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This thread has been so enlightening! I'm relatively new to running an online business (started my handmade candle shop about 6 months ago) and PayPal fees have been one of those things keeping me up at night wondering if I'm handling them correctly. Reading through everyone's experiences, I now understand that I should be reporting the full transaction amount as income and then deducting the PayPal fees as a separate business expense on Schedule C. The analogy comparing PayPal fees to other business expenses like shipping or materials really helped it click - you wouldn't subtract those costs from your gross sales, so PayPal fees should be treated the same way. I've been using a basic spreadsheet to track everything, but after seeing the recommendations for PayPal's Financial Summary report and various accounting software options, I think it's time to upgrade my system. The idea of PayPal automatically generating a breakdown of gross payments versus fees sounds like it would save me hours of manual calculations. One question for the group - when you're deducting PayPal fees on Schedule C, do you lump all payment processing fees together in one line item, or do you separate them by platform if you use multiple processors? I also use Venmo for some local sales and wasn't sure if they should all go together or be itemized separately. Thanks to everyone for sharing their real experiences and especially to the CPA who provided professional confirmation. This community has been invaluable for helping me navigate these tax questions as a small business owner!
Welcome to the small business world! Your candle business sounds amazing - there's something special about handmade products. Regarding your question about lumping payment processing fees together vs. separating them - you can actually do either approach and both are acceptable to the IRS. I personally keep all my payment processing fees (PayPal, Stripe, Venmo, etc.) in one line item under "Commissions and fees" on Schedule C because they're all essentially the same type of business expense. It makes the paperwork cleaner and easier to track. However, if you want more detailed records for your own business analysis, you could certainly break them out separately. Some people like to see exactly how much each platform is costing them to help make decisions about which payment methods to promote to customers. Just make sure whatever method you choose, you're consistent with it year over year. The key thing you've already grasped from this thread - track everything gross and deduct fees separately. Whether those fees are in one bucket or multiple buckets is really just a personal preference for record-keeping. Keep up the great work getting your systems organized early in your business journey!
This thread has been incredibly helpful for understanding PayPal fee reporting! I'm just starting my third year running a small Etsy shop selling vintage items, and I've been confused about this exact issue. Reading through everyone's experiences, it's clear that reporting the full transaction amount as gross income and then deducting PayPal fees separately on Schedule C is the way to go. What really helped me understand this was the analogy someone made about PayPal being just another business service provider - you wouldn't subtract your shipping or packaging costs from your reported income, so PayPal fees should be treated the same way. I've been manually tracking everything in a basic spreadsheet, but after seeing the recommendations for PayPal's Financial Summary report, I'm definitely going to try that. The idea of having PayPal automatically generate a breakdown of gross payments versus fees could save me so much time during tax prep. One thing I wanted to add for other Etsy sellers - don't forget that Etsy also takes transaction fees and payment processing fees on top of PayPal's fees. All of these are deductible business expenses, so make sure you're tracking both Etsy's fees AND PayPal's fees separately. It can get complicated when you have multiple fee layers, but they're all legitimate business expenses. Thanks to everyone for sharing their real-world experiences, especially the CPA who confirmed this approach is correct. This community is so valuable for small business owners trying to navigate tax questions!
Great point about Etsy's layered fees! As someone who's been considering expanding to Etsy from just my own website, I hadn't realized there would be multiple fee structures to track. That definitely adds complexity to the bookkeeping side of things. Your vintage shop sounds really interesting! I'm curious - do you find that the Etsy fees plus PayPal fees make a significant dent in your profit margins compared to direct sales? I've been hesitating to list on Etsy because of the additional fee layer, but maybe the increased exposure makes up for it. The point about treating all these fees as separate deductible business expenses is so important. It sounds like for Etsy sellers, you'd need to track: (1) Etsy listing fees, (2) Etsy transaction fees, (3) Etsy payment processing fees, AND (4) any PayPal fees if customers choose that payment method. That's a lot of different fee categories, but at least they're all legitimate business deductions! Thanks for adding that perspective - it's helpful to hear from someone who's dealing with multiple platforms and fee structures. The more complex the setup, the more important it becomes to have good systems in place for tracking everything properly.
I'm also navigating this exact same situation with my LLC partnership, so this thread has been incredibly helpful! One additional consideration I wanted to mention - make sure you're thinking about state franchise taxes and fees when making the S-Corp election. In some states, LLCs and S-Corps have different annual filing requirements and fees. For example, in Texas, LLCs pay a franchise tax based on revenue while S-Corps are generally exempt from franchise tax but have different filing requirements. The federal tax savings from S-Corp status could potentially be offset by higher state-level costs depending on where you're located. Also, regarding the reasonable compensation discussion - I've been told by my CPA that the IRS looks not just at salary amount but also at the frequency of payments. You can't just pay yourself a lump sum salary at year-end; it needs to be regular payroll with proper withholdings throughout the year. This is another administrative consideration to factor into your decision-making process. Has anyone dealt with converting existing independent contractor relationships to employee status after making the S-Corp election? I'm wondering if this creates complications with clients who are used to receiving 1099s from us.
Great point about state-level considerations! I hadn't thought about the franchise tax differences between LLCs and S-Corps. This is definitely something worth researching before making the election. Regarding the independent contractor relationships, this is actually a really important issue that doesn't get discussed enough. Once you elect S-Corp status, you as an owner become an employee of the S-Corp, which means you'll receive W-2s instead of 1099s. However, this shouldn't affect your business relationships with clients - your LLC/S-Corp will still issue 1099s to any independent contractors you pay, and clients will still issue 1099s to your business entity for services performed. The key distinction is between you as an individual (who becomes an employee of your own S-Corp) versus your business entity (which maintains the same client relationships). Your clients should continue treating your business the same way - they'll still send 1099s to your LLC's EIN, not to you personally. One thing to be aware of though - if you have any clients who currently issue 1099s directly to you as an individual rather than to your LLC, you'll want to update that information with them to ensure proper reporting flows through your business entity.
This is such a comprehensive thread! As someone who just formed an LLC partnership myself, I'm learning so much from everyone's experiences. One thing I wanted to add that I learned from my attorney during formation - make sure your LLC operating agreement doesn't have any provisions that conflict with S-Corp taxation before filing Form 2553. Some LLC operating agreements include specific tax elections or distribution requirements that might not align with S-Corp rules. For example, if your operating agreement requires distributions based on capital contributions rather than pro-rata ownership, this could create issues with S-Corp requirements for equal treatment of shareholders. Also, I noticed several mentions of missed deadlines and late election relief. Something my CPA emphasized is that if you do need to request late election relief, the IRS wants to see that you operated as if the election was in effect during the period in question. This means filing as an S-Corp on your tax returns even before receiving approval, which feels counterintuitive but apparently strengthens your reasonable cause argument. The reasonable compensation discussion has been really eye-opening too. I hadn't realized how thoroughly you need to document your salary research. It sounds like treating it seriously from day one is much easier than scrambling during an audit.
This is exactly the kind of detail I was hoping to find! The point about LLC operating agreements potentially conflicting with S-Corp taxation is something I never would have thought to check. I'm going to review our operating agreement this week to make sure we don't have any problematic clauses. The advice about operating as if the election was in effect even before approval is fascinating - and honestly a bit nerve-wracking. It makes sense that it would strengthen your reasonable cause argument, but filing S-Corp returns without official approval feels like a leap of faith. Did your CPA mention any specific risks or downsides to this approach if the relief request gets denied? I'm also curious about the timeline for operating agreement amendments if changes are needed. Should we get that sorted before filing Form 2553, or can it be done concurrently? I want to make sure we're not creating any unnecessary complications in the approval process.
FYI everyone, banking gets complicated too! When I moved to Canada but kept working for my US employer, I maintained US bank accounts for direct deposit. Just remember that Canadian residents must report foreign accounts on Form T1135 if the total cost of all foreign assets exceeds CAD $100,000. Also, Canadian banks may limit services for US citizens due to FATCA reporting requirements. I had to shop around to find a bank comfortable with my dual-status situation.
Great question about dual citizenship vs permanent residency! From a tax perspective, there's actually no difference - both Canadian citizens and permanent residents are taxed on worldwide income once they establish Canadian tax residency. The key factor is where you're considered a resident for tax purposes, not your citizenship status. What matters more is establishing your "tax residency" date in Canada, which is typically when you move and establish significant residential ties (home, spouse/family, personal property). This date determines when you start filing Canadian tax returns and claiming foreign tax credits. One thing to watch out for with your $95K income: make sure you understand the timing of when to start claiming Canadian residency. If you move mid-year, you might be able to optimize which country gets primary taxing rights for that transition year. Also, don't forget about potential state tax obligations - some states like California are notoriously difficult to escape from a tax perspective even after you move to Canada. The Foreign Tax Credit should handle most of the double taxation, but you'll want to run the numbers carefully since Canadian tax rates vary significantly by province. Your effective tax rate in Canada could be higher or lower than what you're currently paying in the US depending on which province you choose!
This is really helpful info! I'm just starting to research this whole process and feeling pretty overwhelmed. When you mention "establishing significant residential ties" - what exactly counts as that? I'm planning to rent an apartment initially rather than buy, and I don't have a spouse or family to bring with me. Would things like getting a Canadian driver's license, opening local bank accounts, and registering for healthcare be enough to establish tax residency? Also, do you know if there's a minimum number of days I need to be physically present in Canada during that first year to qualify as a tax resident?
This is a frustrating situation that unfortunately highlights gaps in how many tax offices handle identity verification. Since you own multiple properties and there's another Thomas Wilson who also owns multiple properties in the same county, the tax office really should have been more careful about verification. Here's what I'd recommend based on similar cases I've seen: 1. **File a formal written complaint** with your county's Board of Supervisors or equivalent governing body. Include all documentation showing you requested your bill by name and address, and that they provided the wrong one. 2. **Request an "erroneous payment transfer"** - this is different from a refund and specifically addresses payments made to the wrong account due to administrative error. Most counties have procedures for this even if front-line staff don't know about them. 3. **Document the systemic problem** - emphasize that their identification process failed when dealing with common names and multiple property owners. This isn't just about your money, it's about preventing this from happening to others. 4. **Consider small claims court** as a last resort if administrative remedies fail. You have documentation that you requested your specific bill and they provided the wrong one. The key is framing this as their procedural failure rather than just a payment mix-up. Good luck!
This is really helpful advice, especially the point about framing it as a procedural failure. I'm curious though - when you mention "erroneous payment transfer," is that something I should ask for by that exact name? Or do different counties use different terminology? I want to make sure I'm using the right language when I contact them so they can't just brush me off again. Also, do you think it's worth trying to get in touch with the other Thomas Wilson before going the formal complaint route? Part of me thinks he might be sympathetic since it could easily happen to him too, but I'm also worried about opening up a can of worms by involving a third party in what should really be the tax office's responsibility to fix.
Different counties may use slightly different terminology, but "erroneous payment transfer" or "misdirected payment correction" are common terms. You could also ask about their "payment error resolution process" if they don't recognize the first terms. The key is being specific that this wasn't a voluntary payment to the wrong account - it was an administrative error on their part. Regarding contacting the other Thomas Wilson, I'd actually recommend trying the formal channels first. Here's why: if you contact him directly and he's cooperative, great - but if he's not, or if there are complications, it could actually weaken your position with the tax office. They might then try to make it "a dispute between taxpayers" rather than taking responsibility for their error. The tax office created this problem by not properly verifying your identity when you specifically requested your bill. Let them solve it through official channels first. If those fail, then you could consider reaching out to the other property owner as a last resort. Also, when you do contact the tax office, emphasize that you asked for "my property tax bill" using your name and address, not just "a bill for Thomas Wilson." This distinction matters for establishing their duty to provide the correct information.
I work in municipal finance and see these kinds of mix-ups more often than you'd expect, especially with common names. The frustrating part is that many tax office clerks don't fully understand the procedures for correcting these errors, which is why you're getting the runaround. A few additional points to consider: First, most states have laws requiring tax offices to maintain reasonable identification procedures when accepting payments. When you specifically requested YOUR bill and they handed you someone else's, that's a failure of their verification process, not your mistake. Second, you mentioned paying in cash - make sure you have a receipt showing the date, amount, and any property identifiers. This documentation will be crucial for any formal complaint process. Third, if the informal approaches don't work, consider contacting your state's Department of Revenue or equivalent agency. They often have oversight authority over local tax collection procedures and can intervene when counties aren't following proper protocols. The bottom line is that you shouldn't be financially penalized for their administrative error. Keep pushing back - this is absolutely their responsibility to correct, not yours to just accept.
This is exactly the kind of insight I needed to hear from someone who actually works in the system! You're absolutely right that this feels like I'm being penalized for their mistake. I do have the receipt showing the payment date and amount, though I'm not sure if it has the property identifiers on it - I'll need to dig it out and check. The point about state oversight is really interesting. I hadn't thought about going above the county level, but if they have authority over local tax collection procedures, that could be a powerful lever. Do you know if there's typically a formal complaint process at the state level, or is it more informal outreach? Also, when you mention "reasonable identification procedures," is there a standard I can point to? It would be helpful to have specific language about what they should have done differently when I requested my bill.
Amina Sy
Random question - does anyone know if the implant maintenance costs are also deductible? Like special cleaning tools, follow-up visits, etc.? I'm about to get implants too and wondering about ongoing expenses.
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Oliver Fischer
ā¢Yes! Maintenance costs for medical devices/treatments are typically deductible too as long as they're medically necessary. My mom has implants and deducts her special cleaning supplies and checkups every year.
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Dyllan Nantx
Just wanted to add my experience for anyone else considering this - I claimed dental implants on my 2024 return and it went through without any issues. The key was having really good documentation from my dentist explaining the medical necessity (I had lost teeth due to an accident). One thing I learned: keep track of ALL related expenses, not just the implant surgery itself. I was able to deduct the initial consultations, X-rays, bone grafting procedure, temporary dentures during healing, and even mileage to/from appointments. It all added up to a significant deduction that made the financial hit a bit easier to handle. Also, if you're planning the procedure, consider timing it strategically across tax years if possible. If you know you'll have high medical expenses in a given year that will easily exceed the 7.5% AGI threshold, it might make sense to bunch procedures together to maximize the deduction benefit.
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Diego Fisher
ā¢That's really helpful about tracking ALL the related expenses! I hadn't thought about things like mileage and temporary dentures being deductible too. Quick question - did you need separate receipts for everything or was your dentist able to provide one comprehensive breakdown? I'm trying to get organized before I start this process and want to make sure I don't miss anything that could help offset these costs.
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