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Paolo, you've gotten great advice here! I went through this exact same confusion with my single member LLC just six months ago. "Sole Proprietor" on line 9a is absolutely the correct choice - don't second guess yourself on this one. What helped me understand it was realizing that the LLC formation (state level) and tax treatment (federal level) are two completely separate things. Your LLC gives you liability protection at the state level, but the IRS defaults to treating single-member LLCs as sole proprietorships for tax purposes unless you actively elect otherwise. The S-Corp election your friends mentioned happens later via Form 2553, and honestly, it's not something most new businesses need to worry about initially. I've been tracking my numbers, and I'm nowhere near the profit level where S-Corp treatment would make sense given the additional costs and complexity. My recommendation: fill out that SS-4 with "Sole Proprietor" selected, get your EIN, open a business bank account, and focus on actually making money with your LLC. The advanced tax planning can wait until you have some real income to optimize!
Yara, this is such a helpful perspective! I really appreciate how you explained the difference between LLC formation at the state level and tax treatment at the federal level - that distinction was something I was struggling to understand. It makes so much sense now that these are two separate things happening at different levels. Your point about focusing on actually making money first before worrying about advanced tax planning really resonates with me. I've been getting so caught up in trying to optimize everything from day one that I was losing sight of the fact that I need to actually generate income before there's anything to optimize! It's also reassuring to hear from someone who's been running their LLC for six months and confirm that starting with sole proprietor status has worked well. I think I was putting way too much pressure on myself to make all these complex decisions upfront when really the smart approach is to start simple and evolve as the business grows. Thanks for sharing your experience - it's exactly what I needed to hear to move forward confidently with the SS-4 form!
Paolo, you're getting excellent advice here! As someone who just went through this exact same process with my single member LLC a couple months ago, I can confirm that "Sole Proprietor" is definitely the right choice for line 9a on Form SS-4. I had the same confusion initially because it feels weird selecting "Sole Proprietor" when you just formed an LLC, but that's exactly how the IRS wants it done. The single-member LLC is considered a "disregarded entity" for federal tax purposes, so even though you have the legal protections of an LLC, you're taxed as if you were a sole proprietor. What really helped me was understanding that this initial choice doesn't lock you in forever. I was overthinking it just like you are now, worried I'd mess something up and cause problems later. But once I realized that the S-Corp election your friends mentioned is a completely separate process that happens AFTER you get your EIN (using Form 2553), it took all the pressure off. My advice: select "Sole Proprietor," submit your SS-4, get your EIN, and then focus on building your business. You can always explore more complex tax structures later when your income justifies the additional complexity. For now, you're making the right choice to keep things simple!
Just to add some clarity on the Form 8606 sequencing for your situation: For your wife: - Form 8606 Part I: Report $6,500 contribution (line 1), then report $6,503 on line 8 - The $3 earnings will flow to line 18 and be taxable For you: - One Form 8606 for the $2,700 old money conversion (Parts I and II) - For the 2023 contribution made in 2024 that was recharacterized and converted, you'll report the contribution on your 2023 Form 8606 but the conversion goes on 2024 The most common mistake people make is not filing Form 8606 in the year they make nondeductible contributions, even if they don't convert until later. This causes all kinds of basis tracking problems down the road.
Is it really necessary to file Form 8606 if you make a traditional IRA contribution but then immediately convert it all to Roth in the same year? Seems like extra paperwork for no reason since it all gets taxed anyway.
Yes, it's absolutely necessary to file Form 8606 even if you contribute and convert in the same year. This formally establishes your basis in the IRA, which is critical for proper tax treatment. Without filing Form 8606, you have no official record of making a non-deductible contribution. This could lead to double taxation later because the IRS would have no way to know that you already paid tax on that money. Think of Form 8606 as your receipt proving you've already been taxed on those funds. Even if the entire process happens in one year, the documentation is still required to keep everything clear and proper.
Honestly, the backdoor Roth process is unnecessarily complicated. I've been doing them for years and here's my simplified approach: For each person: 1. Contribute to traditional IRA 2. Convert to Roth 3. File Form 8606 for each person who did a conversion The key thing that messes people up is when the value changes between contribution and conversion. If you convert quickly there's minimal growth (or loss). Make sure you track your "basis" (non-deductible contributions) correctly or you could end up paying tax twice on the same money!
This thread perfectly captures the frustration so many of us singles feel about the tax system. What really bothers me is how the disparity has actually gotten worse over time - when you look at historical tax brackets, the gap between single and married filing jointly rates used to be much smaller. I've been tracking my effective tax rate versus my married coworkers for the past few years, and it's consistently 3-4 percentage points higher despite similar gross incomes. That might not sound like much, but on a $75k salary, that's an extra $2,250-$3,000 annually that I'm paying just for being single. The really infuriating part is when people suggest that singles should just "get married for the tax benefits." That completely misses the point - we shouldn't have to change our fundamental life choices to get fair treatment from our own government. Marriage should be about love and commitment, not tax optimization. I've done everything possible on my end - maxed out my 401k, HSA, taken every deduction I can find, even moved to a state with no income tax. But at the end of the day, we're still working within a system that was designed decades ago and hasn't adapted to modern reality where nearly half of American adults are single. We need politicians to acknowledge that this isn't just affecting a small minority anymore - we're talking about tens of millions of taxpayers who are systematically overtaxed compared to their married counterparts.
You've really captured the heart of this issue - the fact that we're expected to change our fundamental life choices just to get fair tax treatment is absurd. I'm new to really understanding these disparities, but seeing your numbers laid out like that is startling. An extra $2,250-$3,000 annually adds up to serious money over a lifetime. What strikes me most is your point about how the gap has actually widened over time. That suggests this isn't just an oversight in the tax code, but an active policy choice to favor married couples even more heavily. It makes me wonder if there's any organized effort to track these disparities and push for reform, or if we singles are just scattered voices complaining individually. I'm definitely motivated to start tracking my own effective tax rate now to see exactly how much extra I'm paying. Sometimes seeing the concrete numbers makes it easier to decide whether it's worth pursuing some of the geographic arbitrage strategies others have mentioned here.
As someone who's been dealing with this exact frustration for years, I want to add that the discrimination goes beyond just tax rates - it's built into the entire structure of how we fund government services. Think about it: married couples with children consume significantly more public resources per dollar of taxes paid. Their kids use public schools for 12+ years, they need more police and fire protection for larger households, they create more wear on infrastructure with multiple vehicles, and they generate more waste that municipalities have to handle. Yet somehow I'm the one paying a higher effective tax rate? I calculated that over my working lifetime, this disparity will cost me approximately $75,000-$100,000 compared to a married colleague with identical income. That's enough to buy a house in many parts of the country! Meanwhile, I use fewer public services across the board. The real kicker is that this system was designed when single adults were mostly young people who would eventually marry. Now we have millions of Americans who are single by choice throughout their careers, and we're essentially funding a system that penalizes us for a lifestyle that puts less strain on public resources. I've optimized everything I can - retirement accounts, moved states, HSA maxed out - but we need actual legislative reform to fix this fundamental inequity. The tax code needs to reflect 21st century demographics, not 1950s assumptions about American family life.
Banks also look for unusual deposit patterns compared to your history. If you suddenly start making cash deposits when you normally don't, that might trigger questions regardless of the amount. My friend runs a legit dog grooming biz and started taking cash instead of venmo, and the bank actually asked her about the change in deposit patterns!
Omg this happened to me too when I started my side hustle! Bank actually called to verify the deposits were legitimate. Super awkward but the manager explained they have to do due diligence on unusual activity.
Great question! Just to add to what others have said - the key is being natural and consistent with your deposits. Since you mentioned this is from photography work, I'd suggest keeping good records of your jobs and payments. If you're getting paid $2k for a wedding shoot, just deposit that $2k when you get it. Don't try to split it up or hold onto cash to avoid any thresholds. The IRS cares way more about whether you're reporting the income on your taxes than about the specific deposit amounts. As long as you're documenting your photography income and paying taxes on it, you're doing everything right. Banks are looking for people who are obviously trying to game the system, not legitimate small business owners just depositing their earnings. One practical tip: consider opening a separate business account for your photography income if you haven't already. It makes tracking everything much easier and looks more professional if there are ever any questions.
This is really solid advice, especially about the separate business account! I just started doing freelance graphic design and was mixing everything in my personal account. The record-keeping has been a nightmare. One question though - when you say "document your photography income," what's the best way to do that? Just keeping invoices and receipts, or is there more formal bookkeeping I should be doing for a side hustle that's bringing in maybe $1-2k per month?
Justin Trejo
Just to add another perspective - if you're planning ahead for 2024 taxes, don't forget that you can also get a "Return Transcript" which shows what you actually filed, versus the "Wage and Income Transcript" which shows what was reported to the IRS about you. Sometimes it's helpful to compare both to make sure everything matches up. The Return Transcript is usually available much sooner (typically by late summer after you file), while the Wage and Income Transcript takes longer as others have mentioned. If you're doing financial planning that involves knowing your exact AGI or specific line items from your return, the Return Transcript might be more useful than waiting for the Wage and Income version.
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Madeline Blaze
ā¢That's a really good point about the Return Transcript being available sooner! I hadn't thought about the difference between what I filed versus what was reported to the IRS. For financial planning purposes, would the Return Transcript be sufficient to verify my AGI and deductions from the previous year, or are there situations where you'd really need to wait for the Wage and Income Transcript? I'm trying to figure out if I can move forward with some planning decisions earlier rather than waiting until July.
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Luca Conti
ā¢For most financial planning purposes, the Return Transcript should be sufficient since it shows exactly what you filed - your AGI, total income, deductions, credits, and tax liability. This would give you the concrete numbers you need for things like income verification, loan applications, or planning next year's estimated taxes. You'd really only need to wait for the Wage and Income Transcript if you suspect there might be discrepancies between what you reported and what third parties reported to the IRS, or if you're missing original documents and need to reconstruct your income picture. But if you filed accurately and have your records, the Return Transcript should have everything you need for planning decisions much sooner than July. @aa5de8e68cf8 thanks for pointing out that distinction - it's really helpful for timing planning decisions!
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Vincent Bimbach
Great question! I've been through this process several times and can confirm that the July timeframe is pretty accurate. Just want to add a few practical tips from my experience: 1. If you're doing financial planning that requires knowing your exact previous year income, consider requesting your Return Transcript first (as someone mentioned above) - it's available much sooner and shows what you actually filed. 2. For 2024 planning specifically, remember that if you need the Wage and Income Transcript for loan applications or income verification, many lenders will accept your filed tax return or Return Transcript instead, so you might not need to wait until July 2025. 3. One thing that caught me off guard the first time - even when the transcript becomes available, double-check it against your records. I've found small discrepancies (like a 1099 that was corrected after the initial submission) that didn't show up until later updates. The IRS Get Transcript online tool is definitely the fastest way once they're available, assuming you can get through their identity verification process. Just be patient with the system - it can be finicky but saves a lot of phone time!
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Admin_Masters
ā¢This is really comprehensive advice, thanks! The point about lenders potentially accepting Return Transcripts instead of waiting for Wage and Income Transcripts is huge - I hadn't considered that. I'm actually looking at refinancing my mortgage next year and was worried I'd have to wait until July 2025 to get all the documentation they'd need. Quick follow-up question - when you mention discrepancies showing up in later updates, how often does that actually happen? Is it common enough that I should plan to check the transcript multiple times throughout the year, or is it more of a rare edge case? Trying to figure out how paranoid I need to be about this process! @3a2e6e3eb0c6 Really appreciate you sharing your experience with this!
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