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To answer the original question about why Direct File isn't available in all states - it's largely political. I worked in tax policy for years, and the major tax prep companies lobby HARD against free filing programs. States have to specifically opt in to the program, and the tax software industry puts pressure on state legislators to avoid joining. Virginia specifically has some tax processing systems that would need updating to be compatible with Direct File's current format. Plus, several legislators there have received campaign contributions from the tax prep industry (you can look this up in public records).

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Miguel Diaz

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That's really disappointing to hear but makes a lot of sense. Do you know if there's anything Virginia residents can do to push for inclusion in the program? Should we be contacting state representatives or something?

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Yes, contacting your state representatives is definitely the most effective approach. Let them know you want Virginia to join the IRS Direct File program for the next tax season. Specific requests like this can gain traction, especially if many constituents express interest. Additionally, you can submit feedback directly to the IRS about your interest in having the program expanded to Virginia. While the IRS doesn't make the final decision on state participation, documented public interest helps build the case for expansion.

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Quick question - does anyone know if any of the free filing options through IRS partners allow you to do both federal AND state filing for free? I'm also in Virginia and trying to avoid paying anything if possible. My situation is pretty simple - just a W-2 and some student loan interest.

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NebulaNomad

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I used FreeTaxUSA last year and the federal was completely free, but they charged about $15 for state filing. Still way cheaper than TurboTax or H&R Block though! I think some of the other IRS Free File partners might offer free state filing if your income is under a certain amount (maybe $73k?).

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Sophia Long

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Another thing that helps your CPA: if you use your home for teaching, measure the exact square footage of your teaching area vs. total home square footage. My accountant loves that I calculate this percentage ahead of time for home office deduction. Also keep utility bills organized if you claim a portion of those!

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Thank you for mentioning this! I do teach some students from my home studio. Is it only the specific room I teach in that counts, or can I include waiting areas where parents sit during lessons too?

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Sophia Long

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You can include any space that's used exclusively for your business. So if you have a dedicated teaching room plus a waiting area that's only used for your students/parents, both areas count. However, if the waiting area is also your living room that you use personally, then you can only count the dedicated teaching space. The key is "exclusive use" - the IRS is pretty strict about this. Take clear measurements and photos of the space for your records too. Your CPA will appreciate having exact numbers rather than rough estimates.

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Does anyone use a specific system for tracking cash payments from students? I teach piano and about half my students pay cash, which makes keeping track of income a bit messy.

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I use a simple receipt book for cash payments. Write two copies - one for the student, one for me. Then I log everything in a spreadsheet once a week. Not fancy but keeps me organized and looks professional to parents!

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Caesar Grant

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Has anyone tried using their phone to record the conversation during these business meals instead of taking notes? Seems like it would be easier and more thorough.

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Lena Schultz

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Be careful with recording conversations! Depending on your state, you might need the other person's consent to record them. Some states require both parties to consent to being recorded.

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Caesar Grant

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Good point, hadn't thought about the legal issues with recording. I'll stick with taking notes after the meeting.

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Something else to consider - if you're still incorporating the charity, these might be startup costs rather than regular business expenses. The IRS allows you to deduct up to $5,000 in startup costs in your first year of business, with the rest amortized over 15 years. But the meal would still be subject to the 50% limitation within that startup cost category.

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Khalid Howes

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That's a really good point I hadn't considered. So I should be tracking these early expenses separately as startup costs? Does that change what documentation I need to keep?

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Yes, definitely track these early expenses separately as startup costs. The documentation requirements are the same (receipt, who you met with, business purpose), but the way you'll claim them on your tax forms will be different. Keep a clear record showing these expenses were incurred before your official launch date. This helps establish that they're truly startup costs. Once your charity is fully incorporated and operational, you'll want to have a clean break in your accounting to show when regular operational expenses began. This distinction can be important if you're ever audited.

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Tasia Synder

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Something important that hasn't been mentioned yet - make sure your contracts and invoices clearly state what you're selling. I learned this the hard way! If you describe your service as "digital advertising design" in one place and "digital goods" somewhere else, tax authorities might classify them differently. Some states tax digital goods but not advertising services (or vice versa). I recommend having a lawyer review your service descriptions to make sure they're consistent throughout all your documents. This helped me successfully argue that what I was selling was actually a non-taxable service in my state rather than a taxable digital product.

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Caleb Bell

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That's really helpful! Is there specific wording you found works best for digital advertising design services? I'm trying to be as clear as possible on my contracts and invoices.

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Tasia Synder

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I found that "Professional advertising design services" works well as a consistent description. It emphasizes the service aspect rather than the deliverable. My lawyer suggested avoiding terms like "digital products," "digital goods," or anything that implies you're selling a product rather than a service. On invoices, I break down the work as "Professional advertising design and consulting services for social media campaigns" rather than just "Social media ads" or "Digital content." The more you emphasize the custom service nature of your work, the stronger your position that you're providing a professional service rather than selling digital goods.

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Just to add from my experience - regardless of whether you need to collect sales tax, you should definitely register for a sales tax permit in your home state. I didn't do this initially because I thought "well, my services aren't taxable here so why bother?" Big mistake! When I tried to get some vendors to stop charging ME sales tax on my business purchases (by providing a resale certificate), I couldn't because I didn't have a sales tax permit. Some states also require you to have one even if you end up filing "zero" returns. It's usually free or very low cost to register, and it covers you from a compliance standpoint.

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Do you have to file sales tax returns even if you collect $0 in sales tax? That seems like a waste of time.

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Maybe I'm missing something obvious, but couldn't you just call the community college's financial office and request the 1098-T form? Schools are required to provide them for qualified education expenses. Might be easier than all these workarounds.

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I actually tried that first! The financial aid office told me they only issue 1098-Ts for degree-seeking students, not for certificate programs like the pharmacy tech one. When I pressed them on it, they said something about certificate programs not meeting the federal requirements for the form, but that I could still claim the expenses on my taxes without it. That's exactly why I'm so confused - they won't give me the form but say I can still claim the expenses somehow. Was hoping someone here had been through something similar.

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Ah, that makes sense. I wasn't aware that certificate programs were treated differently. After some research, it seems schools actually aren't required to provide 1098-Ts for non-degree programs, even though the expenses might still qualify for education credits. In your case, I'd go with the advice others have given about manually entering the expenses. Keep all your receipts and course enrollment documents handy in case of questions later. The Lifetime Learning Credit should work perfectly for your situation.

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Rajiv Kumar

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Quick tip from someone who went through this last year - make sure you're clear on whether your pharmacy tech program qualifies as an "eligible educational institution" for tax purposes. Not all certificate programs do, even at community colleges. Check if your school has a Federal School Code (you can look it up on the FAFSA website). If they do, you're good to claim the expenses. If not, you might be out of luck. Just wanted to mention this since no one else brought it up!

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This is really important! I claimed expenses for a certificate program that turned out not to be from an eligible institution, and I got a notice from the IRS later. Had to repay the credit plus a small penalty. Definitely check the Federal School Code first!

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