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Ask the community...

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Has anyone successfully gotten their broker to reverse the backup withholding? I'm in a similar situation (wrong middle initial) and just noticed nearly $3500 was withheld from a stock sale last month. My broker is saying they can't do anything about it now that the money has been sent to the IRS.

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Unfortunately, once the withholding has been sent to the IRS, brokers generally can't reverse it. Your best option is to correct your information with the broker (provide an updated W-9) to prevent future withholding, and then claim the credit when you file your tax return. Make sure you keep all your transaction records and the 1099 you'll receive.

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Carmen Vega

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I went through a very similar situation a few years ago when my brokerage had an outdated SSN on file (long story involving a name change). The backup withholding hit me on a large mutual fund redemption and I was panicked about whether the IRS actually received the money. Here's what I learned: The IRS systems are notoriously slow to update, so don't expect to see backup withholding reflected in your online account immediately. Your brokerage is required to send the withheld funds to the IRS within a specific timeframe, and they have strong incentives to comply since they face penalties if they don't. For verification, I found the most reliable approach was to keep detailed records of the withholding from your brokerage statements and wait for your 1099 forms. The 1099-B (for stock sales) will show both your proceeds and the backup withholding amount. This is your official documentation that the IRS will accept. Regarding quarterly payments - you're absolutely right that you can adjust them. The IRS cares about your total tax payments for the year, not the timing or method. If your backup withholding exceeds your projected liability, you can reduce or skip estimated payments accordingly. Just make sure to run the numbers carefully to avoid underpayment penalties.

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This is really helpful, especially the part about keeping detailed records from brokerage statements. I'm curious - when you had the SSN issue, did you have to do anything special when filing your return to make sure the backup withholding was properly credited? I'm worried that since my name had the missing hyphen when the withholding occurred, there might be some mismatch when I file with my correct information.

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Anyone know if its possible to transfer an existing solo 401k to another provider without triggering taxes or penalties?? Im in the same boat w/ Solo401k.com and want OUT!!!

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Yes, you can absolutely transfer your solo 401k to another provider without triggering taxes or penalties! It's called a direct rollover or trustee-to-trustee transfer. The key is that you never personally receive the funds - they go directly from one plan administrator to another.

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Axel Far

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I'm dealing with a similar situation but with a different provider - my solo 401k administrator just hit me with a "service enhancement" fee that basically doubled my costs overnight. It's so frustrating how these companies lock you in with reasonable rates and then jack up prices once they think you're committed. What really bothers me is how they frame these increases as "improvements" when the service hasn't actually changed at all. Same portal, same customer service wait times, same basic administration - just a bigger bill. For those looking at alternatives, I'd definitely recommend getting fee schedules in writing before switching. Ask specifically about: annual increases, transaction fees, loan fees, and any "optional" services that might become mandatory later. Also worth asking if they guarantee rates for a certain period. The direct rollover process mentioned by others is straightforward, but make sure your new provider handles all the paperwork properly. The last thing you want is the IRS treating it as a distribution!

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This is exactly what happened to me! The "service enhancement" language is such a joke when literally nothing changes except the price. I've been burned by this before with other financial services - they start competitive then gradually increase fees once they think switching costs are too high. Your point about getting fee schedules in writing is spot on. I wish I had asked more detailed questions upfront about potential increases and what triggers them. Now I'm going through the process of comparing providers and making sure to ask about rate locks and fee caps. Has anyone had success negotiating with these companies when they pull this kind of stunt? Or is it pretty much just accept it or leave?

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Payton Black

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This is exactly the kind of arrangement that triggers IRS scrutiny. I've been through several business audits and can tell you that related-party transactions are always red flags, especially when they're the primary source of business activity. The key issue is that you need genuine business substance beyond tax benefits. If 90% of your rentals are to yourself and your husband, the IRS will likely classify this as a personal expense disguised as a business deduction. You'd need to demonstrate: 1. Legitimate profit motive with a realistic business plan 2. Majority of rentals to unrelated third parties 3. Market-rate pricing for ALL transactions 4. Proper business formalities (separate books, commercial insurance, etc.) Even if you structure it correctly, expect increased audit risk. The IRS has specific guidelines for rental businesses and they know all the common schemes. Document everything meticulously and consider getting professional advice before proceeding - the potential tax savings rarely justify the compliance costs and audit risks for small operations like this.

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This is really helpful insight from someone who's been through audits. The point about needing majority rentals to unrelated parties is crucial - I was initially thinking I could just rent to myself and my family, but it sounds like that would be a dead giveaway to the IRS. Do you have any sense of what percentage of third-party rentals would be considered "safe"? Also, when you mention compliance costs, are you talking about things like the commercial insurance and sales tax registration, or are there other ongoing requirements I should know about? I'm starting to think this might be more trouble than it's worth, especially if the audit risk is high even when done correctly.

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Based on my experience with IRS audits, I'd recommend at least 60-70% third-party rentals to be on safer ground, though there's no magic number that guarantees you won't be scrutinized. The higher the percentage of unrelated party rentals, the stronger your position. Regarding compliance costs, you're looking at commercial insurance (which can be $3000-5000+ annually for even a small fleet), sales tax registration and filing requirements in your state, potential rental car excise taxes, business licensing, and the administrative burden of maintaining separate books and records. You'll also likely need an accountant familiar with rental businesses to ensure proper tax treatment. Most people underestimate these ongoing costs and find that the actual tax savings are much smaller than expected once you factor in the legitimate business expenses and compliance requirements. Unless you're genuinely interested in running a rental car business as a profit-generating venture, the juice usually isn't worth the squeeze from a pure tax optimization standpoint.

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Sienna Gomez

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One additional consideration that hasn't been mentioned - you'll need to track personal vs business mileage meticulously. Even with a legitimate rental arrangement, the IRS will want to see that you're not double-dipping on deductions. If you're "renting" your car from your LLC but then trying to deduct business mileage for work trips, that could be problematic. The LLC would typically be responsible for all vehicle-related deductions (maintenance, depreciation, insurance) while you pay rental fees, but you can't also claim mileage deductions as an individual. Also worth considering: if your LLC owns the vehicles, you'll need to transfer titles, which may trigger sales tax in some states and could affect your ability to get favorable personal auto loan rates in the future. The vehicles would also become business assets subject to potential creditor claims if the LLC faces any liability issues. The administrative complexity really adds up quickly, and that's before you even get to the tax implications others have mentioned.

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Ethan Clark

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This is a really important point about the mileage deduction issue that I hadn't considered. So essentially, if the LLC owns the car and I'm paying rental fees, I can't also claim business mileage as an individual taxpayer - it would have to be one or the other? The title transfer triggering sales tax is another cost I didn't factor in. Between that, the commercial insurance, potential sales tax registration, and all the administrative overhead everyone's mentioned, it's starting to look like the actual tax benefits would be pretty minimal after accounting for all the legitimate costs of running this as a real business. Thanks for bringing up the creditor liability aspect too - I hadn't thought about how putting personal vehicles into an LLC might expose them to business creditors if something went wrong. That's definitely a risk I need to weigh carefully.

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Exactly right on the mileage deduction issue - it's an either/or situation, not both. If the LLC owns the vehicle and you're paying rental fees, then the LLC gets to claim all the vehicle-related deductions (depreciation, maintenance, insurance, etc.) while you pay market-rate rental fees. You can't then turn around and also claim business mileage deductions on your personal return for using that same vehicle. The title transfer sales tax can be substantial depending on your state - some charge the full rate on the vehicle's current value, which could easily be thousands of dollars. And yes, once the vehicles are LLC assets, they become part of the business's balance sheet and could potentially be reached by business creditors. Given all these factors - the commercial insurance costs, sales tax implications, administrative burden, audit risk, and the need for genuine third-party rental activity - most people find that a simple mileage log for legitimate business use ends up being far more cost-effective than trying to create a rental arrangement with their own LLC. The complexity and costs usually outweigh the potential tax benefits unless you're genuinely building a rental car business.

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My tax guy told me the easy way to remember it is: SSN is a type of TIN, like how a square is a type of rectangle. All SSNs are TINs, but not all TINs are SSNs. Other types include EINs (for businesses), ITINs (for foreign individuals), PTINs (for tax preparers), etc.

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That square/rectangle comparison makes it so easy to understand! I wish the IRS would explain things this clearly on their website lol.

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Amina Bah

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Thanks everyone for the helpful explanations! I feel much better now knowing that my TIN and SSN being the same is totally normal. I was worried there might be some error on my transcript that would mess up my mortgage application. It's reassuring to know this is how it works for most individual taxpayers. Really appreciate this community for clearing up my confusion so quickly!

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I've been filing from Germany for the past 4 years and have always used my local PO Box without any issues. The key thing I learned early on is to be proactive about it - I include a brief statement with my return explaining that I'm using the PO Box for reliable mail delivery while residing overseas, and I provide my physical German address as well. What really helped me was calling the IRS during my first year abroad (used a callback service since international calling was impossible) and asking them to put a note on my account about my address situation. The agent told me this is extremely common for expats and they actually prefer when people use reliable mailing addresses rather than risking missed communications. One thing to consider for Singapore specifically - I have colleagues there who mentioned that some apartment complexes have had issues with mail theft, so your PO Box idea is probably the smart move. Just make sure to keep your physical address updated with the IRS in case they ever need to verify your actual residence for any reason.

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Tyler Murphy

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As someone who's been living in various Southeast Asian countries for the past 6 years while maintaining US tax obligations, I can definitely relate to your concerns about mail reliability in Singapore. Your PO Box approach is absolutely the right call - I've seen too many expats miss critical IRS notices because of unreliable apartment mail delivery. A few practical tips from my experience: First, definitely include that explanatory statement you mentioned. I always attach a simple note saying "PO Box used for reliable mail delivery. Physical residence address: [full street address]" right after page 2 of Form 1040. Second, consider getting a Form 8822 on file with the IRS to officially document both your PO Box and physical address - this creates a paper trail that can help if questions arise later. One thing specific to Singapore that might help: if you're working for a multinational company there, check if they offer any expat tax support services. Many of the larger firms have relationships with tax professionals who specialize in US expat filings and can provide additional peace of mind about address-related compliance issues. The IRS definitely understands that international mail can be problematic - they'd much rather you receive their communications reliably than miss them entirely due to mail delivery issues.

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