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Chloe Martin

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2 Has anyone used H&R Block for S-corp returns? They quoted me $350 which is cheaper than both options the original poster mentioned.

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I can help clarify the extension process for S-corps since someone asked about it. You can file Form 7004 to get an automatic 6-month extension, which pushes the deadline from March 15th to September 15th. However, this is only an extension to FILE, not to pay any taxes owed. The key thing with S-corps is that even if you had losses like the original poster, you still need to file the return by March 15th (or September 15th with extension) because the K-1s that flow to your personal return are needed for your April 15th personal filing deadline. Also regarding H&R Block - I've seen mixed results with their S-corp preparation. Their seasonal preparers often lack the specialized S-corp knowledge that dedicated business tax professionals have. For a simple first-year return with losses, they might be fine, but make sure whoever prepares it understands S-corp basis rules and proper documentation requirements for future years.

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Jason Brewer

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This is really helpful information about the extension process! I had no idea about the March 15th deadline difference. One follow-up question - if I file the extension but then realize I need to make estimated tax payments for next year, how does that timing work with S-corps? Do I need to make those payments by the original March deadline or can they wait until I actually file in September?

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I'm confused about what specific job expenses we're talking about. Does this include things like home office supplies if we're working remote? Or uniforms? What about professional licenses and continuing education?

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It covers basically any unreimbursed expense that's "ordinary and necessary" for your job. Before 2018, you could potentially deduct things like union dues, work clothes (if not suitable for everyday use), work tools, professional subscriptions, continuing education, home office (if required by your employer), etc. But now, most of these are NOT deductible for W-2 employees through 2025. Some exceptions still exist though - teachers get a special $300 deduction for supplies, and some education expenses might qualify for education credits instead.

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I'm a CPA and wanted to clarify something important that might help with your $850 in unreimbursed expenses. While you're correct that most unreimbursed employee business expenses aren't deductible as itemized deductions from 2018-2025, there are still some options to explore. First, double-check if any of your expenses fall into categories that ARE still deductible - like educator expenses (if you're a teacher), certain moving expenses (for military), or impairment-related work expenses. Second, consider asking your employer about implementing an accountable plan as others mentioned. This is honestly your best bet for getting tax-free reimbursement going forward. Third, if any of your expenses relate to education or training that maintains or improves job skills, you might qualify for education tax credits instead of deductions - these can actually be more valuable than deductions anyway. Finally, keep detailed records of everything. If the TCJA provisions aren't extended past 2025, you'll want that documentation ready for potential future deductions. The political landscape around tax policy is always changing, so staying organized pays off long-term.

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This is really helpful advice! I'm actually dealing with a similar situation and didn't realize there might be education-related options. When you mention education tax credits vs deductions, can you explain the difference? I spent about $600 on a certification course that's required for my job - would that potentially qualify for a credit even though my employer won't reimburse it? And do I need to choose between a credit OR trying to get my employer to set up an accountable plan, or could I potentially do both for different types of expenses?

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Thank you for sharing this comprehensive guide, Sophia! I want to add that when requesting the detailed breakdown from your state unemployment office, specifically ask for the "Notice of Overpayment" or "Benefit Overpayment Decision" document - this is the official paper trail that shows their calculation methodology. In my case, I discovered they had miscategorized two weeks of partial unemployment benefits as full overpayments. Also, if your offset was due to suspected fraud (which is happening more frequently with identity theft cases), you'll need to complete an identity verification process with your state before any appeals can be processed. The 30-day appeal window starts from the date you receive the BFS letter, not from when the offset actually occurred, so don't panic if you just discovered this situation.

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This is incredibly helpful information, Hiroshi! I had no idea about the identity verification requirement for fraud-related offsets. Quick question - when you say "miscategorized two weeks of partial unemployment benefits as full overpayments," does this mean they treated your partial benefits as if you received full weekly amounts when you shouldn't have received anything at all? I'm trying to understand how these calculation errors typically happen so I know what to look for when I request my own breakdown. Also, do you happen to know if there's a standard timeframe for how long the identity verification process takes with most states?

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This is exactly the kind of information that should be pinned at the top of tax season discussions! I'm dealing with a similar situation right now - filed early February, transcript showed everything looked normal, but my refund never arrived on the scheduled deposit date. Called the TOP helpline this morning and discovered my state took the entire amount for an unemployment overpayment I had no clue existed. The automated system gave me a case number and told me to expect a letter within 10 business days, but like others have mentioned, there was absolutely nothing on my IRS transcript indicating this would happen. It's frustrating that we have to play detective with our own refunds, but I'm grateful for posts like this that help us understand the process. For anyone else going through this - don't wait around hoping your refund will magically appear. Make the call to 800-304-3107 and get the facts so you can start addressing it with your state agency.

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I'm kind of in a similar situation, maybe? I didn't file for a few years and now I'm trying to catch up. Does anyone know if I need to file for all the missing years before I can file for 2023? And also, maybe this is a silly question, but does the IRS eventually tell you if you were supposed to file but didn't?

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GalaxyGlider

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@Andrew Pinnock You don't necessarily need to file all missing years before filing your current return - you can file them in any order. The IRS typically only requires you to file if you had income above the filing threshold for each year (which varies by year and filing status). As for your second question, the IRS usually doesn't proactively tell you that you should have filed unless they have records of income reported to them (like W-2s or 1099s) that would trigger a filing requirement. They might eventually send a notice if they detect unreported income, but this can take years. For catching up on multiple years, I'd suggest starting with the most recent year first since that's likely to have the biggest refund (if you're owed one), then work backwards. You can use prior year tax forms available on the IRS website. Just be aware that you can only claim refunds for the last 3 years - anything older than that, you lose the refund even if you were owed money.

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Jade Lopez

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Has anyone used H&R Block instead of TurboTax for handling a 1099-S for inherited land? I'm in the same situation but haven't filed yet, and wondering if their Deluxe version might handle this without needing to upgrade.

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Tony Brooks

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I used H&R Block last year for an inherited property sale. Their Deluxe online version does NOT handle 1099-S for land sales - you need their Premium version. Basically same situation as TurboTax - the Deluxe versions of most tax software don't include investment property sales.

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I went through this exact scenario last year with inherited farmland. A few key points that might help: First, don't panic about penalties - the IRS is generally understanding when forms arrive after you've already filed, especially 1099-S forms which are notorious for being late. You have plenty of time to amend once the forms become available. For the stepped-up basis calculation, I recommend calling the county assessor's office where the land was located. They often have historical records and can provide documentation of the property value around the time of death. In my case, they were able to give me a letter stating the assessed value, which I used as supporting documentation. One thing to watch out for - if this was agricultural land or had any special use designation, there might be additional considerations for the tax treatment. Also, since you mentioned it was partially owned by your mom, make sure you're only reporting your inherited portion of the proceeds, not the full amount on the 1099-S. The amendment process isn't as scary as it seems. When the forms become available (typically late February), you'll just need to file Form 1040-X along with Schedule D and Form 8949. TurboTax Premier will walk you through it step by step once it's available.

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