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If you're going to do this, be SUPER careful with documentation. My friend tried this with his lawn care business and got audited. The IRS disallowed all the deductions for his kids because he couldn't prove they actually did the work or that the pay was reasonable. Keep a timesheet for each kid with dates, hours worked, and duties performed. Pay them regularly (biweekly or monthly) not just one big payment at year end. Take pictures of them working if possible. And pay them a reasonable wage for their age and the work they're doing - don't pay your 10-year-old $50/hour for stuffing envelopes!

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Would writing a job description for each kid be helpful too? I'm planning to implement this with my consulting business, and I'm thinking about creating actual job descriptions and "employment agreements" with my kids to make everything super official.

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Emma Wilson

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Absolutely! Having written job descriptions is a fantastic idea and shows you're treating this as a legitimate business arrangement. I'd recommend creating simple but specific job descriptions that outline duties appropriate for each child's age and abilities. For example, if your 12-year-old helps with filing and basic office tasks, write that up with specific duties like "organize client files alphabetically, prepare mailing envelopes, basic data entry under supervision." For older kids who can handle more complex tasks, be more detailed. Also consider having them sign a simple employment agreement (even if they're minors, it shows intent and documentation). Include their hourly rate, work schedule expectations, and basic workplace rules. This level of documentation shows the IRS you're running a real business operation, not just shifting money to avoid taxes. The key is making everything look professional and legitimate while still being age-appropriate. Your friend's audit situation is exactly why this documentation matters so much!

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Just a heads up for anyone considering this - make sure you understand the state requirements too! I implemented this strategy with my home-based marketing consulting business last year, paying my 16 and 14-year-old kids for legitimate work (social media management, data entry, client research). While the federal tax benefits worked exactly as described, I learned the hard way that some states have additional requirements for employing minors, even in family businesses. In my state, I needed to get work permits for both kids and follow specific hour restrictions during school months. Also, don't forget about workers' compensation insurance requirements - some states require it even for family employees in certain business types. I had to adjust my business insurance policy to cover them. The tax savings were definitely worth it (saved about $3,200 in taxes last year), but factor in these additional compliance costs when you're calculating the benefit. Still came out way ahead, but wished I'd known about the extra requirements upfront!

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Jayden Reed

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This is such an important point that often gets overlooked! I'm just starting to research this strategy for my freelance graphic design business, and I hadn't even considered state-specific requirements for employing minors. Can I ask what state you're in? I'm in California and wondering if I should contact the Department of Labor or if there's a specific agency that handles work permits for minors in family businesses. Also, did the workers' comp insurance add much to your costs, or was it a relatively small addition to your existing policy? Thanks for sharing your real-world experience - this kind of practical insight is exactly what I need to properly plan this out!

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Amina Toure

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12 One thing nobody's mentioned - make sure you keep a complete copy of everything you send! I filed a paper return in 2023 and the IRS somehow lost parts of it. Having my own copies saved me a huge headache. Also take pictures of the signed forms before you mail them just to be extra safe.

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Amina Toure

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20 This is really good advice. My friend had his return "lost" last year and had to resubmit everything. The IRS tried to charge him late fees but he had proof of when he originally sent it.

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Kai Santiago

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Pro tip from someone who's been through this exact situation - when you do mail in your paper return, include Form 4506-T (Request for Transcript) along with it. This way you can get a transcript of your return once it's processed, which serves as official proof that the IRS received and processed your filing. Also, since you mentioned you're expecting a refund, be aware that paper returns are processed in the order they're received, and the IRS is still working through a backlog from previous years. Don't panic if it takes 12-16 weeks instead of the usual 6-8. The refund will come eventually, and like others mentioned, there's no penalty since you're getting money back rather than owing. One last thing - if your refund is over $1,500, consider having it direct deposited into your bank account rather than getting a paper check. Even with paper filing, you can still provide your banking info for direct deposit, and it's much faster and more secure than waiting for a check in the mail.

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This is super helpful advice! I had no idea about Form 4506-T - that sounds like a smart way to have official documentation that they received everything. Quick question about the direct deposit option - do I just fill in my bank info on the same line where it asks for refund method, even though I'm filing on paper? I want to make sure I don't mess anything up since this whole paper filing process is new to me. The last thing I need is to cause more delays because I filled something out wrong!

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Chloe Zhang

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Has anyone else noticed that this seems to be happening more often lately? I returned something to HomeGoods last week and they tried to keep the tax too. When I questioned it, they suddenly "found a way" to refund the full amount. I think some retailers are trying this as a sneaky profit tactic hoping people don't notice or complain.

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I work in retail (not naming the store) and can confirm some places are starting to do this intentionally. Our system was recently updated to default to "tax retained" on returns unless the manager overrides it. Most customers don't notice the small difference, especially on cheaper items. Probably doesn't help my job security to admit this but it feels dishonest.

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Teresa Boyd

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This is really concerning if retailers are systematically doing this. I work in tax compliance and can tell you that what BigTech Store told you is absolutely incorrect. Sales tax refunds on returned merchandise are governed by state law, not store policy. When you return an item, the original transaction is essentially being reversed. The store collected that tax as an agent of the state - they don't get to keep it when the underlying sale is canceled. Most states have specific provisions requiring retailers to refund sales tax on returned items, and failure to do so can result in penalties for the retailer. I'd recommend going back with your receipt and asking to speak with a manager. If they refuse, you can file a complaint with your state's department of revenue. They take sales tax compliance seriously and will investigate retailers who aren't following proper refund procedures. The fact that some commenters are seeing this happen more frequently suggests this might be a deliberate policy at some chains, which is even more problematic from a regulatory standpoint.

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Thanks for the detailed explanation from a compliance perspective! This is exactly the kind of professional insight I was hoping to find. The fact that you mention this could be a deliberate policy at some chains is really alarming. I'm definitely going back to BigTech Store with this information. Do you happen to know if there's a specific timeframe I need to file a complaint with the state department of revenue if they continue to refuse? And would it help to document the conversation or get something in writing from them about their "policy" of keeping sales tax on returns? I'm also wondering if this affects their sales tax remittance to the state - like are they essentially double-dipping by keeping customer refunds AND potentially not adjusting their tax payments to the state?

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One thing to keep in mind - make sure you're keeping VERY detailed records of your poker/sports betting activities if you're reporting them as business income and setting up a SEP-IRA. The IRS scrutinizes gambling income closely, especially when it's used to establish retirement accounts. Daily logs of play time, tournaments entered, buy-ins, cash-outs, locations, witnesses, etc. - document everything. I learned this the hard way when I got audited in 2023 for my 2022 returns.

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Do you have a particular system or app you recommend for tracking all this? I'm currently just using a messy spreadsheet but it's becoming unwieldy as my volume increases.

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I use a combination of a dedicated poker tracking app (PokerTracker for online play) and a custom spreadsheet for live games. For sports betting, I use Action Network to track all my bets. The key is consistency and detail. Each day I record: date, location, game type, buy-in amount, cash-out amount, hours played, and any relevant notes. For tournaments, I track the specific tournament name/ID, buy-in, re-buys, and final position/payout. I also keep all physical receipts from casinos and screenshots of online cashouts. This level of documentation saved me during my audit.

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Just want to add another perspective here - I went through this exact same situation last year when setting up my SEP-IRA with poker tournament winnings. The confusion around that gambling business question is totally understandable because the wording is misleading. What helped me was thinking about it this way: the IRS is trying to identify businesses that are in the gambling INDUSTRY (casinos, bookmakers, lottery operators) versus people who gamble professionally. You're a customer of gambling establishments, not operating one yourself. I selected "NO" on that question and had zero issues with my EIN approval or SEP-IRA setup. My CPA confirmed this was correct - the distinction is crucial for tax purposes but won't affect your ability to report poker/betting income as self-employment income on Schedule C. Just make sure you have solid documentation of your gambling activities as others have mentioned. The combination of professional gambling income + retirement account contributions does tend to get extra scrutiny, so having your records organized is essential.

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This is really helpful context! I'm in almost the exact same boat - trying to get my SEP-IRA set up with poker income before the deadline. The "customer vs operator" distinction you made really clarifies things for me. Quick question - when you set up your SEP-IRA, did your broker ask for any additional documentation beyond just the EIN to verify your self-employment income from gambling? I'm worried they might give me pushback since it's not traditional business income.

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Has anyone actually looked at the new 2023 Schedule A? I just downloaded it and Box 8a specifically says "Home mortgage interest and points reported to you on Form 1098." Wouldn't that mean you just put the full amount from your 1098 forms regardless of these limits? The forms from my lenders show about $65k in combined interest.

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The Schedule A form itself doesn't have the calculation limitations built in - that's on you to know and apply. The mortgage company reports the FULL interest you paid on Form 1098, but you're only allowed to deduct the portion that falls under the acquisition debt limits. Your lenders don't track how you used the money or which debt limits apply to you - they just report what you paid in interest. It's your responsibility to know that you can only deduct interest on $750K (for post-2017 loans) or $1M (for pre-2017 loans) of acquisition debt per qualified residence. The IRS expects you to calculate and enter the correct deductible amount, even if it's less than what appears on your 1098 forms.

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Nathan Dell

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This is such a complex area of tax law! I've been dealing with a similar situation where I have properties purchased on different sides of the 2017 cutoff. One thing that helped me was creating a simple spreadsheet to track each property separately. For your situation, I'd recommend documenting everything clearly: - Primary residence: $700K mortgage (pre-12/15/2017) = 100% of interest deductible - Second home: $1.1M mortgage (post-12/15/2017) = interest on first $750K deductible The key insight from all these responses is that you DON'T combine the limits - each property stands alone based on its purchase date. So you're not limited to some combined $1.75M cap. Also worth noting - since you mentioned renovations on the second home, make sure any loan proceeds used for substantial improvements still count as acquisition debt. The IRS considers improvements that add value, prolong the home's life, or adapt it for new uses as qualifying for the mortgage interest deduction. Keep detailed records of how loan proceeds were used, especially if you did any cash-out refinancing. The documentation will be crucial if you ever face questions about your deductions.

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This spreadsheet approach is brilliant! I'm definitely going to set something like this up for my own records. One question though - when you mention "substantial improvements" for the acquisition debt qualification, do you know if there's a specific dollar threshold or percentage of home value that defines "substantial"? I'm asking because we spent about $85K on renovations to the second home (new kitchen, bathroom remodel, flooring throughout), but I want to make sure this actually qualifies as substantial improvement rather than just maintenance/repairs. The IRS language is pretty vague on what constitutes "substantial" versus regular upkeep.

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