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This is definitely the company trying to avoid registering in multiple states! My old job tried to pull this same thing. They don't want to deal with the paperwork and maybe additional business taxes that come with having nexus in multiple states. You should know that some states are actually suing companies for doing this! They're losing out on tax revenue when companies pretend their remote workers don't exist.

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Aria Park

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Exactly! Companies have to register in states where they have employees - it's not optional. They're just trying to avoid the administrative burden and possibly other business tax obligations.

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This is a frustrating situation that unfortunately many remote workers are dealing with. Your instincts are correct - you should be paying income tax to the state where you physically work and reside, not where your employer's headquarters happens to be located. The company is likely trying to avoid the administrative hassle and costs of registering for payroll taxes in your state. When they have an employee working in a state, they typically need to register there, withhold that state's income taxes, and potentially pay other business taxes too. Here's what I'd recommend: First, document everything in writing with your HR department. Explain that state income taxes should be based on where work is physically performed. If they refuse to budge, you'll probably need to go the dual-filing route that others have mentioned - let them withhold for the wrong state temporarily, then file as a nonresident there to get your refund while filing properly in your home state. Keep detailed records of where you work (utility bills, internet bills, etc.) as proof of your work location. This protects you if either state ever questions your filings. The good news is this situation is becoming common enough that most tax authorities understand it, even if some employers are still trying to avoid their obligations.

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Adaline Wong

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This is really helpful advice! I'm dealing with something similar where my company is based in Texas (no state income tax) but I work remotely from Colorado. They're telling me they don't need to withhold anything for state taxes, but I'm pretty sure I still owe Colorado income tax on my earnings. Should I be setting aside money myself to pay Colorado quarterly, or is there a way to get my employer to withhold the right amount?

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Jibriel Kohn

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2 I work at a university financial aid office, and we see students with these corporate scholarships/contest winnings every year. Here's what typically happens on our end: When Dr. Pepper (or similar companies) send the funds directly to the school, we apply it to the student's account as an outside scholarship. We issue a 1098-T form that shows all qualified tuition and related expenses, as well as scholarships/grants received. The student can then use this documentation to determine what portion of their prize/scholarship money went toward qualified expenses. This is definitely a situation where timing and coordination matters. Students who work with both the contest organizers and their school's financial aid office proactively tend to have better outcomes tax-wise.

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Jibriel Kohn

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17 That's really helpful insider info! So if I ever win something like this, I should specifically request that the money be sent directly to my school rather than to me personally? Would that make a difference in how it's taxed?

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Zara Ahmed

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Yes, having the funds sent directly to your school is generally preferable for several reasons. First, it creates a clearer paper trail showing the money went toward qualified education expenses. Second, when we receive funds directly from contest sponsors, we can often apply them in the most tax-advantageous way - prioritizing tuition and required fees first before any goes toward room and board. However, the tax treatment ultimately depends on how you use the money, not just how it's delivered. Even if you receive a check personally, you can still potentially claim the scholarship exclusion for amounts you spend on qualified expenses - you'll just need better documentation. The key is to communicate with your financial aid office as soon as you know you're receiving any outside scholarship or prize money. We can help coordinate the timing and application of funds to maximize the portion that qualifies for tax-free treatment under IRC 117.

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This is such a timely discussion! I'm actually a tax preparer and see these contest/scholarship situations come up more frequently now. One thing to add is that the IRS has been pretty consistent in recent years about how they view these corporate-sponsored education prizes. The key distinction isn't really who sponsors it, but whether the funds are used for "qualified education expenses" as defined in IRC 117(b)(2) - tuition, fees, books, supplies, and equipment required for enrollment. What makes the Dr. Pepper contest particularly interesting is that winners often get the funds mid-semester, which can create complications for proper reporting. If you win $125K but only have $50K in remaining qualified expenses for that tax year, only that $50K portion would potentially qualify for exclusion. I always tell clients in these situations to keep meticulous records of exactly how every dollar gets spent and to consider spreading the expenses across tax years if possible (like paying next year's tuition early). The burden of proof is definitely on the taxpayer to show the money went to qualified expenses.

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Dylan Wright

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This is really enlightening! As someone new to understanding these tax nuances, I'm curious about the timing aspect you mentioned. If someone wins the Dr. Pepper contest in December but doesn't start school until the following January, how would that affect the tax treatment? Would they have to pay taxes on the full amount in the year they won, or could they potentially defer some of the tax liability until they actually incur the qualified education expenses? Also, you mentioned spreading expenses across tax years - are there any IRS rules about how quickly you need to use scholarship/prize money for it to qualify for the education exclusion?

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Marcus Marsh

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Great questions! The timing issue is actually one of the trickiest aspects of these contest winnings. Generally, the IRS follows a "taxable when received" principle for prizes under IRC 74, meaning you'd owe taxes on the full amount in the year you actually receive the money, regardless of when you spend it on education. However, for the scholarship exclusion under IRC 117, the IRS allows some flexibility. You can exclude amounts used for qualified education expenses in the same tax year you received the scholarship, OR in the immediately following tax year if the expenses are for an academic period that begins in the first three months of that following year. So if you win in December 2024 but start school in January 2025, you could potentially exclude qualified expenses from that spring semester when filing your 2024 taxes. But if school doesn't start until fall 2025, you'd likely need to pay taxes on the full amount in 2024 and couldn't claim the exclusion until your 2025 return. As for timing requirements, the IRS doesn't specify exactly how quickly you must spend scholarship money, but they do require that it be used for education expenses within a "reasonable" timeframe. Most tax professionals recommend using it within the same academic year or the immediately following one to avoid any questions.

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Don't forget to check your state tax rules too! Some states have different rules for gambling deductions than federal. For example, here in NJ, we can deduct gambling losses up to the amount of winnings even if we take the standard deduction on our federal return. But across the river in NY, they follow the federal rules and require itemizing. It can make a HUGE difference depending on where you live!

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Jason Brewer

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Good point! In MA we can't deduct gambling losses at all on state taxes even if we itemize federally. It's completely different.

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Really appreciate all the detailed advice here! I'm dealing with a similar cross-year situation and the session tracking approach sounds like a game-changer. One thing I'm wondering about - for those casual poker nights with friends that Wesley mentioned, how do you handle documentation when there's no formal record? I play in a regular home game where we just settle up with cash at the end of the night. Should I be asking everyone to sign something or just keep my own detailed log of buy-ins and cash-outs? Also, does anyone know if the IRS has specific guidance on what constitutes "adequate records" for informal gambling? I want to make sure I'm covering myself properly since these home games make up a big chunk of my gambling activity.

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For home poker games, keeping your own detailed log is definitely the way to go - you don't need signatures from other players. Just document each session with date, location (can be "John's house" or similar), buy-in amount, cash-out amount, and net win/loss. Also note who was present if possible. The IRS doesn't have super specific guidance on informal gambling records, but they do want to see that you made a "contemporaneous" record (meaning you wrote it down around the time it happened, not reconstructed months later). A simple notebook or phone app where you log details right after each game is perfect. One tip: take a quick photo of your chips/cash before and after if you can do it discretely. It's not required but can be helpful backup documentation. The key is showing you made a good faith effort to track everything accurately and consistently.

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Liam Murphy

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This has been a really enlightening discussion! As someone new to rental property ownership, I'm glad I found this thread before making any costly mistakes on my taxes. Based on everything I've read here, it seems like the conservative approach is the safest - assume single rental properties don't qualify for QBI unless you can clearly demonstrate you meet either the "trade or business" standard or the safe harbor requirements. The 250+ hours documentation requirement alone sounds like it would be difficult for most casual landlords to meet. I'm curious though - for those who do qualify, what kind of records do you keep to document your rental activities? I want to make sure I'm tracking everything properly from the start, even if I don't qualify for QBI right now. Maybe if I expand my rental portfolio in the future, I'll want to have that documentation history. Also, has anyone here actually been through an audit related to QBI claims on rental income? Would be interesting to hear what that process was like and what documentation the IRS focused on.

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Great question about record keeping! I've been tracking my rental activities for the past few years in anticipation of potentially expanding my portfolio. Here's what I document: 1. Time logs for all rental-related activities (showing for tenant, property maintenance coordination, bookkeeping, etc.) 2. Detailed records of any improvements or repairs I personally handle 3. Documentation of tenant screening processes and time spent 4. Records of property marketing efforts and time invested 5. Mileage logs for property visits 6. Correspondence with tenants, contractors, and service providers I use a simple spreadsheet with date, activity description, time spent, and any related expenses. Even though I probably don't hit the 250-hour threshold yet, having this documentation could be valuable if I add more properties or increase my involvement level. Regarding audits - I haven't personally been through one for QBI/rental issues, but from what I understand, the IRS would focus heavily on proving the "regular, continuous, and substantial" business activity standard. Time logs and contemporaneous records would be crucial evidence. The key is treating it like a real business from day one, even if you don't initially qualify for QBI treatment.

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GalacticGuru

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This thread has been incredibly helpful! I'm a tax preparer and I see this confusion constantly during tax season. The key issue is that many people (including some CPAs) conflate "rental income" with "business income" when they're treated very differently under Section 199A. The most important thing to understand is that the QBI deduction was specifically designed to benefit active business owners, not passive investors. Congress didn't want rental property owners getting the same tax break as someone operating a manufacturing business or professional service. For anyone reading this who wants to be absolutely certain about their situation, I'd recommend looking at IRS Notice 2019-7 which provides the safe harbor rules. It's pretty clear that you need to maintain separate books and records, perform at least 250 hours of rental services annually, and keep contemporaneous time records. "Rental services" has a specific definition and doesn't include things like financial or investment management activities. If you can't meet the safe harbor, you'd need to prove your rental activity constitutes a trade or business under the much more subjective Sec. 162 standard, which is risky territory for most single-property owners. Bottom line: when in doubt, don't claim QBI on rental income unless you have rock-solid documentation. The potential penalties aren't worth the risk for most taxpayers.

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Emma Davis

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I'm in a similar situation - filed my extension return via mail in early May and still waiting on my refund. Reading through these experiences is both reassuring and nerve-wracking! It sounds like 4-6 months is becoming the new normal for paper returns. Has anyone had success checking their transcript through the IRS online account to get more detailed status info? I'm wondering if that shows anything beyond what the Where's My Refund tool displays. Also curious if anyone knows whether the IRS sends any kind of acknowledgment that they've actually received your mailed return, or if you just have to wait and hope it didn't get lost in the mail. The waiting game is definitely stressful when you're counting on that money!

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Emma Olsen

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Yes, checking your transcript through your IRS online account can definitely provide more detailed information than the Where's My Refund tool! The transcript will show if your return has been received and is in the system, plus any processing codes that might indicate what stage it's at or if there are any issues. Unfortunately, the IRS doesn't send any acknowledgment for mailed returns - they only do that for certified mail. So you really are just waiting and hoping it didn't get lost, which I know is super stressful. The transcript is your best bet to confirm they actually have it. One thing that might give you some peace of mind: if your return was going to be lost in the mail, you'd typically know by now since most mail issues happen within the first few weeks. The fact that you're just waiting likely means it's sitting in their processing queue, which is unfortunately massive right now. Hang in there - the 4-6 month timeline others mentioned seems to be pretty accurate based on what I'm seeing in the community lately.

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