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One thing that might help you going forward is to start keeping a gambling log from day one if you continue betting. I use a simple spreadsheet with columns for date, platform, bet type, amount wagered, amount won/lost, and running total. It takes maybe 30 seconds per bet to log, but it makes tax time so much easier. For your current situation with 1,700+ bets, definitely try to download your complete betting history from both platforms as others suggested. Most online sportsbooks are required to maintain detailed records and make them available to users. Hard Rock and Fliff should both have options in your account settings to export transaction histories. Also worth noting - if you plan to continue sports betting regularly, consider whether it might make sense to itemize deductions in future years. If you have other itemizable expenses (mortgage interest, charitable donations, etc.) that combined with gambling losses might exceed the standard deduction, you could potentially offset more of your winnings.
This is really solid advice about keeping a gambling log going forward! I'm actually in a similar situation to the OP - been doing casual sports betting but didn't think about the tax implications until recently. Your spreadsheet idea sounds perfect for staying organized. Quick question about the itemizing strategy you mentioned - do you know roughly what percentage of your other deductions would need to be to make itemizing worthwhile? I have some charitable donations and student loan interest, but I'm not sure if it would be enough combined with gambling losses to beat the standard deduction. Also, has anyone had experience with how strict the IRS is about gambling log documentation? Like, do they expect receipts for every single bet or is a detailed spreadsheet with platform records usually sufficient?
For your itemizing question, the standard deduction for 2024 is $14,600 for single filers and $29,200 for married filing jointly. So you'd need your total itemized deductions (including gambling losses, charitable donations, state/local taxes, mortgage interest, etc.) to exceed those amounts to make itemizing worthwhile. Student loan interest actually goes on Schedule 1 as an adjustment to income, not as an itemized deduction, so it wouldn't count toward your itemizing calculation. But if you have significant charitable donations plus gambling losses, it could potentially push you over the threshold. Regarding documentation, the IRS expects you to maintain contemporaneous records - meaning you should log your gambling activity as it happens rather than trying to reconstruct it later. A detailed spreadsheet combined with account statements from the gambling platforms is generally considered adequate documentation. The key is being able to substantiate both your winnings and losses with specific dates, amounts, and locations/platforms. I'd recommend keeping your platform account statements as backup documentation alongside your personal gambling log, especially since online sportsbooks maintain detailed transaction histories that can corroborate your records.
Just wanted to add something important that I learned the hard way - if you're using multiple platforms like the OP, make sure you're tracking your net position across ALL platforms, not just individual ones. I made the mistake of only focusing on my winning platform while ignoring losses on another, which gave me a completely wrong picture of my tax liability. Also, for anyone using apps like Hard Rock or Fliff, check if they offer any tax reporting tools or year-end summaries. Some platforms have started providing better tax documentation features to help users comply with reporting requirements. Even if they don't issue a 1099, many will provide detailed transaction exports that make the reporting process much more manageable. One last tip - if you're planning to continue betting in 2025, consider setting up a separate bank account just for gambling transactions. It makes tracking deposits, withdrawals, and your overall gambling P&L much cleaner for tax purposes.
This is excellent advice about tracking across multiple platforms! I'm just getting into sports betting myself and hadn't considered how complicated it could get when using several different apps. The separate bank account idea is brilliant - it would make everything so much cleaner for record keeping. Quick question about the year-end summaries you mentioned - do you know if platforms like DraftKings or FanDuel typically provide these automatically, or do you have to request them? I'm trying to be proactive about setting up good tracking systems before I get too deep into this like the OP did with 1,700+ bets. Also, when you say "net position across all platforms," are you talking about just adding up all winnings minus all losses from every platform? Or is there something more complex about how that should be calculated for tax purposes?
Has anyone used the Safe Harbor for Small Taxpayers provision for this kind of expense? If your rental property has an unadjusted basis of $1 million or less, and your gross receipts are under $10 million, you might be able to deduct repairs and improvements up to the lesser of $10,000 or 2% of the unadjusted basis of the building annually.
For your $8,700 foundation repair in Phoenix, the key factor is whether this is restoring your property to its previous condition or actually improving it beyond what it was before the damage occurred. Since you mentioned the soil shifted after heavy rains and created new cracks, this sounds like you're dealing with sudden damage that needs to be repaired to restore normal function. This could potentially qualify as a deductible repair expense rather than a capital improvement that needs to be depreciated. Make sure to document everything thoroughly - take photos of the damage, get weather reports from that time period, and have your contractor provide a detailed invoice explaining exactly what work is being done to address the specific damage. The IRS will want to see that you're fixing a problem, not upgrading or improving the foundation beyond its original condition. Given the substantial cost though, I'd strongly recommend getting professional guidance from a tax professional or CPA who specializes in rental property taxes before making your final decision on how to classify this expense.
This is really helpful advice! I'm dealing with a similar situation on my rental property where storm damage caused foundation issues. One question though - when you say "document everything thoroughly," how detailed should the contractor's invoice be? Should I ask them to specifically separate out costs for different types of work, or is a general description sufficient as long as it clearly states they're addressing storm damage? Also, do you know if there's a dollar threshold where the IRS automatically treats foundation work as an improvement regardless of the circumstances? I've heard conflicting information about this.
This is a really thorough discussion that covers all the important angles! As a newcomer to this community, I'm impressed by how thoughtfully everyone has analyzed both the legal and practical aspects of this situation. The consensus seems clear: asking customers to mark business payments as "friends & family" is problematic because it circumvents tax reporting requirements and removes consumer protections. Even if a business owner has good intentions (just trying to save on fees), they're essentially asking customers to participate in misrepresenting the nature of the transaction. What I find most valuable in this thread is the emphasis on education over judgment. Many small business owners probably don't fully understand the compliance risks they're creating. The suggestions about having supportive conversations and offering to cover processing fees show how customers can help businesses they care about while maintaining their own ethical standards. For anyone facing similar situations, the three-step approach mentioned earlier seems solid: have a friendly conversation about compliance concerns, offer practical alternatives like covering fees or using different payment methods, and if the business isn't willing to find compliant solutions, consider what that says about their overall approach to operating legally. It's encouraging to see so many people committed to supporting small businesses while also maintaining proper tax compliance and consumer protections!
@Val Rossi Great summary of the discussion! As someone new to both this community and dealing with small business payment issues, I really appreciate how everyone has balanced supporting local businesses with maintaining ethical standards. What strikes me most is how this situation puts customers in such an awkward position - we want to help small businesses succeed, but we also don t'want to participate in potentially problematic practices or lose our consumer protections. The collaborative approach suggested here offering (to cover fees, suggesting compliant alternatives seems) like the perfect middle ground. I m'curious if anyone has experience with how these conversations actually go in practice? I imagine most business owners would be receptive to customers who approach this supportively, but I d'love to hear if anyone has real-world examples of how they ve'handled similar situations. Did the businesses appreciate the heads-up about compliance risks, or did some get defensive about their practices?
This discussion really highlights how common this issue has become with small businesses trying to navigate payment processing costs. As someone who's worked in small business consulting, I've seen this exact scenario play out dozens of times. The key point that everyone's touched on is absolutely correct - what the bakery is asking for is essentially tax evasion, regardless of their intentions. The IRS doesn't care whether you're trying to save on fees or hide income; circumventing reporting mechanisms is problematic either way. What I'd add is that businesses doing this are also exposing themselves to significant penalties beyond just tax issues. Venmo and other payment processors actively monitor for this behavior and can freeze or close accounts when they detect friends & family payments being used for commercial transactions. I've seen small businesses lose access to their payment processing entirely, which can be devastating. The suggestion about offering to cover processing fees is excellent. In my experience, most small business owners are genuinely grateful when customers approach this supportively rather than just walking away. I've helped several businesses transition to compliant payment methods, and they often discover that proper business processing comes with benefits they hadn't considered - better record keeping, business credit building, and eligibility for merchant services they couldn't access before. For the bakery specifically, they might not realize that home-based food businesses have substantial tax deductions available that could more than offset the processing fees they're trying to avoid.
@Noah Lee Your perspective from small business consulting is really valuable! The point about payment processors actively monitoring for friends & family misuse is something I hadn t'considered before. Losing access to payment processing entirely would be far more damaging than just paying the transaction fees in the first place. I m'curious about those home-based food business deductions you mentioned - that seems like information that could really help the bakery owner make better financial decisions. Are there specific deductions that home kitchen businesses commonly miss that could offset processing fees? Things like equipment depreciation, utilities for the business portion of their home, ingredient costs? It seems like many small business owners focus so much on the immediate cost of processing fees that they miss the bigger picture of proper business financial management. Having a conversation that reframes this from how "do we avoid fees to" how "do we optimize our overall tax situation while staying compliant could" be a game-changer for businesses like this bakery. Your experience with helping businesses transition to compliant methods sounds like it would make a great resource for other small business owners facing similar decisions.
This is amazing progress! That 571 code is such a relief to see after being frozen since March. I went through something very similar - had an 810 freeze that lasted 7 months before finally getting the 571 code. The good news is that once you see that 571, things typically move pretty fast. In my case, I got the 846 refund issued code about 9 days later. Your situation looks really promising because the 570 and 571 codes are only a week apart, which suggests they resolved whatever was holding up your return relatively quickly once they got to it. With your cycle ending in 05, you should definitely check Friday mornings for updates since that's when weekly cycles typically refresh. After waiting 6+ months, you're finally almost there! Keep us posted when you see that 846 code - we're all pulling for you! š
This gives me so much hope! 9 days after the 571 sounds perfect - that would put me right around October 9th if mine follows your timeline. It's incredible how consistent everyone's experiences seem to be once that 571 code appears. After feeling completely lost for months, finally having real timelines from people who've been through this exact situation is such a game changer. I'm definitely going to be checking Friday morning now that I know that's when the weekly updates happen. Thank you for sharing your story - knowing that 7 months eventually resolved makes me feel like there really is light at the end of this tunnel! š
Congrats on finally seeing that 571 code! That's huge progress after being stuck since March. I had a similar freeze situation that lasted about 5 months before getting the 571. In my experience, once that code appears, you're usually looking at 1-2 weeks max before the 846 (refund issued) shows up. The fact that your 570 and 571 are only a week apart is actually really good news - means they worked through whatever was holding it up pretty quickly once they got to your case. With your cycle ending in 05, definitely keep checking Friday mornings when transcripts update. You've made it through the worst part - hang in there! š
Yuki Sato
whatever you do, DO NOT just ignore this!!! i did that one year thinking "oh ill deal with it later" and the penalties just kept adding up. ended up owing almost double by the time i finally dealt with it. the irs doesn't play around with this stuff.
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Carmen Ruiz
ā¢Same! I ignored a $600 tax bill and two years later it was over $1000 with all the penalties and interest. Learned my lesson the hard way.
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Diego Mendoza
ā¢Thank you for the warning! I'm definitely planning to take care of this right away. I've been checking out the IRS website today to figure out the best way to pay. Just needed to know where to look for my current balance. I definitely don't want to let this keep growing with penalties!
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Zainab Yusuf
Just wanted to add that if you're having trouble accessing your online account on IRS.gov (sometimes the identity verification process can be tricky), you can also call the automated phone line at 1-800-829-1040. It's available 24/7 and you can get your current balance by entering your SSN and some basic info - no waiting on hold for a human agent. Also, since you mentioned this is your first time owing taxes, make sure to consider making estimated quarterly payments for next year if your withholding situation hasn't changed. This will help you avoid being in the same spot again. The IRS has worksheets and calculators on their website to help figure out how much to pay each quarter. Good luck getting it sorted out! The important thing is you're taking action now rather than letting it sit.
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Cynthia Love
ā¢This is really helpful advice! I didn't know about the automated phone line - that sounds way easier than trying to set up an online account right now when I just need to check my balance quickly. And you're absolutely right about the quarterly payments. I had no idea I was supposed to do that with my new job. I'll definitely look into those worksheets once I get this current mess sorted out. Thanks for taking the time to explain all this!
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