HOH status 2. **File Form 1040-X immediately** - Don't wait for the original return to finish processing completely. You can file the amendment once it's accepted 3. **Keep detailed records** - Save copies of everything and document the preparer error 4. **Consider asking your preparer to cover amendment fees** - If they made the error, they should help fix it at no cost to you The processing time for amendments is brutal right now (4-5 months), but you'll get the full difference plus interest. Just make sure you qualify for HOH - you need to have paid more than half the household expenses and have a qualifying dependent who lived with you for more than half the year. Hope this helps and sorry you're dealing with this stress!
This is really helpful advice! I'm in a similar situation and wondering about the timeline. You mentioned your sister filed the amendment before the original return finished processing - did that cause any complications with the IRS system? I've heard conflicting advice about whether to wait or file immediately. Also, did she have any trouble getting her preparer to acknowledge the mistake and help with the amendment process? Some preparers seem to get defensive about errors.
I went through this exact situation last year and it was a nightmare! My preparer filed me as Single instead of Head of Household and it cost me nearly $2,800 in refund money. Here's what I learned: **The good news:** Yes, you can absolutely fix this with Form 1040-X **The bad news:** It's going to take forever to get your money What really helped me was creating a side-by-side comparison of what I filed vs. what I should have filed. The difference wasn't just the standard deduction - it affected my tax bracket, Child Tax Credit, and even my state return. **Pro tip:** Keep harassing your preparer about this. Mine initially tried to brush it off as "no big deal" until I showed them the $2,800 difference. They ended up preparing the amendment for free and even paid the overnight shipping costs. The amendment took 18 weeks to process (this was last summer), but I did get interest on the additional refund which was a nice bonus. Start the process now though - don't wait for the original return to fully process. The IRS can handle both simultaneously. Good luck and definitely find a new preparer for next year! This kind of basic error is unacceptable.
One thing I wish I had known earlier - make sure you're tracking your time spent on your Poshmark business! The IRS uses this to determine if you qualify as a business vs. hobby. If they classify it as a hobby, you can't deduct expenses that exceed your income. Keep a simple log of hours spent sourcing, photographing, listing, packaging, and shipping. This documentation helps establish that you're running a legitimate business with profit motive, not just casually selling items. The "hobby loss rule" can be a real problem for resellers if you have a loss year or the IRS decides to audit. Also, since you mentioned setting up better tracking for this year - consider opening a separate business checking account even if you're not formally incorporated. It makes record-keeping so much cleaner and shows the IRS you're treating this as a real business operation.
This is really valuable advice about the hobby vs. business classification! I had no idea that time tracking could be so important for tax purposes. How detailed does the time log need to be? Like do I need to track it down to the minute, or is general time blocks sufficient? And for someone just starting out with better record keeping, would a simple spreadsheet work or do you recommend specific apps for tracking business hours?
Great question about record keeping! A simple spreadsheet is absolutely sufficient for tracking your business hours - you don't need fancy apps or minute-by-minute precision. I track mine in 15-30 minute blocks which works well for IRS purposes. For your time log, include columns for: Date, Activity (sourcing, listing, shipping, etc.), Start/End times, and total hours. The IRS mainly wants to see that you're spending substantial and regular time on the business, showing profit motive rather than casual hobby activity. Regarding the separate business checking account that QuantumQuasar mentioned - this is excellent advice even for sole proprietors. Most banks offer simple business checking accounts, and it makes your Schedule C preparation so much easier when all business income and expenses flow through one dedicated account. It also strengthens your position if the IRS ever questions whether you're operating a legitimate business. One more tip: since you're already organizing last year's receipts, consider scanning them or taking photos as backups. Physical receipts can fade or get damaged, and having digital copies stored securely gives you extra protection for potential audits.
I've been dealing with a similar situation in my S Corp. One thing I'd add to the excellent advice here is to make sure you're consistent with how you handle these premiums throughout the year, not just at year-end. We set up our payroll system to add the health insurance premiums to our W-2 wages each pay period (subject to income tax but not FICA), rather than waiting until December to make one big adjustment. This gives a more accurate picture of our actual compensation throughout the year and avoids any potential issues with quarterly estimated tax payments. Also, regarding the equity concern with your partner - we addressed this by having our attorney draft language in our shareholder agreement that specifically states how health benefits are handled. It clarifies that the company provides health insurance coverage to all shareholders regardless of premium cost, which removes any ambiguity about one partner subsidizing the other's coverage. This protects both partners if ownership changes in the future.
That's really helpful advice about handling the premiums throughout the year rather than as a year-end adjustment. I hadn't thought about the quarterly estimated tax implications, but you're absolutely right that it would give a more accurate picture for tax planning purposes. The shareholder agreement language sounds like a smart approach too. Did your attorney have any specific recommendations about what to include beyond just stating that coverage is provided regardless of cost? I'm wondering if there are other potential scenarios we should address while we're updating our documentation.
One important consideration that hasn't been mentioned yet is the timing of when you establish your health insurance policy through the S Corp. The IRS requires that the health insurance plan be "established under" the business for shareholders to qualify for the self-employed health insurance deduction. This means if you currently have individual policies that you're personally paying for, you can't simply have the S Corp reimburse you and get the tax benefits. The corporation needs to either be the policyholder or have a formal arrangement where it pays the premiums directly to the insurance company. Also, make sure you're not mixing this benefit with any health savings account (HSA) contributions if you have high-deductible health plans. The tax treatment can get complicated when you combine S Corp health insurance benefits with HSA contributions, so you'll want to coordinate these carefully to maximize your tax advantages. The unequal premium amounts between you and your partner really isn't uncommon - family vs. individual coverage naturally creates different costs, and the IRS doesn't expect or require equal dollar benefits for equal ownership percentages.
This is really important information about the policy establishment requirement. I'm actually in this exact situation - we have individual policies that we've been personally paying for, and I was hoping we could just have the S Corp start reimbursing us. So if I understand correctly, we'd need to either transfer the policies to the corporation as the policyholder, or set up a new arrangement where the corp pays premiums directly to our insurance company? Also, regarding HSAs - we both have high-deductible plans and have been contributing to HSAs. Are you saying there could be issues if the S Corp starts paying our health insurance premiums while we're also making HSA contributions? I'd hate to mess up our HSA eligibility by trying to optimize the health insurance tax treatment.
Elijah O'Reilly
For most people starting their first job, your TIN is just your Social Security Number - no need to overthink it! I remember being confused about this exact same thing when I was filling out my W-4 for my first job. The term "TIN" sounds so official and different, but it's really just the IRS's way of referring to any number they use to identify taxpayers. Since you mentioned this is for a new job, you'll definitely want to use your SSN. Just make sure you double-check the number before submitting - those 9 digits are pretty important to get right!
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Abby Marshall
ā¢This is such good advice! I wish someone had told me this when I was starting out. I remember staring at that W-4 form for way too long trying to figure out what a TIN was. It's one of those things that seems super complicated until someone explains it's literally just your social security number. The IRS really could make their terminology more beginner-friendly instead of using all these acronyms that make everything sound scarier than it actually is.
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Emma Davis
Just wanted to chime in as someone who recently went through this same confusion! When I was filling out my employment paperwork, I panicked thinking I needed some special taxpayer ID number that I didn't have. Turns out for regular employees like us, your TIN is literally just your Social Security Number - nothing fancy or complicated about it. The confusion comes from the fact that the IRS uses "TIN" as an umbrella term for all the different types of tax identification numbers (SSN, EIN, ITIN, etc.), but for most American workers, it's always going to be your 9-digit SSN. So you can confidently put down your social security number wherever it asks for your TIN on job paperwork. Hope this helps ease your mind - it's definitely not a dumb question when the terminology is so unclear!
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