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I'm confused about the actual filing process. If I do qualify as a trader (I trade 15-20 times daily, avg holding time <5 days), when exactly do I need to file the 475(f) election? Is it with my 2025 return or do I need to file something earlier? I formed my LLC in January.

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Millie Long

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For a newly established entity, you need to make the election within 2 months and 15 days after the beginning of the tax year for which the election is effective. So if your LLC was formed in January 2025, you'd need to file by March 15, 2025 for it to be effective for the 2025 tax year. You make the election by attaching a statement to either your tax return or a request for extension.

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Based on all the discussion here, it sounds like the consensus is pretty clear - you need trader status regardless of entity structure to make the 475(f) election. Your trading pattern of 3-5 trades per month with 6+ month holding periods definitely puts you in investor territory. I'm curious though - have you considered whether there might be other tax strategies that could be beneficial for your LLC structure without needing the 475(f) election? For instance, depending on your situation, you might benefit from tax-loss harvesting strategies or potentially electing S-Corp status for your LLC if you're generating significant trading income. Sometimes the alternatives can be more beneficial than trying to force a square peg (investor activity) into a round hole (trader election).

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Laura Lopez

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Great point about exploring alternatives! I hadn't really thought about S-Corp election for the LLC - that's an interesting angle. Given that I'm clearly in investor territory based on everyone's feedback, what kinds of income thresholds or situations typically make S-Corp election worthwhile for an investment LLC? I'm assuming it's mainly beneficial if you're generating substantial income that would otherwise be subject to self-employment tax, but I'm not sure how that applies to investment income specifically. Also curious about the tax-loss harvesting strategies you mentioned - are there specific approaches that work better within an LLC structure versus individual accounts?

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I've been dealing with similar transfer delays with Wise, and it's usually related to their internal compliance checks rather than anything you did wrong. They have automated systems that flag transactions based on various factors - amount, frequency, recipient country, etc. In my experience, transfers over $5,000 to new recipients or countries you haven't sent to before often get reviewed. Even repeat transfers can sometimes get flagged if they're larger than your usual amounts or if there's been a gap in your transfer history. The good news is that once you're verified and have an established transfer pattern, future transfers usually go through much faster. I now regularly send $10,000+ to family in Canada and they typically process within hours rather than days. If you're planning regular larger transfers, it might help to contact Wise support proactively to verify your account for higher amounts. They can sometimes pre-approve you for larger transfers which reduces the chance of delays.

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That's really helpful to know about the verification process! I'm new to international transfers and was worried when I heard about these delays. Is there a specific amount threshold where Wise automatically reviews transfers, or is it more about the pattern like you mentioned? Also, when you say "contact Wise support proactively" - do you mean before making your first large transfer, or after you've already had some smaller ones go through successfully? I'm planning to start with smaller amounts to my family in Canada but eventually want to send larger gifts, so I'm trying to plan the best approach.

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From what I've experienced with Wise, there isn't really a hard threshold - it's more about patterns and risk assessment. I've had $3,000 transfers get flagged when sending to a new recipient, but $8,000 transfers go through instantly to established recipients. I'd recommend contacting Wise support after you've done a few smaller successful transfers but before you attempt your first large one. This way you have some transfer history with them, but you can still get pre-approved for the larger amounts you're planning. When you contact them, just explain that you're planning regular family support transfers to Canada and ask what documentation they might need for larger amounts. One tip that helped me: when setting up the transfer, be very clear in the transfer reason/description that it's "family support" or "gift to family member" and make sure the recipient name exactly matches any ID they might ask for. The clearer and more consistent your transfer details are, the less likely they are to flag it for review. Also worth noting - even if a transfer gets delayed for review, it doesn't affect the exchange rate you locked in when you initiated it, so you're not losing money during the delay period.

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Mei Wong

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One important thing to consider is the timing of your transfers if you're planning to send larger amounts. I learned this the hard way when I sent $15,000 to my parents in Canada last year - the timing matters for both US gift tax reporting and Canadian tax implications for the recipients. From the US side, if you're sending more than the annual gift exclusion amount ($17,000 for 2023, $18,000 for 2024) to any one person, you need to file Form 709 by April 15th of the following year. But here's what caught me off guard: if your Canadian recipients receive large gifts, they might need to report it on their Canadian tax return too, even though gifts aren't typically taxable in Canada. Also, consider spreading larger gifts across tax years if possible. Instead of sending $30,000 to one family member in December, you might send $17,000 in December and $13,000 in January to stay within the annual exclusion limits and avoid the Form 709 filing requirement altogether. The key is planning ahead rather than just focusing on the transfer mechanics. The actual transfer through services like Wise is straightforward - it's the tax implications on both sides of the border that require more thought.

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This is really valuable advice about timing! I hadn't considered the Canadian side implications for recipients. When you mention that Canadian recipients might need to report large gifts on their tax return, is there a specific threshold where this becomes required? I'm planning to help my elderly parents with some expenses, and I want to make sure I'm not inadvertently creating tax complications for them in Canada. Would it be worth having them consult with a Canadian tax professional before I send larger amounts? Also, your point about spreading transfers across tax years is smart - I was thinking about sending everything at once to "get it over with" but breaking it up sounds like it could save paperwork headaches on both sides.

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Yara Khoury

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I'm at week 20 and honestly considering reaching out to my congressman at this point. Filed my 1040X in September and still nothing but "processing" on WMR. My CPA said that's becoming the norm now - she's seeing 22-26 weeks regularly for her clients. The worst part is having zero real information about what's actually happening. At least with regular returns you get some updates, but amended returns are like throwing papers into a black hole. Really wish the IRS would be more transparent about realistic timelines instead of that misleading 16-week estimate.

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Arjun Kurti

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Week 20 is definitely getting into "contact your congressman" territory from what I've been reading! I'm new here but have been lurking and learning from everyone's experiences. It's so frustrating that they stick with that 16-week estimate when clearly the reality is much longer. Your CPA's timeline of 22-26 weeks seems to match what a lot of people are reporting in this thread. The lack of transparency is probably the worst part - at least if they said "expect 6+ months" upfront we could plan accordingly. Hope you get some movement soon, and definitely consider that congressional inquiry if you hit the 24-week mark! šŸ¤ž

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Rajiv Kumar

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Just wanted to chime in as someone who's been through this nightmare twice! My first amended return took 23 weeks and my second one (filed last year) took 19 weeks. The anxiety is absolutely brutal, especially when you need that money for bills like you mentioned. One thing that helped me was setting up direct deposit alerts so I'd know the moment anything hit my account instead of constantly checking the useless WMR tool. Also, if it makes you feel any better, I've never heard of an amended return just disappearing - they're slow as molasses but they do eventually process them. Hang in there, you're already at week 12 so you're in the home stretch even if it doesn't feel like it! šŸ™

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This is exactly the kind of question I struggled with when I first started my freelance writing LLC! After reading through all these responses, I want to emphasize something important that might get lost in the technical details: document your decision and be consistent. Whether you choose to use your SSN or EIN on the W-9, make sure you're using the same approach across all your tax documents and business dealings. I keep a simple spreadsheet tracking which TIN I used for each client's W-9, so when 1099s come in at year-end, I can easily match them up with my records. Also, don't stress too much about making the "perfect" choice - both options are valid for single-member LLCs in most cases. The key is being consistent and making sure your tax preparer (or tax software) knows which approach you're taking so everything flows correctly to your Schedule C. One last tip: save copies of all your W-9s! They're helpful reference documents when you're doing your taxes and can help resolve any discrepancies if they arise.

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Lucas Bey

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This is such practical advice! I really appreciate the emphasis on documentation and consistency. I'm just starting out with my single-member LLC and honestly feeling overwhelmed by all the conflicting information out there. Your spreadsheet idea is brilliant - I never would have thought to track which TIN I used for each client, but that makes total sense for tax time. Quick question: do you recommend keeping physical copies of the W-9s or are digital copies sufficient for record-keeping purposes?

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Digital copies are absolutely sufficient for record-keeping! The IRS doesn't require physical copies of W-9s since they're not forms you file with your return - they're just documentation for the businesses paying you. I scan everything and store it in organized folders on my computer with cloud backup. Just make sure the scans are clear and readable. I actually prefer digital because I can easily search for specific clients or dates when I need to reference something during tax prep. The key is having a consistent filing system and keeping them for at least 3-4 years in case of any questions.

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Great question! I went through this same confusion when I started my single-member LLC for graphic design work. After dealing with the headache of conflicting advice online, I ended up consulting with a CPA who clarified everything for me. The bottom line is that since you're a disregarded entity (which most single-member LLCs are by default), the IRS wants to see your SSN on the W-9 because that's what ties to your personal tax return where you'll report the LLC income on Schedule C. However, you absolutely should put your LLC's business name on Line 2 of the W-9 form. Here's what I learned the hard way: using your EIN when you should use your SSN can actually create problems down the road. The IRS computer systems expect certain TINs to match certain entity types, and mismatches can trigger correspondence or delays. That said, if you have a specific business reason to use your EIN (like you want to keep your SSN more private), you can do so, but just make sure you're consistent across ALL your business dealings - bank accounts, other tax forms, state registrations, etc. One practical tip: whatever you choose, keep a master document listing which TIN you used for each client. It'll save you time and confusion when 1099s start arriving in January!

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This is really helpful advice! I'm curious about something you mentioned - you said using your EIN when you should use your SSN can create problems with IRS computer systems. Can you share more details about what kind of problems you've seen? I'm trying to decide between the two options and want to understand the potential consequences of each choice. Also, when you say "specific business reason" for using the EIN, what would qualify as a good reason beyond just privacy concerns?

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Saw this thread and thought I'd throw in my 2 cents. Last year I didn't file because "they already took taxes out of my checks so what's the point?" BIG MISTAKE. Got hit with failure-to-file penalties even though I didn't owe anything extra! Found out I was actually due a $1,320 refund but nearly lost it because there's a 3-year deadline to claim refunds. So yes, filing and paying are different, and yes, you need to file EVEN IF your employer withheld taxes already!!

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KhalilStar

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What tax software do you recommend for first-timers? I'm in a similar situation.

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I'd recommend starting with the IRS Free File options if your income qualifies (under about $73,000). TaxSlayer and TaxAct were easy to use for me as a beginner. If your situation is super simple (just a W-2 and standard deduction), even the free versions of TurboTax or H&R Block can work, just be careful about them trying to upsell you on paid features you might not need.

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Mei Chen

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Don't feel embarrassed at all - this is actually a really common confusion! Think of it this way: filing is like submitting your homework to show what you earned and what was already paid, while paying is the actual money changing hands. Since you mentioned your employer takes taxes out of every paycheck, you've likely been "paying" taxes all year long through those deductions (called withholding). When you file your return, you're basically doing the math to see if those payments were enough to cover what you actually owe. Most people in your situation either get a refund (because too much was withheld) or owe a small amount. The key thing is that filing is required regardless - even if you don't owe anything extra, you still need to submit that paperwork to the IRS. And if you're owed a refund, filing is the only way to get it! You've got this - it's way less scary once you understand the difference.

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This is such a helpful explanation! I'm also new to doing taxes on my own and was worried I was missing something obvious. The homework analogy really clicks for me - you show your work (filing) even if you already paid throughout the year. One quick question - is there a deadline for filing even if I don't owe anything? I keep seeing April 15th mentioned but wasn't sure if that only applies when you owe money.

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