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Quick question - does anyone know if you need to file Schedule A with Form 990-EZ when doing a retroactive reinstatement for a 501(c)(5) labor organization? I'm in a similar situation but getting conflicting info.
Labor organizations under 501(c)(5) generally don't need to file Schedule A with their Form 990-EZ. Schedule A is primarily for 501(c)(3) organizations to demonstrate their public charity status. Since labor unions qualify under a different section (501(c)(5)), you're exempt from this requirement. Focus on accurately completing the core 990-EZ forms for each year, and be sure to include a reasonable cause statement explaining why the filings were missed as part of your reinstatement request.
Just wanted to add another perspective on the liability reporting question. I went through a similar reinstatement process for our trade association (also 501(c)(5)) last year, and one thing that tripped me up initially was understanding what constitutes a "liability" in this context. Beyond the obvious ones like unpaid bills and loans that others mentioned, don't forget about accrued payroll taxes, deferred membership dues (if you collect dues in advance), and any accrued vacation pay for employees. These are all liabilities that need to be reported on Line 26 even under cash accounting. Also, since you're doing 10 years of back filings, make sure you're consistent in how you report liabilities across all years. The IRS will notice if your methodology changes dramatically between years without explanation. Good luck with your reinstatement - the process is tedious but definitely doable!
This is incredibly helpful! I hadn't thought about accrued payroll taxes or deferred dues as liabilities that need reporting. Since our union collects annual dues at the beginning of each year, I definitely need to account for any unearned portion as a liability. The consistency point across all 10 years is really important too - I can see how sudden changes in reporting methodology could raise red flags during the reinstatement review. Did you include any explanatory notes with your filings to clarify your liability reporting approach, or just maintain consistency in the actual numbers? Also, do you remember roughly how long the reinstatement process took once you submitted everything? I'm trying to set realistic expectations for our members about when we'll have our exempt status back.
As someone who's been doing content creation for a few years now, I can confirm that both expenses you mentioned are likely deductible if you're treating this as a legitimate business. For the pedicures/manicures: Since your feet are literally the product in your content, these fall under "ordinary and necessary" business expenses. The key is documentation - keep receipts and note which services were specifically for content creation vs. personal maintenance. I recommend creating a simple spreadsheet linking each service to specific content/photoshoots. For the Surface tablet: If you're using it exclusively (or nearly exclusively) for your business, you can deduct the full purchase price using Section 179 or depreciate it over time. Since you mentioned it's basically only used for taking photos and posting content, you're in great shape here. Pro tip: Start tracking your business expenses in a dedicated app or spreadsheet right now. Include date, amount, purpose, and how it relates to your income-generating activities. This will make tax time so much easier and give you confidence if you're ever questioned about deductions. Also consider other potential deductions you might be missing: portion of your phone bill, internet costs, props/backgrounds, lighting equipment, storage/cloud services, and even a portion of your home if you have a dedicated space for content creation.
This is such helpful advice! I'm just getting started with content creation myself and had no idea about some of these deductions. Quick question - when you mention tracking expenses in a spreadsheet, do you literally photograph every receipt or is there a better way to organize everything? I'm worried about losing important documentation. Also, for the home office deduction you mentioned - does it have to be a completely separate room or can it be like a corner of my bedroom where I set up my lighting and backdrop?
For receipt management, I'd actually recommend using a mobile app like Expensify or even just your phone's camera to snap photos immediately after each purchase. I create a dedicated folder in my cloud storage organized by month, and then transfer the key details to my spreadsheet. This way you have both digital backups and organized records. For the home office deduction, it doesn't need to be a completely separate room, but the space does need to be used "regularly and exclusively" for business. A dedicated corner of your bedroom with your lighting setup could qualify if you only use that specific area for content creation and don't use it for sleeping or other personal activities. The key is that it's a defined space used exclusively for business purposes. You can deduct based on the square footage of that area relative to your total home size. Just make sure to measure and document your setup area - take photos showing the business use and keep records of how often you use the space for content creation versus any other purposes.
Great question! As someone who works in tax preparation, I can tell you that both of these expenses can potentially be deductible, but the key is establishing a clear business purpose and maintaining proper documentation. For your pedicures and manicures: Since your feet are the focal point of your content and directly generate income, these treatments can qualify as ordinary and necessary business expenses. However, you'll need to distinguish between basic maintenance (personal expense) and treatments specifically for your content creation (business expense). Keep detailed records showing which services were done specifically for photoshoots or content creation. For your Surface tablet: If you're using it exclusively or primarily for your business activities (taking photos, editing, posting), you can likely deduct the full cost. You can either take the full deduction in the year of purchase using Section 179 or depreciate it over several years. Some important tips: - Keep all receipts and maintain a business log - Consider opening a separate business bank account - Track the percentage of business vs personal use for any shared items - Document your content creation schedule to show the business connection Since this is your first year with significant income, I'd also recommend consulting with a tax professional who can review your specific situation and ensure you're maximizing deductions while staying compliant.
Has anyone filed a Form 709 electronically? When I go through TurboTax or H&R Block software, they seem to handle income tax returns but not gift tax returns. Am I missing something, or do these forms still need to be filed on paper?
Unfortunately, Form 709 cannot be e-filed yet. I just completed mine last month for a similar situation, and it has to be filed on paper. I was surprised too, since almost everything else can be done electronically now! Make sure to send it via certified mail so you have proof of timely filing. Also, don't attach it to your Form 1040 (income tax return) - it needs to be mailed separately to the specific address for gift tax returns.
Great question about Form 709! I went through this exact situation last year when I sold my townhouse to my nephew for $180k when it was worth $420k. One crucial detail that hasn't been mentioned yet - make sure you understand the timing requirements. Form 709 is due by April 15th of the year following the gift (so April 15, 2025 for your 2024 transaction). However, if you request an extension for your income tax return, it automatically extends your Form 709 deadline to October 15th. Also, since your gift amount ($405k) exceeds the 2024 annual exclusion of $18,000, you'll definitely need to file Form 709 even if you don't owe any gift tax due to the lifetime exemption. The IRS wants to track these large gifts against your lifetime exclusion amount. One more tip - if this is your first Form 709, make sure to include a clear cover letter explaining the transaction. The IRS appreciates transparency, and it can help avoid follow-up questions later.
Thank you for mentioning the timing requirements! I had no idea about the automatic extension if you extend your income tax return. That's really helpful since I'm still gathering all my documentation. Quick question about the cover letter - what specific details should I include? Should I explain the family relationship, the reason for the below-market sale, and how I calculated the FMV? I want to be thorough but not overwhelm them with unnecessary information. Also, does anyone know if there's a specific format the IRS prefers for the cover letter, or is a simple business letter format sufficient?
Has anyone used Drake Tax software for this situation? I'm preparing several S Corp returns with SEP contributions and Drake seems to automatically put the current year's contribution (made in the following year) on Line 17, but I want to make sure it's handling it correctly.
I use Drake for all my S Corp clients and it handles this correctly. When you enter the retirement plan contribution, there's a field to specify which tax year the contribution applies to. Drake will then put it on Line 17 of the appropriate year's return, regardless of when it was actually paid.
This is such a common source of confusion! I went through the exact same thing when I started handling my family's S Corp taxes. The key insight that finally clicked for me is that SEP contributions are one of the few exceptions to the normal cash-basis timing rules. Think of it this way: the IRS wants to encourage retirement savings, so they created special timing rules that let you make the contribution after year-end but still deduct it for the previous tax year. This gives you time to see your final numbers before deciding on the contribution amount. Just make sure when your brother makes that 2023 SEP contribution in March 2024, he tells the financial institution it's specifically for tax year 2023. They should give you some kind of documentation confirming this designation. Then that amount goes on Line 17 of the 2023 Form 1120S, even though the cash won't leave the business account until 2024. The deadline for making the contribution is the same as the filing deadline for the return (including extensions), so you have plenty of time to get it sorted out.
This is really helpful! I'm new to handling business taxes and was getting overwhelmed by all the different timing rules. Your explanation makes it much clearer - the SEP contribution exception exists specifically to encourage retirement savings, which makes sense from a policy perspective. One follow-up question: when you say the deadline is the same as the filing deadline including extensions, does that mean if I file for an extension on the 1120S, I have until October to make the 2023 SEP contribution? Or does it have to be made by the original March deadline regardless of extensions?
Fatima Al-Mansour
This is exactly the kind of situation where I wish the IRS would modernize their systems faster! We had a similar issue last year with a $2,900 overpayment on our 941 and ended up waiting 12 weeks for a paper check. One thing that helped us manage the cash flow impact was reaching out to our bank about a short-term line of credit while we waited. Since we had the 941X filing receipt showing the expected refund amount, they were willing to work with us on a small bridge loan at a reasonable rate. Also, make sure you're tracking your refund properly in your books - we initially recorded it as receivable income but our CPA advised treating it as a reduction to payroll tax expense instead since it's technically a correction rather than new income. Just something to consider for your accounting!
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Omar Farouk
ā¢That's really smart advice about the bridge loan! I hadn't thought about using the 941X filing receipt as collateral for short-term financing. Our business line of credit has been sitting unused and this might be the perfect situation to tap into it while we wait for our refund check. Quick question on the accounting treatment - when you say to record it as a reduction to payroll tax expense rather than receivable income, does that apply even if the overpayment happened in a previous quarter? Our 941X is correcting Q4 2024 taxes but we're now in Q2 2025, so I'm not sure which period to adjust the expense in.
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Chloe Taylor
I went through this exact same frustration last year with a $3,200 Form 941X refund. Unfortunately, as others have mentioned, there's no direct deposit option for these - it's paper checks only, which is ridiculous in 2025! What I learned from calling the IRS multiple times (before I knew about services like Claimyr) is that 941X refunds go through a completely different processing system than individual tax refunds. The employment tax division handles these manually, and their systems aren't connected to the electronic refund infrastructure. One tip that might help with cash flow while you wait - if you have other quarterly tax payments coming up, you can potentially apply future 941X refunds as credits toward those payments instead of requesting a refund check. You'd need to contact the IRS to set this up, but it can help with the timing if you have upcoming tax liabilities. Just make sure your accounting team is aware of any credits you arrange so they don't double-pay. The whole process is outdated but unfortunately we're stuck with it for now. I'd budget for at least 8-12 weeks realistically, despite what the official timelines say.
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Maya Patel
ā¢That's really helpful info about applying refunds as credits to future payments! I had no idea that was even an option. Our next quarterly payment isn't due until July, but if we could apply our $4,300 refund toward that instead of waiting for a check, it would definitely help with cash flow planning. Do you happen to know what department at the IRS handles setting up those credit arrangements? I assume it's not something you can do online through the business portal. Also, is there a minimum refund amount required to do this, or can any 941X refund be converted to a credit? I'm getting tired of feeling like we're stuck in the stone age with all these paper-based processes when everything else in business has gone digital!
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