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I'm dealing with something very similar right now with Bovada - they sent me a W2G showing $15,000 in winnings when my actual net winnings were only about $4,200. It's incredibly frustrating because their customer service keeps giving me the runaround. From reading all these responses, it sounds like the key is getting to the right department and being extremely organized with documentation. I'm going to try the approach several people mentioned - bypassing regular customer service and asking specifically for their tax compliance or W2G correction department. One question for those who've been through this successfully: did any of you have to provide additional verification beyond your account records? Bovada is asking me to provide bank statements going back 12 months, which seems excessive for what should be a straightforward correction of their reporting error. Also, for anyone considering the taxr.ai service mentioned earlier - I'm curious if it's worth the cost compared to just organizing the documentation yourself. The peace of mind aspect sounds appealing, but I'm trying to weigh whether it's necessary if I'm already being meticulous with my record-keeping. Thanks to everyone sharing their experiences - it's really helpful to know this isn't uncommon and that there are established ways to handle it properly.
I'm new to this community but dealing with a similar issue with PokerStars, so this thread has been incredibly valuable! Regarding Bovada asking for 12 months of bank statements - that does seem excessive. In my limited experience so far, most of the documentation should come from their own systems showing the discrepancy. From what I've gathered reading everyone's advice, the key documents seem to be: your account transaction history from their platform, screenshots of your actual wins/losses, and bank statements showing what was actually deposited to your account. The 12-month request sounds like they might be stalling or hoping you'll give up. As for taxr.ai, I'm in the same boat wondering if it's worth it. Based on the responses here, it seems like the main value is professional organization of documents you already have rather than getting new evidence. If you're already being meticulous with record-keeping, you might be able to handle it yourself using the strategies people have shared. Thanks to everyone who shared their experiences - this is exactly the kind of real-world advice that's so hard to find elsewhere!
I went through almost the exact same situation with BetMGM about 18 months ago. They issued me a W2G showing $7,300 in winnings when my actual net was closer to $2,100. Here's what I learned from the experience: **Getting BetMGM to respond:** Regular customer service was useless - they kept telling me to "contact the tax department" without providing any actual contact info. What worked was finding their parent company MGM Resorts' investor relations contact and explaining that incorrect tax reporting could be a compliance issue. That got me escalated to someone who could actually help within 48 hours. **Documentation is everything:** I created a timeline showing every deposit, withdrawal, and bet outcome from my account history. The key was proving that some of their "winnings" were actually just returned deposits from cancelled bets or promotional credits that got voided. **Tax filing strategy:** I used the offset method mentioned by others - reported the full W2G amount but subtracted the error with detailed documentation. Never heard from the IRS about it. The key is showing you're trying to report accurately, not hide income. **Timeline:** Once I got to the right person at BetMGM, it took about 3 weeks to get a corrected W2G. They were actually pretty professional once I got past the customer service runaround. Don't give up - BetMGM does have processes to fix these errors, you just need to get to the right department. The gaming commission route mentioned by others is also effective if they continue stalling.
I'm a tax preparer and see this situation frequently. You absolutely cannot report 2021 income on your 2025 return - this would be incorrect reporting that could trigger penalties for both years. The IRS requires income to be reported in the tax year it was earned. Here's what you need to do: File Form 1040X (Amended Return) for tax year 2021 to properly report that $1,900. Yes, you'll face penalties and interest for late filing, but this is much better than the alternative of incorrect reporting which could be viewed as fraudulent. The good news is that you're coming forward voluntarily, which the IRS views favorably. You might also qualify for penalty relief if you can show reasonable cause for not filing originally. Additionally, check if that extra income might qualify you for credits you missed in 2021 - sometimes the credits can actually offset much of the penalty. Don't let the penalties scare you into making a bigger mistake. File the amended return properly and you'll have this resolved correctly.
Thank you for the professional insight! As someone who's been lurking here trying to figure out my own situation with unreported income, it's really reassuring to hear from an actual tax preparer. Your explanation about why reporting income in the wrong year could be viewed as fraudulent really drives home why doing this correctly is so important. I'm curious about the penalty relief you mentioned for showing reasonable cause - what kinds of reasons does the IRS typically accept? I'm in a similar boat where I genuinely just missed some 1099 income from a few years back, not trying to hide anything intentionally. Would something like "overlooked the form during a busy period" be considered reasonable cause, or do they need more substantial explanations? Also, when you mention checking for missed credits, is there a systematic way to review what you might have qualified for in that tax year, or is it just a matter of going through the return line by line with current knowledge?
As someone who went through a very similar situation recently, I want to echo what everyone else has said - definitely file the amended return for 2021, don't try to report it on your current year return. I had about $2,200 in freelance income from 2020 that I discovered in 2023, and I was tempted to take the "easy" route too. What really convinced me to do it properly was learning about the IRS Computer Matching Program. They literally have copies of every 1099 and will eventually match them to your returns. When they find discrepancies, it triggers automatic notices and potential audits. The penalties for incorrect reporting can be much worse than just filing late. I ended up using a combination of the resources mentioned here - used one of the AI tax tools to calculate my expected penalties upfront, then used the IRS callback service to speak with an agent who confirmed my approach. The whole process took about 6 weeks total, and while I did pay some penalties and interest, it was way less stressful than I expected. One tip: when you file Form 1040X, include a detailed explanation of why you're filing late. I wrote that I had genuinely overlooked the 1099 during a chaotic year, and the IRS agent told me this helped show good faith rather than intentional avoidance. You might even qualify for first-time penalty relief if you have a clean filing history. Don't let the fear of penalties push you into making a bigger mistake. Handle it correctly now and you'll have peace of mind going forward.
This is such valuable firsthand experience, thank you for sharing! I'm currently dealing with almost the exact same situation - found some forgotten 1099 income from 2022 and was definitely considering the "easy" route of just adding it to my current return. Your explanation about the Computer Matching Program is eye-opening - I had no idea the IRS automatically cross-references all those forms. The timeline you mentioned (6 weeks total) is really helpful to know. I've been putting this off because I was worried it would drag on for months, but that seems pretty reasonable. And the tip about including a detailed explanation with Form 1040X is something I wouldn't have thought of - showing good faith seems crucial when you're voluntarily coming forward. I'm curious about the first-time penalty relief you mentioned. Is that something you have to specifically request, or do they automatically consider it if you have a clean filing history? My record has been pretty clean up until this oversight, so that might be an option for me too. Thanks again for taking the time to share your experience - it's exactly the kind of real-world perspective that helps make this less intimidating!
Just wanted to share my recent experience since I was in a similar situation! I'm a freelance web developer who was completely lost about sales tax requirements. After reading through this thread, I decided to try both the SCORE mentoring (which is free!) and taxr.ai to get a complete picture. The SCORE mentor was incredibly helpful - they walked me through my state's specific requirements and helped me understand that most of my web development services aren't taxable in my state, but website hosting and some digital products I sell are. They also helped me set up a simple system to track everything going forward. Then I used taxr.ai to double-check and get the technical details for multi-state clients. It confirmed what my SCORE mentor said and gave me the exact tax rates I need to use. The combination of both resources gave me so much confidence. One thing I learned that might help others: if you're unsure about whether something is taxable, it's often better to collect the tax and then remit it to the state with a question, rather than not collect it at all. The states would much rather deal with overpayment than underpayment issues! For anyone just starting out - don't let the confusion paralyze you like I did. There are great free and paid resources out there to help navigate this stuff.
This is exactly the approach I wish I had taken from the beginning! I love that you used both the free SCORE mentoring and a paid service to get a complete picture. That combination makes so much sense - get the personal guidance and state-specific knowledge from SCORE, then use the tech solution to handle the detailed calculations and multi-state complexity. Your point about collecting tax when uncertain is really smart advice. I've been erring on the side of not collecting when I'm unsure, but you're absolutely right that it's better to over-collect and sort it out later than to end up owing money out of pocket. Thanks for sharing your experience - it's giving me the motivation I needed to finally tackle this instead of continuing to put it off!
This thread has been incredibly helpful as someone who just launched my freelance marketing business! I've been wrestling with the same sales tax confusion for weeks. One thing I wanted to add that I learned from my state's small business development center - some states have "occasional sale" exemptions that might apply to freelancers who only sell physical products occasionally. For example, if you're primarily a service provider but sometimes sell branded merchandise or printed materials, you might not need to register for sales tax collection until you hit certain thresholds. Also, I discovered that many business banking apps and invoicing platforms can track your sales by state automatically, which makes it much easier to monitor when you're approaching economic nexus thresholds in different states. This has been a game-changer for staying organized. The combination of SCORE mentoring and tools like taxr.ai that others have mentioned sounds like the perfect approach. I'm definitely going to try that strategy rather than continuing to stress about this on my own. Thanks everyone for sharing your experiences - it's so reassuring to know other freelancers have navigated this successfully!
That's a great point about occasional sale exemptions! I hadn't heard about that before but it makes total sense for freelancers who primarily provide services but occasionally sell physical items. I'm going to look into whether my state has something similar - I do graphic design services but sometimes clients want printed business cards or brochures, and I've been stressing about whether that requires full sales tax registration. The automated tracking through banking apps is brilliant too. I've been manually tracking everything in spreadsheets which is getting unwieldy as I gain more clients. Do you have any specific apps you'd recommend that work well for tracking sales by state? I'm using QuickBooks for invoicing but haven't explored the geographic tracking features much. Thanks for mentioning the occasional sale thresholds - that could be exactly what I need to simplify my situation while I'm still getting established!
This thread has been incredibly helpful! As a new member who's been dealing with a similar EIN question for my own business, I really appreciate everyone sharing their real-world experiences. I have an LLC that's currently taxed as a partnership (two members), and we're considering changing to corporate taxation. Based on what I'm reading here, it sounds like we'd keep our existing EIN when filing Form 8832 for that change as well - is that correct? The logic everyone's shared about the EIN being tied to the legal entity rather than the tax classification makes perfect sense, but I wanted to confirm since going from partnership to corporation feels like a bigger change than the S-Corp to disregarded entity transitions most people have discussed. Also, has anyone dealt with the timing considerations when you have business partners involved? I imagine coordinating the change becomes more complex when it's not just a single-member LLC making the decision. Thanks for building such a supportive and informative community here!
Yes, you're absolutely correct! The same principle applies to your partnership-to-corporation change - you'll keep your existing EIN when filing Form 8832. The logic is exactly the same: your LLC as a legal entity isn't changing, only how the IRS treats it for tax purposes. Going from partnership to corporate taxation might feel like a bigger change, but from the IRS perspective, it's still just a classification change for the same underlying entity. Your LLC will still exist as the same legal entity, just taxed differently. Regarding timing with business partners - definitely more complex! You'll want to make sure both partners are aligned on the effective date, and consider how the change affects each partner's tax situation. Some things to coordinate: 1) Final partnership return (Form 1065) for the period before the change, 2) Initial corporate return (Form 1120) after the change, and 3) Any impacts on each partner's individual tax planning. I'd strongly recommend working with a tax professional for a multi-member transition like this, especially to help with the timing and ensure both partners understand the implications. The partnership-to-corporation change can have significant effects on how profits are distributed and taxed. Welcome to the community!
As a newcomer to this community, I want to thank everyone for such a thorough and helpful discussion! I've been researching this exact EIN question for weeks and getting conflicting information from various sources. The consensus here is crystal clear and really puts my mind at ease - you definitely keep your existing EIN when filing Form 8832 to change from S-Corp to disregarded entity classification. The explanation that the EIN belongs to the LLC as a legal entity (not the tax classification) makes perfect sense. I'm particularly grateful for all the practical tips shared here: - Keeping multiple copies of the Form 8832 acceptance letter - Coordinating the effective date with quarterly tax periods - Notifying banks, vendors, and state agencies about the classification change - Understanding the self-employment tax implications This thread has saved me from potentially making costly mistakes and given me the confidence to move forward with my own classification change. It's exactly this kind of real-world experience sharing that makes online communities so valuable for small business owners navigating complex tax issues. Thank you all for taking the time to share your knowledge and experiences!
Welcome to the community! I'm also new here and just went through this exact same process a few months ago. It's really reassuring to see such a thorough discussion with so many people confirming the same thing - definitely helps build confidence when making these important business decisions. I had the same experience of getting conflicting advice from different sources, which is why I ended up spending way too much time researching this question. One thing I'd add that helped me was actually calling my bank ahead of time to let them know about the classification change. Even though the EIN stays the same, they appreciated the heads up and it prevented any potential account holds or questions later. The self-employment tax piece mentioned throughout this thread is definitely something to factor into your decision. I ended up working with a tax professional to run the numbers comparing my old S-Corp salary setup versus the new self-employment tax obligations. In my case, the administrative simplicity was worth the slight tax increase, but it's definitely worth calculating for your specific situation. Thanks for summarizing all the key takeaways so nicely - this thread really is a goldmine of practical advice!
Anastasia Sokolov
If part of your relocation package included temporary housing expenses, check if those were also included in your W-2. My company provided 60 days of temporary housing during my relocation, and that benefit (about $7,200) was added to my taxable income as well. I nearly missed it because it wasn't included in the amount they initially told me would be grossed-up!
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StarSeeker
ā¢Yes! This happened to me too. Also check if they included any home-finding trips or house-hunting expenses. My company flew me out twice to look for housing before my official move, and both those trips (flights, rental car, hotels) were considered taxable benefits.
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Malik Thomas
This is such a helpful thread! I'm going through a similar situation with my work relocation from last year. One thing I want to add that caught me off guard - if your employer helped with any real estate costs (like realtor fees for selling your old home or closing costs on your new home), those are typically taxable too. My company covered $12,000 in realtor fees when I sold my house, and that entire amount was added to my W-2 income along with the gross-up. I only found out when I got my final paystub and saw a much larger "relocation taxable income" line than I was expecting. Also, Emma, definitely look into what Diego mentioned about tax equalization policies. My company had one but didn't mention it during the initial relocation discussions - I only found out about it when I specifically asked HR about additional tax impacts six months later. They ended up reimbursing me about $3,400 after I filed my taxes!
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QuantumQuasar
ā¢Wow, this is exactly what I needed to hear! I'm dealing with my first work relocation and had no idea about all these additional taxable components. My company also helped with some closing costs on my new home purchase (around $3,500) but I haven't seen that reflected anywhere yet on my pay stubs. Should I be proactively asking HR about this now, or wait to see if it shows up on my final W-2? I'm worried I might miss something important or not have enough time to get it corrected if there are errors. Also, how did you go about requesting information on the tax equalization policy - did you just email HR directly or is there a specific department that handles relocation benefits? Thanks for sharing your experience - this thread has been incredibly helpful for understanding what I should be looking out for!
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