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From what I understand, it also depends on whether you're reimbursing the employee or if they're trying to claim a deduction. The TCJA eliminated miscellaneous itemized deductions for employees through 2025, so even if these are technically "business miles," the employee can't deduct them on their personal return. But you as the employer can still choose to reimburse them tax-free if they qualify as business miles.

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Wait, so employees can't deduct mileage at all anymore? I've been tracking all my miles going between worksites thinking I could claim them. Does that only work for self-employed people now?

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Yes, that's exactly right. Since the 2017 Tax Cuts and Jobs Act, employees can no longer deduct unreimbursed business expenses, including mileage, on their personal tax returns. This elimination of miscellaneous itemized deductions is scheduled to continue through 2025. Self-employed individuals, independent contractors, and business owners can still deduct their legitimate business mileage on Schedule C or their business returns. So if you're an employee, your best option is to request an accountable reimbursement plan from your employer.

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NeonNova

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Doesn't your determination also depend on what state you're in? California has different rules than federal for some of this stuff. Our accountant says we have to follow the stricter of the two sets of rules.

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Yes! This varies by state. In California, labor laws require reimbursement for all necessary business expenses including mileage, which can be interpreted more broadly than IRS rules. Massachusetts and Illinois have similar requirements. Always check your state's specific regulations.

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Harold Oh

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One thing nobody's mentioned yet - make sure you keep VERY detailed records even if you didn't have income in that first partial period. We made the mistake of being less organized with our documentation during our "pre-launch" phase, and it came back to haunt us during our first audit. The IRS wants to see all founding documents, board meeting minutes from the beginning, and documentation of all expenses, even those before your official operations started. Also, a heads up that if your fiscal year doesn't align with the calendar year, you'll need to be extra careful about tracking which expenses fall into which reporting period. QuickBooks Nonprofit Edition saved us a ton of headaches with this.

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Amun-Ra Azra

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This is really good advice. We got audited in our third year and they actually asked for documentation going back to our formation date, including stuff from before we had any financial activity. Do you know if there's a specific format the IRS prefers for board meeting minutes? We've just been doing informal notes.

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Harold Oh

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There's no specific IRS-required format for board meeting minutes, but they should be formal enough to clearly show proper governance. At minimum, include date, time, location, board members present/absent, all motions made and voting results, and any significant discussions about financial matters or organizational policies. Having a consistent format helps tremendously. We created a template that includes approval of previous minutes, financial reports review, and any board actions taken. Date and sign them after approval at the next meeting. Even for those early meetings when you had no financial activity, document discussions about your mission, fundraising plans, and organizational structure. These help establish that you were operating consistently with your exempt purpose from the beginning.

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Summer Green

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Has anyone here used a fiscal sponsorship for their first year instead of filing their own 990? We're just getting started and wondering if that might be easier than dealing with all this 990 stuff right away.

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We did that for our first 18 months and it was SO much easier. A local community foundation acted as our fiscal sponsor, handled all the tax filing/reporting, and we just focused on our programs. We paid them 8% of donations, but it was worth it until we were big enough to justify the administrative overhead of independence.

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Just to add another perspective - my wife and I were in almost this exact situation last year. She started a small craft business that made about $3,500, and we were paying about $18,000 for ACA health insurance. Our tax preparer said we could only deduct health insurance premiums up to the amount of her business profit, so we got a $3,500 deduction. Better than nothing! Make sure your wife keeps good records of all business expenses to reduce her net income for self-employment tax purposes. Also, don't forget to look into whether you qualify for the home office deduction if she's doing any of the pet sitting business administration from home. Every little bit helps when you're self-employed!

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Laila Fury

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Thanks for sharing your experience! Did your wife formally register her business, or was it just reported on Schedule C? And did your tax preparer mention anything about the ACA marketplace insurance specifically working differently with this deduction?

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She never formally registered it - just reported everything on Schedule C using her SSN. No business registration, no EIN, nothing fancy required. Regarding ACA marketplace insurance, there's nothing special about it from a self-employed health insurance deduction perspective. The key is that you're paying the premiums with post-tax dollars (not getting a subsidy). If you were getting premium tax credits, you'd need to account for that, but since you mentioned you're unsubsidized, it should be straightforward.

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One thing to watch out for - if your MAGI is low enough that you COULD qualify for ACA subsidies but chose not to take them, I believe that can affect your ability to claim the self-employed health insurance deduction. Make sure to check out IRS Publication 535 which has all the details on business expenses including the health insurance deduction. The full rules are pretty complex but your situation sounds pretty straightforward - the deduction will be limited to her net earnings from the business.

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Ally Tailer

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This isn't quite right. The self-employed health insurance deduction isn't affected by whether you COULD qualify for subsidies but didn't take them. It's only affected if you DO receive premium tax credits (PTC). Then you can only deduct premiums you paid out of pocket.

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Yara Sabbagh

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I was in your exact position 2 years ago! My advice: it depends on the complexity beyond just your filing status change. For me, switching to a CPA was worth it because I also had some self-employment income and investment complications. The CPA found several legitimate deductions TurboTax never prompted me for and saved me about $1,700 compared to what TurboTax calculated. However, if your return is still relatively simple (W-2 income, standard deduction), the difference is probably just your filing status change. In that case, a CPA probably won't find much more than TurboTax. One thing to consider - run your taxes through TurboTax as both MFS and MFJ (before filing) and compare the difference. Sometimes it's worth combining finances just for tax purposes if the savings are significant.

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Thanks for the advice! I do have some small 1099 income from a side gig but otherwise pretty straightforward. How much did your CPA charge if you don't mind me asking? Also, did you find them locally or use an online service?

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Yara Sabbagh

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I paid $350 for my return which included federal, state, and the Schedule C for my side business. That seemed reasonable considering the savings. The previous year I'd paid about $120 for TurboTax with all the add-ons. I found my CPA through a local referral - a colleague at work who had similar tax needs. I'd recommend getting a personal recommendation rather than just picking someone random. The quality and pricing varies dramatically. Also consider asking potential CPAs if they offer a free initial consultation to discuss your situation before committing.

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One thing nobody has mentioned yet is that tax software has basically caught up to what most CPAs can do for standard tax situations. Most CPAs for individuals are basically just inputting your info into their professional tax software. Where CPAs really add value is: 1) Complex situations like business ownership, multiple rental properties, etc 2) Year-round tax PLANNING rather than just tax preparation 3) Representation if you get audited If you're just looking to maximize your refund for a relatively straightforward situation, I'd suggest trying a different tax software first. I switched from TurboTax to FreeTaxUSA and got slightly better results for a fraction of the cost. The smaller refund is almost certainly due to your MFS status rather than TurboTax missing anything.

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Paolo Rizzo

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I second FreeTaxUSA! TurboTax kept increasing their prices and I switched last year. Got the exact same refund but paid $30 instead of $120. Their interface isn't as polished but it gets the job done.

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When I was in your situation, I interviewed 3 different tax pros before finding the right one. Make sure to ask these specific questions: 1. What percentage of their clients are small businesses? (You want someone with lots of business experience) 2. Do they have experience with online/affiliate marketing specifically? 3. How proactive are they with tax planning throughout the year? 4. Do they have a system for tracking business expenses and deductions? 5. What software do they use and will they give you access? Don't just go with the cheapest option. The right tax pro will save you way more than the difference in fees. My CPA saved me over $5k compared to what I would've paid using TurboTax because she knew exactly which deductions applied to my situation and how to properly structure my business.

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Isaac Wright

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That's a really helpful list of questions, thanks! Did you find your CPA through a referral or some other way? And how often do you actually meet with them throughout the year?

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I found my CPA through a referral from another online business owner in a Facebook group for entrepreneurs. Definitely the best way to find someone good is through other business owners in your specific industry. I meet with my CPA quarterly for planning sessions. We look at my income and expenses for the past quarter, make projections for the upcoming quarter, and adjust my estimated tax payments accordingly. We also discuss any major business decisions I'm considering and their tax implications. This regular check-in has been absolutely worth it - she's caught things mid-year that would have cost me thousands if we'd only discovered them at tax time.

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dont overlook asking ur network!! my best tax guy came from a random conversation with another parent at my kids soccer practice. turns out he had a small biz too and his accountant specialized in exactly what i needed. also check facebook groups for affiliate marketers. those ppl will know who understands the specific deductions for that industry. not all CPAs know the ins and outs of online biz expenses!!

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This is so true! I found my tax person through my neighborhood WhatsApp group. A lot of really good professionals don't advertise much because they get all their clients through word of mouth. Looking in industry-specific groups is definitely the way to go.

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