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Just to add something that hasn't been mentioned - depending on what type of work you'll be doing, be careful about creating an expectation of payment with a later "waiver" of that payment. That can sometimes be viewed as constructive receipt of income. The cleanest approach is to establish from the very beginning that this is a volunteer position with no compensation. Don't have them process payroll and then "donate" it back, or anything similar. That creates unnecessary complications.
Constructive receipt is a tax concept where the IRS considers you to have received income if it's made available to you without substantial limitations, even if you don't physically take possession of it. Basically, if you have the right to the money but choose not to collect it, the IRS may still consider it as income to you. For example, if the church officially pays you and processes payroll, but you then choose to donate that money back, you would have constructive receipt of the income - meaning you'd need to report it as income on your taxes, even though you never actually kept the money. That's why it's important to structure this as a volunteer position from the beginning, not as a paid position where you're declining or redirecting the payment.
This is such a thoughtful question, and I'm glad you're being so careful about doing everything properly! I went through something similar when I started volunteering as a music director at my church a few years ago. One thing I'd add to the excellent advice already given - make sure you and the church are on the same page about the scope and expectations of your volunteer role. Even though you're not being paid, it's important to have clear boundaries about your responsibilities, time commitment, and decision-making authority. This protects both you and the church. Also, consider whether there might be any employment law implications depending on your state. Some states have specific rules about volunteer work that could affect how the arrangement needs to be structured, especially if you're taking on significant responsibilities that would normally require paid staff. The key points others have mentioned are spot-on: establish it as volunteer work from day one, avoid any arrangement where compensation is processed and then redirected, and get something in writing that clearly states you're volunteering without expectation of payment. Your heart is in the right place wanting to serve your community - just make sure the legal framework supports that intention!
This whole Form 8948 situation perfectly illustrates why tax prep can be so frustrating! I appreciate everyone sharing their experiences and clarifications here. Just to summarize what I'm understanding from this thread: 1. Right now (before e-filing opens): No Form 8948 needed for paper filing since e-filing isn't available yet 2. After January when e-filing opens: Form 8948 required for preparers who file 11+ returns but choose to paper file eligible returns 3. Individual taxpayers filing their own returns: Never need Form 8948 4. Returns that must be paper filed anyway (like certain amended returns): No Form 8948 needed It's helpful to see the different exception codes too. I'm bookmarking this thread for reference once e-filing season actually starts. Thanks to everyone who shared resources and firsthand experiences - this community is invaluable for navigating these constantly changing requirements!
Thanks for that great summary! As someone new to tax preparation, this thread has been incredibly helpful. I was getting overwhelmed trying to figure out all these form requirements on my own. It's reassuring to know there's such a knowledgeable community here willing to share practical advice and real experiences. I'll definitely be referring back to this when e-filing season actually begins!
As someone who's been doing tax prep for about 15 years, I can confirm everything that's been said here is spot on. The Form 8948 requirement really only kicks in when you're a preparer who normally must e-file but choose paper filing for returns that could be e-filed. One additional tip I'd add - keep good records of why you're paper filing each return, even if you don't need Form 8948 right now. If the IRS ever questions your filing method later, having documentation of the circumstances (like e-filing being unavailable) can be really helpful. I learned this the hard way during an audit a few years back where I had to reconstruct why certain returns were paper filed. Also, for those mentioning the complexity - you're absolutely right that it keeps getting more complicated! I've found that staying active in communities like this and keeping a good relationship with other preparers is essential for staying on top of all these changing requirements.
Great question about health insurance premiums! You absolutely can document owner's draws specifically for health insurance payments. In fact, I'd recommend being very specific in your documentation - note that it's an owner's draw for "health insurance premiums - self-employed deduction." The key is maintaining that clear separation: the business makes the draw to you as the owner, then you personally pay the health insurance premiums and claim the deduction on your personal return. This approach keeps your business and personal finances properly separated while still allowing you to fund those payments from business profits. Just make sure your LLC shows a net profit for the year, as that's required to claim the self-employed health insurance deduction. If your business has a loss, you can't deduct the premiums that year.
This is really helpful advice about documenting the health insurance draws! I'm new to managing an LLC and hadn't thought about being that specific in my documentation. Quick follow-up question - when you say the business needs to show a "net profit," does that mean after all business expenses are deducted, or is there a specific line on the tax forms I should be looking at to determine this? I want to make sure I'm calculating this correctly before claiming the deduction.
Great question @Matthew Sanchez! When I say "net profit," I'm referring to the profit shown on Schedule C (Form 1040) after all business expenses are deducted. Specifically, you'd look at Line 31 of Schedule C - that's your net profit or loss from the business. If Line 31 shows a positive number (profit), you can generally claim the self-employed health insurance deduction up to that amount. If it shows a loss (negative number), you can't claim the deduction that year, even if you paid the premiums. There's also another limitation to be aware of: you can't deduct more in health insurance premiums than your net earnings from self-employment. So even if your Schedule C shows a profit, if your net self-employment earnings (after the SE tax deduction) are lower, that becomes your limit. The IRS is pretty strict about this requirement, so definitely double-check those numbers before claiming the deduction!
One thing that really helped me avoid commingling issues was creating a simple monthly "owner compensation" process. At the end of each month, I calculate what I need for personal expenses (including estimated tax payments) and take a single owner's draw rather than multiple ad-hoc withdrawals throughout the month. I keep a spreadsheet that breaks down exactly what that monthly draw covers - living expenses, estimated quarterly taxes, health insurance premiums, etc. This way I have clear documentation showing the business isn't directly paying personal expenses, but rather compensating me as the owner, and I'm using that compensation for my personal obligations. This approach has made my bookkeeping much cleaner and gives me confidence that I'm maintaining proper separation between business and personal finances. My accountant loves it because the paper trail is crystal clear if we ever face an audit.
This monthly draw approach sounds really smart! I'm curious about the timing though - do you calculate the draw amount based on actual expenses from the previous month, or do you estimate what you'll need for the upcoming month? And when you mention "estimated quarterly taxes" in your monthly draw, are you setting aside 1/3 of your quarterly estimate each month, or doing it differently? I'm trying to figure out the best cadence for my own LLC.
@Annabel Kimball That monthly owner draw system sounds like exactly what I need! I ve'been doing random withdrawals whenever I need money and my bookkeeping is a mess. Quick question about your spreadsheet - do you track this as a running total for the year, or do you start fresh each month? I m'wondering if there s'a template or format you d'recommend for someone just starting this approach. Also, when you say your accountant loves the clear paper trail, does this approach make tax prep significantly easier at year-end?
One thing nobody's mentioned yet about HSAs: if you're trying to decide whether to reimburse yourself now or let the money grow, consider your current tax bracket vs future bracket. If you expect to be in a higher tax bracket in retirement (which might happen with required minimum distributions from traditional accounts), it might make more sense to reimburse yourself now and use that money for expenses, rather than pulling more from taxable accounts. Conversely, if you're in your peak earning years now, letting that HSA money grow and reimbursing yourself in retirement could be smartest. Either way, KEEP YOUR RECEIPTS. Can't stress this enough. Digital copies with cloud backup.
But isn't HSA money always tax-free for qualified expenses regardless of your tax bracket? Why would your current vs future tax bracket matter if the withdrawal is for medical expenses?
You're right that HSA withdrawals for qualified medical expenses are always tax-free regardless of bracket. The tax bracket consideration comes into play with your overall financial picture. If you reimburse yourself now, you're effectively freeing up other money (that would have gone to medical expenses) to be used elsewhere. If you don't reimburse now, you're essentially paying medical expenses with post-tax dollars from your regular income, while letting your HSA grow. It's about opportunity cost and how it fits into your broader financial strategy.
Don't overthink the reimburse-then-contribute strategy. Simplest way to look at it: 1. You have a yearly HSA contribution limit ($3,850 individual/$7,750 family for 2023) 2. If you're not already maxing out your contributions, just contribute more without the reimbursement step 3. If you ARE maxing out, then there's no additional tax advantage to the reimburse-then-contribute cycle The real magic of HSAs is the option to pay expenses out-of-pocket now and reimburse yourself years later. I've been doing this for 6 years and have about $14k in "banked" medical expenses I can withdraw tax-free whenever I want, while my actual HSA has grown to over $45k.
Do you use any particular system for tracking all those expenses? I've been trying to do this but I'm worried about losing track of what I've already reimbursed vs what's still available to claim.
Keisha Taylor
Quick tip from someone who's been there - KEEP EVERY RECEIPT for anything remotely school related. My professor required this specific calculator for stats class, and I almost threw away the receipt. That $129 ended up being deductible as a required course material! Same goes for any required subscriptions to online platforms or software.
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StardustSeeker
ā¢Good advice! I just started using an app to scan and organize all my receipts. Makes it way easier at tax time.
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Fatima Al-Rashid
As someone who just went through this exact situation last year, I can definitely relate to the confusion! One thing that really helped me was organizing all my education-related expenses into categories first - tuition, required materials, technology, etc. Since you mentioned your parents still claim you as a dependent, they'll be the ones who can claim the American Opportunity Credit for your tuition expenses. But don't worry - you can still benefit! They can potentially get up to $2,500 back, which many parents are happy to share with their student. For your DoorDash income, make sure you're tracking your mileage religiously if you haven't been already. The standard mileage deduction is 67 cents per mile for 2024, and that can add up quickly with delivery work. Also keep track of any phone expenses related to the app, car maintenance, etc. One thing I wish someone had told me earlier - if you paid any student loan interest, that's deductible up to $2,500 even if you're claimed as a dependent. It's an "above-the-line" deduction, so it reduces your adjusted gross income. The laptop situation can be tricky, but if you have documentation from your graphic design program showing it was required, you should be good. Keep that syllabus or program requirements handy!
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Paolo Bianchi
ā¢This is such helpful advice! I'm in a similar boat as the original poster and had no idea about the student loan interest deduction. Quick question - when you say "above-the-line" deduction, what exactly does that mean? And do I need any special forms from my loan servicer to claim it? Also, for the mileage tracking with DoorDash - is there a specific app you'd recommend? I've been terrible about keeping track and I'm pretty sure I've missed out on a lot of potential deductions.
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