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Slightly different perspective here - have you considered just separating out the sales tax on your invoices/receipts instead of absorbing it? There are a few benefits: 1. Customers actually expect to see sales tax added separately 2. It's WAY easier for accounting/bookkeeping 3. You don't cut into your profit margins 4. Avoids all this tax deduction confusion When I switched from inclusive to exclusive pricing, my sales didn't drop at all - turns out customers are used to seeing the tax added at checkout. Just something to consider as a simpler solution to your problem.
This is what I do in my business and it's so much cleaner. Plus you can clearly show customers that the tax isn't your money - you're just collecting it for the state. Transparency helps everyone.
I've been dealing with this exact same issue in my small business! After reading through all these responses, I'm convinced that backing out the sales tax from gross receipts is definitely the right approach rather than trying to deduct it as an expense. One thing I'd add is to make sure you're also considering multi-state sales tax rules if you sell online. I got caught off guard when I started selling to customers in other states and didn't realize I had economic nexus obligations in some of them. Each state has different thresholds for when you need to start collecting and remitting sales tax. Also, if you're doing craft shows or farmer's markets across state lines, you might need temporary sales tax permits in those states. I learned this the hard way when a show organizer informed me I needed to collect local sales tax for that jurisdiction. The good news is once you get your system set up correctly to separate the tax component from your actual sales revenue, quarterly filings become much more straightforward. I use a simple spreadsheet that automatically calculates the breakdown, and it's saved me so much headache compared to when I was trying to figure out deductions.
Great point about multi-state sales tax! I'm just getting started with my craft business and hadn't even thought about selling across state lines yet. How did you figure out which states you had nexus in? Is there a threshold amount of sales before you need to worry about it, or does it kick in immediately once you sell to someone in another state? Also, when you mention temporary permits for craft shows - do the show organizers usually help with that information, or did you have to research each location yourself? I'm planning to do some shows this summer and want to make sure I don't get caught off guard like you did!
This is such a helpful thread! I'm a newcomer here and had no idea there were different rules for different payment methods. I've been doing all my charitable giving through my bank's bill pay system (which I think is ACH) and just assumed it counted when I scheduled the payment. Reading through all these responses, it sounds like I need to be much more strategic about timing if I want donations to count for a specific tax year. The tip about using credit cards for year-end donations is brilliant - I never thought about that workaround. For anyone else who's new to this like me, it seems like the key takeaway is: ACH/bank transfers = when money actually leaves your account, checks = when you mail them (as long as they clear), credit cards = when charged. Definitely going to bookmark this discussion for reference! Quick question - do apps like Venmo or PayPal for donations follow the ACH rules or do they have their own timing requirements?
Great question about Venmo and PayPal! From what I understand, these typically follow similar rules to ACH transfers - the donation counts when the money actually processes and leaves your linked account, not when you hit "send" in the app. However, it can get tricky because some of these apps have instant transfer options while others take a few business days to process. I'd recommend checking your bank statement to see exactly when the funds were debited - that's usually the date that matters for tax purposes. Also worth noting that for tax documentation, you'll want to make sure you get proper receipts from the charity, not just your Venmo/PayPal transaction record. The IRS wants acknowledgment from the receiving organization, especially for larger donations. Welcome to the community! These timing rules definitely caught me off guard when I first learned about them too. It's one of those things they don't really teach you until you run into it yourself.
This is such a valuable discussion! As someone new to this community, I had no idea about these different timing rules for charitable donations. I've been making year-end donations through my bank's online bill pay thinking they'd count for the current tax year, but now I realize I need to pay attention to when they actually process. The distinction between payment methods is really helpful - I never knew that credit card donations count when charged versus ACH transfers counting when processed. That credit card tip for year-end donations is genius for tax planning purposes! One follow-up question: if I have recurring monthly donations set up through ACH, do I need to track each individual monthly transfer's processing date? Or is there a simpler way to handle regular recurring donations for tax purposes? I imagine tracking 12 separate donations per charity could get pretty tedious come tax time. Thanks to everyone for sharing their experiences and knowledge - this is exactly the kind of practical tax advice that's hard to find elsewhere!
Welcome to the community! For recurring monthly donations via ACH, you'll still need to track each processing date individually since they can sometimes process on different dates than scheduled (weekends, holidays, etc.). However, most banks and charities make this easier by providing year-end summaries. I'd recommend downloading your bank statements at year-end and highlighting all the charitable ACH transfers - that gives you the exact processing dates. Many charities also send annual giving statements in January that break down all your donations by date, which is super helpful for tax prep. Pro tip: If you have multiple recurring donations, consider scheduling them all for the same date each month (like the 15th) and a few days before month-end. This way they're less likely to get pushed into the next month due to weekends/holidays, and you'll have a more predictable pattern for tax planning. The effort is worth it though - proper documentation protects you if the IRS ever questions your deductions!
Thanks everyone for all the detailed responses! This has been incredibly helpful. Based on what I'm reading, it sounds like my original idea of buying $25K worth of stamps was way too aggressive and would likely raise red flags with the IRS. I think I'll stick closer to what Miguel and Zainab suggested - maybe buy 6-12 months worth at a time based on my actual usage patterns. Last year I spent about $10K on postage, so maybe I'll do a $5K bulk purchase of Forever stamps at the end of this year and track usage carefully. The storage concerns Miguel raised are definitely something I hadn't considered either. I live in Florida so humidity is always an issue - definitely don't want thousands of dollars worth of stamps getting ruined! Has anyone used a specific system or app to track stamp usage over time? I want to make sure I have good documentation in case of an audit.
Great question about tracking systems! I've been using a simple Google Sheets template to track my stamp usage. I have columns for purchase date, quantity purchased, cost per stamp, total cost, date used, and running balance. It's basic but works well for documentation purposes. For apps, I've heard good things about QuickBooks Self-Employed for tracking business expenses including supplies. It lets you categorize purchases and can help with the allocation over time. Some people also use Expensify to photograph receipts and track usage, though that might be overkill for stamps specifically. The key is consistency - whatever system you choose, make sure you update it regularly (I do mine weekly). Also keep your purchase receipts and consider taking photos of your stamp storage setup to document proper handling in case the IRS ever questions storage conditions affecting their value.
Hey Isabella! For tracking stamp usage, I've found that keeping a simple log works best for audit purposes. I use a basic spreadsheet with columns for: Date Purchased, Quantity, Cost, Date Used, Order/Customer ID (if applicable), and Running Balance. The key thing the IRS wants to see is that you're using the stamps for legitimate business purposes, so I also note what type of shipment each stamp was used for (customer order, business correspondence, etc.). One tip from my accountant - take a photo of your stamp storage setup and keep it with your records. This shows you're properly maintaining the inventory and treating it as a business asset rather than just hoarding stamps as an investment. Since you're in Florida with the humidity concerns, definitely invest in some airtight containers with desiccant packets. I learned this the hard way when some of my stamps got sticky and unusable - had to write off about $200 worth as a loss, which was a pain to document properly for taxes! Your $5K purchase plan sounds much more reasonable than the original $25K idea. That should give you plenty of inventory without raising any red flags with the IRS.
Great advice on the photo documentation! I never would have thought of that but it makes total sense from an audit perspective. Quick question - when you had to write off those $200 worth of damaged stamps, how did you handle that on your taxes? Did you claim it as a business loss or just reduce your stamp inventory asset value? I want to make sure I know how to handle that situation if it comes up with Florida's humidity issues.
Has anyone tried requesting penalty abatement through the IRS website or by mail instead of calling? I've been trying to get through on the phone for days with no luck.
I sent a penalty abatement request by mail last year using IRS Form 843. It took about 8 weeks to process, but they did approve it. Make sure you clearly mark "Reasonable Cause" on the form and include a detailed explanation letter plus any supporting documentation.
Based on your situation, I'd strongly recommend trying for First Time Penalty Abatement first before going the reasonable cause route. Since you mentioned this is your first time ever being late and you've always been diligent about paying on time, you likely qualify automatically. The beauty of First Time Penalty Abatement is that you don't need to prove anything about the family emergency or bank account mix-up - they just check their records to confirm you have a clean compliance history for the past 3 years. If you qualify, they can remove the penalty right on the spot during your call. If for some reason you don't qualify for First Time Penalty Abatement, then you can fall back to the reasonable cause argument with all the details about your family situation and the honest mistake. But definitely start with the easier option first - just call and specifically ask "Do I qualify for First Time Penalty Abatement?" Given that this could save you $750, it's absolutely worth the phone call. And don't let the penalty stress you out too much - the IRS does have these provisions specifically for situations like yours where good taxpayers make honest mistakes.
Dmitry Volkov
I went through this exact situation just two months ago! You definitely don't need to wait for the verification letter - I never received mine either. Here's what worked for me: I went directly to idverify.irs.gov and completed the online verification process. You'll need your Social Security number, filing status, and your prior year AGI (adjusted gross income). The system will ask you some knowledge-based questions about your credit history, previous addresses, and sometimes loan information. The whole process took about 10 minutes, and my return started processing within 3 business days. Since you mentioned you're a student with pending financial aid, I'd recommend doing this ASAP rather than waiting for a letter that may never come. The IRS has been having mail delivery issues this season, so many people are successfully verifying online without ever receiving the physical correspondence.
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Mei Zhang
ā¢This is really helpful! I'm in a similar situation where I've been waiting for my verification letter for about 2 weeks now. Quick question - when you say "prior year AGI," do you mean the AGI from the tax return I filed last year, or the AGI from the return I'm currently trying to get processed? I want to make sure I have the right information ready before I attempt the online verification. Also, did you have to provide any additional documentation during the process, or was it just the knowledge-based questions?
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Alejandro Castro
ā¢@fd802658100b Thanks for sharing your experience! I'm actually facing the same situation right now. Quick question about the knowledge-based questions - were they pretty straightforward, or did they ask about really obscure details from your credit history? I'm a bit worried about getting locked out if I answer something incorrectly. Also, did you need to have any specific documents physically in hand while doing the verification, or was it all just information you could recall from memory?
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Payton Black
I successfully completed identity verification without the letter just last week! Like others mentioned, I used idverify.irs.gov and had my prior year AGI ready (that's from your 2023 return if you're filing 2024). The knowledge-based questions were mostly about previous addresses, loan amounts, and some credit-related info - nothing too obscure. What really helped me was having my credit report pulled up on another screen so I could reference dates and amounts if needed. The whole process took about 8 minutes, and my return moved to "processing" status within 48 hours. Since you mentioned financial aid timing, I'd definitely recommend going ahead with the online verification rather than waiting for mail that might be delayed. Just make sure you're on the official IRS site (idverify.irs.gov) and not any third-party services. Good luck with your verification and financial aid disbursement!
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Sean Doyle
ā¢This is exactly the kind of detailed guidance I was looking for! I'm in a similar boat - been waiting for my verification letter for over 3 weeks and getting anxious about my financial aid timeline. Really appreciate the tip about having your credit report open while doing the verification questions. I never would have thought of that! Quick question though - when you say "prior year AGI," I want to make sure I'm looking at the right number. Should I be using the AGI from line 11 of my 2023 Form 1040, or is there a different AGI amount I should be referencing? I want to be 100% sure before I attempt this since I've heard horror stories about getting locked out for incorrect information.
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