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I made this exact transition in 2023 and want to share what I learned about the safe harbor calculation that might save you some confusion. You're absolutely right to focus on the safe harbor approach for your first year - it's the safest route when your income is unpredictable. The key point everyone's mentioned is correct: for safe harbor, you only use your 2024 federal income tax liability (Line 24 on Form 1040), not any of the FICA/Social Security/Medicare taxes that were withheld as an employee. Here's the step-by-step breakdown that worked for me: 1. Take your 2024 income tax amount Γ 1.10 (since you mentioned income over $150k) 2. Divide by 4 for quarterly payments 3. Separately calculate estimated SE tax: ~14.13% of your projected net self-employment income 4. Add these together for your total quarterly payment One thing that caught me off guard: the first quarterly payment deadline is April 15th, so you'll need to get this figured out pretty quickly. Don't stress too much about getting the SE tax estimate perfect - as long as you meet the safe harbor amount for income tax, you won't face penalties even if your SE tax estimate is off. I'd also recommend making your Q1 payment slightly on the generous side since you're still figuring out your income patterns. You can always adjust for Q2-Q4 once you have better data on your actual earnings.
This is really helpful timing - I was just starting to panic about the April 15th deadline! Your step-by-step breakdown makes it much clearer than trying to parse through all the IRS publications. Quick question about the SE tax calculation: when you say ~14.13% of projected net self-employment income, is that after taking the deduction for half of the SE tax? I'm trying to make sure I understand the circular calculation correctly - you pay SE tax on your net earnings, but then you get to deduct half of what you paid, which affects the base amount for the calculation. Also, did you find it better to be conservative with your net income projections for SE tax purposes in your first year, or try to be as accurate as possible? I'm leaning toward being a bit conservative since my income could really vary month to month as I build up my client base.
@Olivia Harris Yes, the ~14.13% figure I mentioned already accounts for the deduction for half of the SE tax - it's the effective rate after that circular calculation. The actual SE tax rate is 15.3%, but when you factor in the deduction for half of what you pay, it works out to about 14.13% of your net self-employment income. For your first year, I'd definitely recommend being conservative with your net income projections. I overestimated my expenses and underestimated my income in my first year, which meant I ended up paying more in estimated taxes than I technically needed to. But honestly, that was way less stressful than the alternative of potentially underpaying and facing penalties. Since you mentioned your client base is still growing, you might want to start with conservative estimates for Q1 and Q2, then reassess for Q3 and Q4 once you have better data on your actual earning patterns. The IRS doesn't penalize you for overpaying estimated taxes - you just get the excess back as a refund when you file your return. Given all the other uncertainties that come with being newly self-employed, having that peace of mind about taxes was worth the temporary cash flow impact for me.
I went through this exact same transition two years ago and totally understand the confusion! Everyone here has given you solid advice about the safe harbor calculation - you're absolutely right that it's based only on your 2024 income tax liability (Line 24), not the FICA taxes from your W-2. One practical tip that really helped me: create a simple spreadsheet to track your quarterly calculations. I set up columns for my safe harbor payment (110% of last year Γ· 4), estimated SE tax for each quarter, and actual income received. This made it much easier to adjust my estimates as the year went on and my income patterns became clearer. Also, don't forget that you can make estimated payments more frequently than quarterly if it helps with cash flow management. I ended up making monthly payments in my first year because my income was so variable - it was easier to set aside smaller amounts regularly than scramble to come up with larger quarterly payments. The transition to self-employment taxes definitely feels overwhelming at first, but once you get through your first year and have real data to work with, the calculations become much more straightforward. You're being smart by focusing on safe harbor compliance in year one rather than trying to optimize everything perfectly right out of the gate.
The spreadsheet idea is brilliant! I'm definitely going to set that up. Having a visual tracker will help me stay organized and make adjustments as needed. I like the idea of making monthly payments too - my income is already pretty irregular in these first few months, so smaller, more frequent payments might be less of a cash flow shock than trying to come up with larger quarterly amounts. Did you find that making monthly payments created any administrative headaches, or was it pretty straightforward through EFTPS? I'm trying to balance simplicity with cash flow management, and monthly payments sound appealing but I don't want to overcomplicate things if the quarterly system is much easier to manage. Also, when you were tracking actual income received in your spreadsheet, were you recording gross income or net income after business expenses? I'm still figuring out what my regular business expenses will look like, so I'm not sure which would be more useful for tracking and planning purposes.
This thread has been incredibly helpful! I'm a freelance photographer specializing in corporate events and headshots, and I've been struggling with expense categorization for my Schedule C. The "would you need this if you weren't serving clients" test is a game-changer. It makes it clear that my Adobe Lightroom/Photoshop subscription, professional camera equipment depreciation, and cloud storage for client galleries should all be COGS since I wouldn't need these if I had zero clients. But I'm curious about travel expenses. When I travel to shoot destination weddings or corporate events, the travel costs are directly tied to delivering that specific service. Would airfare and hotel stays for client shoots be considered COGS, or do they typically go under travel expenses in the operating section? Also wondering about backup equipment - I maintain duplicate camera bodies and lenses specifically so I never have to cancel a client shoot due to equipment failure. These backups sit unused most of the time but are essential for reliable service delivery. Should the depreciation on backup equipment also be classified as COGS? Thanks for all the insights everyone has shared - this is exactly the kind of practical guidance that's so hard to find elsewhere!
Great questions about travel and backup equipment! For travel expenses directly related to client shoots (like destination weddings), you're right that these are tied to specific service delivery. However, travel expenses typically get their own line item on Schedule C rather than being lumped into COGS - they go under "Travel" in the operating expenses section, but you can deduct them fully since they're directly client-related. For backup equipment, I'd lean toward classifying the depreciation as COGS since it's essential infrastructure for reliable service delivery. Even though the backup gear sits unused most of the time, it's still a direct cost of being able to guarantee service to clients. Without those backups, you'd risk having to cancel shoots, which would directly impact your ability to deliver the service clients are paying for. The key is that both the primary and backup equipment serve the same function - enabling you to fulfill client commitments. Think of it like a restaurant having backup ovens or a law firm having redundant computer systems. They're operational necessities for consistent service delivery, not general business overhead. Your Adobe subscriptions and cloud storage categorization is definitely correct - those are textbook COGS for creative service businesses like photography!
As a newcomer to this community, I want to say how incredibly helpful this entire discussion has been! I'm just starting my own bookkeeping service and had no idea about the distinction between COGS and operating expenses for service businesses. The "would you need this if you weren't serving clients" test that's been mentioned throughout this thread is such a practical way to think about categorization. For my bookkeeping practice, this means my QuickBooks ProAdvisor subscription, client portal software, and continuing education for bookkeeping certifications would likely be COGS since they're directly tied to delivering client services. What I'm taking away is that proper COGS classification isn't just about tax compliance - it fundamentally changes how you understand your business profitability and gross margins. I had been planning to put everything under general business expenses, but now I realize that would give me a completely inaccurate picture of my true service delivery costs. One follow-up question for this knowledgeable community: For businesses that are just starting out with minimal clients, should you still classify direct service costs as COGS even if revenue is low? Or does the classification only make sense once you reach a certain scale of operations? Thank you all for sharing your real-world experiences and practical approaches to this complex topic!
Welcome to the community, Oliver! You should definitely classify direct service costs as COGS from the very beginning, regardless of your revenue level. The classification isn't about scale - it's about the nature of the expense and its relationship to service delivery. Even with minimal clients, your QuickBooks ProAdvisor subscription and client portal software are still direct costs of providing bookkeeping services. Classifying them correctly from day one gives you several advantages: you'll have accurate financial statements that show true gross margins, you'll establish proper accounting practices early (rather than having to reclassify everything later), and you'll have better data for pricing decisions and business planning. Plus, if you're seeking investors or business loans down the line, lenders and investors pay close attention to gross margins as a key indicator of business viability. Having clean, properly categorized financials from the start shows professionalism and gives you credible data to support your business model. The beauty of the "zero clients test" is that it works at any scale. Whether you have 1 client or 100, if you wouldn't need that specific expense without clients, it belongs in COGS. Start with good practices now and you'll thank yourself later!
I totally get your anxiety about this - I went through the exact same thing last year when my bank account was unexpectedly closed right before my refund hit! The "Funded" status on SBTPG is actually great news - it definitively means your check has been processed and is in the mail. That blank "Amount(s) paid to you" field is completely normal for paper checks and nothing to worry about. SBTPG's system is really built around tracking direct deposits, so when they have to switch to mailing a physical check, that field often just doesn't populate properly. Since your check was mailed March 15th, you should expect it to arrive within 7-12 business days from that date. SBTPG is generally pretty reliable with their timelines - usually faster than regular IRS checks since they're processed through a private company. The check will come in a plain envelope, possibly with a window, and won't be obviously marked as a tax refund for security reasons. If you have USPS Informed Delivery set up, definitely check that daily so you can see what's coming in your mail. That really helped reduce my anxiety when I was in your situation! Since you're already at day 11, it should really be arriving any day now. Try to hang in there - I know exactly how stressful it is when you're counting on that money. Your check is definitely on its way!
Thank you so much for this detailed response! I'm now on day 12 since the March 15th mail date and was really starting to worry something went wrong. Hearing from so many people that the blank "Amount paid to you" field is totally normal for paper checks has been such a huge relief - I was convinced that meant my check hadn't actually been sent! Your timeline of 7-12 business days gives me hope that it should arrive very soon. I do have USPS Informed Delivery and have been checking it obsessively every morning. It's just so nerve-wracking when you really need that money and feel like you have no control over the situation. Really appreciate you sharing your experience and helping me feel less anxious about this whole process!
I went through this exact same situation a few years ago and completely understand your anxiety! When SBTPG shows "Funded" status, that's actually really good news - it means your check has definitely been processed and mailed out. The blank "Amount(s) paid to you" field is totally normal for paper checks in their system. SBTPG's portal is really designed to track direct deposits, so when they have to issue a physical check instead, that field often doesn't populate correctly. Don't let that worry you at all! Since your check was mailed March 15th, you should expect it to arrive within 7-10 business days typically. SBTPG checks usually come faster than regular IRS paper checks since they're processed through a private company rather than going through the full government system. The check will arrive in a plain envelope - nothing that obviously identifies it as a tax refund for security reasons. If you have USPS Informed Delivery set up, definitely keep checking that daily so you can see what's coming in your mail. You're already at day 11, so it should really be arriving any day now. I know how stressful it is when you're counting on that money, but try to stay patient - your check is definitely on its way! If it doesn't show up by the end of this week, then you can consider reaching out to SBTPG directly.
I'm going through something very similar with my daughter who needs a specialized wheelchair van. One thing I discovered that might help is to also check if your son qualifies for any state vocational rehabilitation services. In many states, if the vehicle modifications help with independence or potential future employment, vocational rehab will cover a significant portion of the costs. Also, definitely keep detailed records of everything - not just the modification costs, but also any medical documentation from your son's doctors stating the medical necessity for the accessible vehicle. I learned the hard way that the IRS wants clear medical justification, not just receipts. For the 401k withdrawal, make sure you understand the timing. You can only use the medical expense exception for unreimbursed medical expenses in the same year as the withdrawal. So if you withdraw in 2025, the medical expenses need to be from 2025 to qualify for the penalty exception. Have you considered financing through the modification company? Many offer medical financing with lower interest rates than what you'd lose by early 401k withdrawal. Sometimes the monthly payments are more manageable than the tax hit from a large withdrawal.
This is really helpful advice about the vocational rehab services - I had no idea that was even a possibility. Do you know if there are age requirements for those programs? Our son is still pretty young but we're trying to plan ahead for his independence. The timing issue with the 401k withdrawal is something I definitely need to look into more carefully. We were thinking about doing the withdrawal early in 2025 but if we don't actually purchase the van until later in the year, that could be a problem. Have you had good experiences with the medical financing options? I'm wondering if the interest rates are actually better than just taking a loan against my 401k instead of an outright withdrawal.
I work for a CPA firm that specializes in disability-related tax issues, and I wanted to add a few important points that might help your situation. First, regarding the van modifications - make sure you get a detailed invoice that separately itemizes the base vehicle cost versus the accessibility modifications. This is crucial for both the medical expense deduction and any potential HSA withdrawals. The IRS will want to see this clear breakdown. For the 401k withdrawal, consider this alternative: many 401k plans allow loans rather than withdrawals. With a 401k loan, you're essentially borrowing from yourself and paying interest back to your own account. The interest rates are usually much lower than medical financing, and there's no early withdrawal penalty. The downside is you typically have to repay within 5 years, but it might be more manageable than the tax hit. Also, don't overlook the possibility of spreading the expenses across tax years if timing allows. If you can pay for some modifications in late 2024 and others in early 2025, you might be able to exceed the 7.5% AGI threshold in both years, maximizing your deductions. Finally, consider consulting with a tax professional who has experience with disability-related expenses before making any major moves. The rules can be complex and the stakes are high with a $70k purchase.
This is excellent professional advice, especially about the 401k loan option. I hadn't even considered that possibility and it sounds like it could save a lot in taxes and penalties compared to a straight withdrawal. The point about spreading expenses across tax years is really smart too. We're still in the planning stages so we might have some flexibility with timing. Do you know if there are any restrictions on what types of modifications can be done in stages, or does everything need to be completed at once for the medical necessity documentation? Also, when you mention consulting with a tax professional experienced in disability expenses, are there specific certifications or specializations we should look for? I want to make sure we're getting advice from someone who really knows these rules inside and out.
Diego Rojas
Has anyone used Drake Tax software to report this kind of situation? I'm trying to figure out the best way to enter the grant as non-taxable and handle the M-1 adjustments in Drake, but the software seems to get confused when I try to create the deferred revenue portion.
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Anastasia Sokolov
β’I use Drake and had a similar grant situation. In Drake, I entered the full grant amount as "Other Income" on the Income screen. Then I went to the M-1 screen and entered a negative adjustment for the non-taxable portion with a clear description. For the deferred revenue part, I handled that on the balance sheet side rather than trying to do it through the income statement in Drake.
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Diego Rojas
β’Thank you! That's really helpful. I was trying to do everything through the income screens and getting confused. I'll try your approach of handling the deferred portion through the balance sheet entries instead.
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Jessica Nolan
For S-Corp grant reporting, the key is understanding whether you have a performance obligation. If the grant requires specific activities or expenditures, only recognize income as you fulfill those obligations - this keeps the unused portion as deferred revenue on your balance sheet. Here's what I'd recommend for your 1120-S: 1. If the entire grant is truly non-taxable and has no performance requirements, include it in book income and back it out on M-1 Line 5 as "Income recorded on books this year not included on return." 2. If there are performance obligations for the unused portion, treat only the "earned" portion as current income, with the remainder as deferred revenue. This approach is cleaner for multi-year situations. 3. Make sure your grant agreement clearly states the tax treatment - some grants are explicitly non-taxable while others might create taxable income depending on how funds are used. The documentation is crucial here. Keep detailed records of how you determined the taxable vs non-taxable portions, especially if the grant has specific use restrictions. This will be important if you face any questions later from the IRS or state tax authorities. What type of grant did you receive? The specific nature (research, PPP forgiveness, state economic development, etc.) can impact the exact treatment required.
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Kaitlyn Jenkins
β’This is really comprehensive guidance - thank you! I'm dealing with a similar situation as the original poster but with a state economic development grant. The grant agreement mentions we need to maintain certain employment levels for 3 years to avoid repayment, but it doesn't specify exact spending requirements. Would this employment maintenance requirement constitute a "performance obligation" in your view? I'm trying to figure out if I should treat the entire amount as current income with M-1 adjustment, or if the repayment risk means I should defer some portion until the 3-year period is satisfied. Also, has anyone dealt with the accounting for potential grant recapture if performance requirements aren't met? I assume that would be handled as a liability on the balance sheet, but I'm not sure how that interacts with the income recognition and M-1 reporting.
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