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Ask the community...

  • DO post questions about your issues.
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  • DO NOT post call problems here - there is a support tab at the top for that :)

StarStrider

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Instead of going completely exempt, have you considered just adjusting your W-4 to have a specific dollar amount withheld from the bonus? Most payroll systems allow you to specify an exact withholding amount rather than using the standard percentage. You could calculate roughly what you'll owe on the bonus and have just that amount withheld.

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Luca Esposito

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This is actually really smart advice. I'm a payroll administrator and this is totally possible at most companies. Ask your HR or payroll department if you can submit a special W-4 just for the bonus payment with a specific dollar amount in the "extra withholding" box.

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Paolo Marino

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I've been through this exact situation and learned the hard way that "going exempt" isn't actually exempting you from taxes - it's just deferring when you pay them. Here's what I wish someone had told me: The 22% supplemental withholding rate on bonuses is often actually LESS than what you'd pay if that money was added to your regular paycheck and taxed at your marginal rate. With your $62k salary plus a $13k bonus, you're looking at potentially being in the 22% bracket anyway. Instead of going exempt, consider this approach: Calculate roughly what you'll owe on the bonus (22% federal + your state rate + FICA taxes), then ask payroll to withhold that specific amount. This way you get more cash upfront than the standard withholding but won't get hit with a surprise tax bill. The real danger isn't just owing money at tax time - it's the underpayment penalties if you don't meet the safe harbor rules. With a bonus that large, you could easily trigger penalties even if you have the money to pay the taxes later. Your coworkers' advice might work for them depending on their specific situations, but with your income level and family situation, I'd be very careful about following that strategy without running the numbers first.

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Rajiv Kumar

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This is exactly the kind of detailed breakdown I was hoping for! So if I understand correctly, the key is finding that sweet spot between maximizing immediate cash flow and avoiding penalties later. The idea of calculating a specific withholding amount rather than going all-or-nothing with exempt status makes a lot of sense. One follow-up question - you mentioned safe harbor rules. With my $62k base salary, would paying 100% of last year's total tax liability through withholding be enough to avoid penalties even if I underwithhold on the bonus? Last year I got a decent refund, so I'm wondering if that gives me some cushion to work with. Also, when you say "ask payroll to withhold that specific amount," do most companies actually accommodate those kinds of custom requests? I've never tried asking for anything beyond the standard W-4 elections.

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Olivia Kay

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I've been through a similar situation with a syndication that dragged on for over a year after the sale. What really helped me was creating a simple tracking spreadsheet with three columns: Date of Request, Question Asked, and Response Received. This forced me to be specific in my questions and helped document the sponsor's responses (or lack thereof). Some specific questions that got better responses from my sponsor: 1) What is the estimated completion date for final tax return filing? 2) Are you waiting for any specific documents from third parties (buyer, lenders, etc.)? 3) What reserves are being maintained and what potential liabilities do they cover? 4) What state dissolution requirements still need to be completed? The documentation also proved helpful when I eventually had to call the IRS for guidance on my own tax reporting. Having a clear timeline of communications showed I was being diligent about getting proper information for my returns. One last tip - if your sponsor is unresponsive to written requests, try reaching out to other limited partners. Sometimes collective pressure from multiple investors gets better results than individual requests.

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Noah Irving

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This tracking spreadsheet idea is brilliant! I wish I had thought of this earlier in my own syndication dissolution process. Having that documentation trail not only keeps the sponsor accountable but also creates a clear record for your own records if you ever need to reference the timeline later. Your specific questions are really well-crafted too - they're direct enough to demand concrete answers rather than the usual vague responses. I especially like asking about third-party dependencies since that often explains delays that are genuinely outside the sponsor's control. The point about reaching out to other limited partners is something I hadn't considered but makes total sense. In my experience, sponsors are much more responsive when they realize multiple investors are asking the same questions. It also helps you gauge whether the delays you're experiencing are normal for that particular deal or if there might be larger issues at play. Thanks for sharing such practical advice - this is exactly the kind of actionable guidance that can help people navigate these frustrating situations more effectively.

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I've been following this discussion with great interest since I'm dealing with a nearly identical situation. My syndication sold in late 2022, distributed proceeds in early 2023, but I'm still waiting for final dissolution paperwork as we head into 2025. One thing that hasn't been mentioned yet is the potential impact on your state tax returns. While we've covered the federal reporting requirements thoroughly, some states have their own partnership dissolution requirements that can affect your state tax reporting. In my case, the partnership was formed in Delaware but owned property in Texas, and both states had different requirements for the dissolution process. I'd recommend checking with your state tax authority (or a local tax professional familiar with your state's rules) to make sure you're handling the state reporting correctly while waiting for the federal dissolution paperwork. Some states require you to continue filing partnership returns until formal dissolution is complete, regardless of activity level. Also, for those dealing with unresponsive sponsors - I found that mentioning potential regulatory complaints (like with state securities regulators) in written communications often gets faster responses. Most sponsors want to avoid any regulatory scrutiny, so the mere mention of escalating to authorities can motivate better communication. The waiting is frustrating, but as others have noted, it's better to be conservative and wait for proper documentation than to risk having to file amended returns later.

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I'm probably too late to help the original poster, but for anyone else wondering: YES it's worth it! We missed out on over $800 in deductions using the free version when we had our first kid because it didn't properly account for some dependent care expenses. Learned our lesson and upgraded the next year. The $30 is nothing compared to the potential refund increase. Plus version also saves your returns longer which is helpful for new parents who might need tax records for childcare assistance programs, mortgage refinancing, etc.

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Congrats on the new house and baby! Based on your situation, I'd definitely recommend upgrading to H&R Block Plus. With mortgage interest, property taxes, and a new dependent, you're looking at several deductions that the free version just doesn't handle well. The mortgage interest deduction alone could save you hundreds - especially in your first year of homeownership when most of your payments go toward interest. And with a baby, you'll want to make sure you're getting the full Child Tax Credit ($2,000) plus any childcare credits if applicable. I was in a similar boat two years ago and tried to stick with the free version to save money. Big mistake - I ended up having to amend my return when I realized I'd missed claiming several hundred in property tax deductions. The Plus version walks you through all the homeowner stuff step by step, which is super helpful when you're filing as a new homeowner for the first time. The $30 is honestly a small price to pay for the peace of mind that you're not leaving money on the table, especially with all the major life changes you've had this year!

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Ethan Wilson

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For what it's worth, I always select "LLC" first, then include a note that says "LLC with S-Corporation tax election" whenever possible. Most forms aren't designed with the nuance of tax elections in mind. On government forms like census surveys or regulatory filings, there's usually an "other" option where you can write in "LLC taxed as S-Corporation" if it seems important for that particular form.

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Yuki Tanaka

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But wouldn't selecting "LLC" cause problems with lenders who want to see S-Corp status because it shows more formality and structure? I heard S-Corps get better loan terms than LLCs.

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Ethan Wilson

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That's a misconception. Lenders care about your business financials, credit history, and time in business far more than your tax election. The S-Corp election is primarily a tax benefit related to self-employment taxes and doesn't actually make your business more "formal" in the eyes of lenders. If you're concerned, you can always include your S-Corp election documentation with your loan application as an additional attachment. But selecting "LLC" as your entity type is still correct, since that's your actual registered business structure.

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Carmen Diaz

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I run into this all the time with clients. The real issue is that forms are designed by people who don't understand the distinction between legal entity type and tax status. Here's what I tell my clients: - Secretary of State filings: Always "LLC" - IRS filings: "S-Corporation" (Form 1120-S) - Loan applications: "LLC" with note about S-Corp election - Insurance applications: "LLC" - Contracts: "LLC" with full legal name including "LLC" What matters is understanding what the form is asking for and why they need to know.

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Andre Laurent

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This is really helpful! Does the same logic apply for an LLC being taxed as a C-Corp? I just made that election this year and I'm super confused about how to fill out forms now.

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Yes, the same logic applies for LLC taxed as C-Corp! Your legal entity is still an LLC, so you'd follow the same pattern Carmen outlined. The key differences for C-Corp election: - IRS filings: You'd file Form 1120 (regular corporate tax return) instead of 1120-S - Same rules for everything else: LLC on state filings, contracts, insurance, etc. - Loan applications: Still "LLC" with a note about C-Corp tax election The C-Corp election is even less common than S-Corp, so you might get more confused looks from people, but the principle is identical - your tax status doesn't change your legal business structure.

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With your income at $580k, you're definitely going to be phased out of the Child Tax Credit completely. The phaseout for single filers starts at $200,000 and you'd lose the entire credit well before your income level. Your wife at $35k would get the full $2,000 credit, so she should absolutely be the one claiming your child. Also worth noting - if your wife qualifies for Head of Household status (which she might if she's paying more than half the household costs for her and the child), that filing status comes with better tax brackets and a higher standard deduction than single. This could save her even more money beyond just the Child Tax Credit. Don't forget about the Child and Dependent Care Credit for your daycare expenses too! Same logic applies - it's also income-limited, so having your wife claim those expenses will likely result in a bigger benefit than if you tried to claim them.

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Just to clarify something that might be confusing - for Head of Household status, it's not just about who pays more than half the household costs. The person filing as HOH must also claim the child as a dependent. So if the wife is going to claim the child (which makes sense for the tax benefits), she would need to be paying more than half the costs of maintaining the home where she and the child live to qualify for HOH status. If the higher-earning partner is actually covering most household expenses, then the wife might not qualify for HOH even though she's claiming the child.

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This is a really smart question to ask! Given your income levels, you're absolutely right that your wife should claim the child. With your $580k income, you're completely phased out of the Child Tax Credit (the phaseout starts at $200k for single filers), while your wife at $35k would get the full $2,000 credit. One additional consideration - since you mention you cover more household expenses, make sure you're both clear on who can legitimately claim Head of Household status. The person claiming the child as a dependent must also be paying more than half the costs of maintaining the home to qualify for HOH. If you're covering most expenses but your wife is claiming the child, she might not meet the HOH requirements and would need to file as single. You might want to consider documenting who pays for what household expenses, or potentially restructuring how you split costs if it makes sense tax-wise. Sometimes shifting some bill payments to the lower-income partner can help them qualify for HOH status, which provides better tax rates and a higher standard deduction on top of the Child Tax Credit savings. Also definitely look into the Child and Dependent Care Credit for your daycare costs - same income limitation logic applies there too!

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QuantumQuasar

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This is really helpful advice! I'm new to navigating these tax situations with children. Just to make sure I understand correctly - if the higher-earning partner is paying most of the household bills (rent, utilities, groceries, etc.) but the lower-earning partner claims the child as a dependent, then the lower-earning partner wouldn't qualify for Head of Household status because they're not actually paying more than half the household costs? Would they just file as single in that case?

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