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Noah Lee

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Klaus, based on your numbers ($145k expected vs $118k actual Box 1), that $27k difference is likely almost entirely from pre-tax deductions. Here's what probably happened: If you're maxing out your 401(k) at $23,000 for 2024, that alone accounts for most of the difference. Add in health insurance premiums (could easily be $3,000-6,000 annually), HSA contributions if you have one (up to $4,300 for individual coverage), and any other pre-tax benefits, and you'll hit that $27k gap pretty quickly. Your calculation method is correct - Year 2 W-2 should show Year 2 base salary plus Year 1 bonus paid in Year 2. The "missing" money isn't actually missing - it's just that your W-2 Box 1 shows what's federally taxable after all pre-tax deductions, not your gross earnings. Check your final December paystub for Year 2. It should show year-to-date totals for all your pre-tax deductions. Add those up and subtract from your gross pay ($145k) - that should match your Box 1 exactly. This will give you the peace of mind that everything is correct for your financial planning.

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LunarLegend

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This breakdown is exactly what I needed! You're absolutely right - I am maxing out my 401(k) at $23,000, and my health insurance premiums are about $4,200 annually. That gets me to $27,200 right there, which perfectly explains the difference. I was so focused on making sure my bonus timing was right that I completely overlooked how my pre-tax deductions would affect the final Box 1 number. Thanks for walking through the math so clearly - now I can confidently use the $118,000 figure for my financial planning knowing it's correct.

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Emma Wilson

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Great question Klaus! This is actually a really common source of confusion. Your W-2 Box 1 shows your taxable wages after pre-tax deductions, not your gross income. The most likely culprits for that $27,000 difference are: - 401(k) contributions (2024 limit is $23,000 or $30,500 if 50+) - Health insurance premiums - HSA contributions (up to $4,300 individual/$8,550 family for 2024) - Dental/vision insurance premiums - Flexible spending account contributions To verify everything is correct, grab your last paystub from December 2024 - it should show year-to-date totals for all deductions. Add up all your pre-tax deductions and subtract that from your gross pay ($145,000). That number should match your W-2 Box 1 exactly. This is actually good news for your financial planning - those pre-tax deductions are saving you money on taxes! Just make sure to use the Box 1 amount ($118,000) rather than gross income when calculating your tax liability for planning purposes.

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Annualizing Estimated Tax Payments When Income Varies - Questions About IRS Worksheets

I just found out I was supposed to be making quarterly estimated tax payments last year and got hit with a penalty (thankfully got it abated). Now I'm trying to get caught up on this year's payments since I've already missed the first two quarters, but I'm completely confused by the process. My income comes from trading so it fluctuates dramatically from month to month. From what I understand in Publication 505 for annualized estimates, I need to complete Worksheet 2-7. But to do that, I also need to fill out Worksheet 2-1 for estimated taxes, Worksheet 2-4 for standard deduction, and Worksheet 2-8 for capital gains. I'm stuck on a few things: On Worksheet 2-1 Line 1, it asks for "Adjusted gross income you expect in 2025" - but how am I supposed to know this? Isn't the whole point of annualizing because my income varies so much that I can't reliably estimate the full year? The instructions just say "Your expected AGI for 2025 is your expected total income minus your expected adjustments to income" which doesn't help at all. Then there's Worksheet 2-8 - the title and instructions say it's for input into Line 10 of Worksheet 2-7. But Line 10 is actually the sum of Lines 8 and 9, not carried over from Worksheet 2-8. Then at the end of Worksheet 2-8, Line 40 says to enter this final number on Line 12 of Worksheet 2-7. But Line 12 is supposed to be from the Tax Rate Schedules! I'm so confused about where this worksheet is supposed to fit in. Also - are there seriously no calculators or tax prep software that handles this? I've searched everywhere and only found calculators for people who have consistent quarterly payments. None of the major tax software (H&R Block, TaxSlayer, TaxAct, TurboTax, etc.) seems to help with the actual calculation - they just help submit the payment and keep records. Am I missing something?

Nina Chan

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I'm dealing with the exact same situation - trading income with huge monthly variations and completely lost with these worksheets! Reading through everyone's responses has been incredibly helpful. @Oliver Cheng - your explanation about the Worksheet 2-8 error really cleared things up. It's honestly ridiculous that the IRS publications have these kinds of mistakes in them. So just to confirm: Worksheet 2-8 result goes on Line 11 of Worksheet 2-7, not where the instructions say? @Ashley Simian - for the AGI estimate issue, I'm wondering if there's a "safe" approach? Like, would it be better to overestimate or underestimate your expected income when you're really not sure? I'm worried about either underpaying and getting penalties or overpaying and tying up too much cash. The tools mentioned here (taxr.ai and Claimyr) sound promising, though I'm always cautious about new services. Has anyone compared the calculations from these tools to doing it manually to verify they're accurate? Also curious - when you're recalculating each quarter with updated info, do you adjust the remaining quarters' payments based on your new projections, or just calculate each quarter independently?

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@Nina Chan - Great questions! Yes, Oliver is correct about the Worksheet 2-8 error - the result goes on Line 11 of Worksheet 2-7, not where the instructions indicate. I've seen this confusion trip up many traders. For the AGI estimation approach, I generally recommend being slightly conservative (estimating a bit higher rather than lower) for a few reasons: 1) It helps ensure you meet safe harbor requirements, 2) You'll get any overpayment back as a refund, and 3) Underpayment penalties are more painful than temporarily tying up cash. The key is "slightly" - don't go crazy with overestimation. Regarding the quarterly recalculations, you adjust going forward based on your updated projections. Each quarter, you look at your cumulative income through that period and recalculate what your total annual tax should be, then determine if you need to adjust future payments. It's not completely independent - you're always working with the year-to-date picture. One thing I'll add that others haven't mentioned: keep detailed records of your calculations and reasoning for each quarter. If you do get questioned by the IRS later, having documentation of your good faith effort to comply using the annualized method can be very helpful. The method exists specifically for people like traders with uneven income, so don't feel bad about using it properly.

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Zoe Wang

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@Oliver Fischer - Thanks for that detailed explanation! The conservative approach makes a lot of sense, especially about the safe harbor requirements. I hadn t'really thought about the documentation aspect either - that s'a great point about keeping records of the calculations and reasoning. One follow-up question: when you say slightly "conservative on" the AGI estimate, are we talking like 10-15% higher than your best guess, or something more modest? I m'trying to find that sweet spot between being safe and not over-withholding too much. Also, for the year-to-date recalculations each quarter - do you find it gets easier as the year progresses since you have more actual data to work with, or does it stay pretty complex throughout? I m'hoping by Q3 and Q4 the projections become more reliable since there s'less of the year left to estimate.

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Miguel Diaz

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Make sure you check if any part of that severance was designated as a "supplemental wage" - things like severance are sometimes withheld at a flat 22% federal rate, which might not be enough depending on your tax bracket. I got hit with a surprise tax bill because of this! Also, did they give you any outplacement services or career counseling as part of the package? Those can be non-taxable benefits if structured properly.

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Zainab Ahmed

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Is the 22% supplemental rate mandatory or can employers choose a different withholding percentage? My severance had way more than 22% taken out and I'm trying to figure out if that was correct.

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Employers can choose to withhold at a higher rate than 22% if they want to be conservative, especially for larger payments. The 22% is the standard flat rate for supplemental wages under $1 million, but they're allowed to withhold more to help employees avoid underpayment penalties. If they withheld significantly more than 22%, it might mean their payroll system calculated it differently or they opted for a higher withholding rate. You'll get credit for all the withholding on your tax return, so if they over-withheld, you'd get the excess back as a refund. Check your pay stub or W-2 to see exactly what percentage they used - it should show the federal income tax withheld amount.

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CosmicCowboy

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One thing that might help put your mind at ease is to run a quick tax projection now rather than waiting until filing season. Since you have both W-2s already, you can estimate your total tax liability and see if you're on track or need to make adjustments. If you find out you're significantly under-withheld, you might want to consider making an estimated tax payment before the end of the year to avoid underpayment penalties. The IRS generally wants you to pay at least 90% of your current year tax liability or 100% of last year's (110% if your prior year AGI was over $150k). Also, since you got rehired at the same company, double-check that they didn't accidentally combine your severance with regular wages on your main W-2. Sometimes payroll systems can get confused when there's a termination followed by a rehire, and you want to make sure everything is reported correctly.

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Ella Harper

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This is really solid advice! I just checked and thankfully my company did issue separate W-2s like they should have - one for my regular wages through November and another specifically for the severance payment. Quick question though - you mentioned making an estimated tax payment before year end. Since this all happened in November and I'm already back to work, would it make more sense to just adjust my withholding on my regular paychecks for the rest of the year instead? I'm wondering if increasing my 401k contribution or asking HR to withhold extra federal taxes from my remaining paychecks might be easier than dealing with estimated payments.

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I was confused by the same thing last year! Just wanted to add that the reason this is all so confusing is that the $5,000 FSA limit hasn't been updated in decades while childcare costs have skyrocketed. It's ridiculous that the tax code hasn't kept up with real costs. For my family, even using both the FSA and the tax credit, we only get tax relief on about a third of what we actually spend on childcare. I wish they'd update these limits to reflect what childcare actually costs in 2025!

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100% agree. We pay $24,000 a year for one child in daycare in the city, and the $5,000 FSA limit is just insulting. It hasn't been raised since 1986! Even with the additional $1,000 you can get from the tax credit, it barely makes a dent.

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This is such a helpful discussion! I'm in a similar boat but with slightly different numbers. I have one child and spent $8,000 on daycare last year. I put the full $5,000 into my dependent care FSA, so I have $3,000 in remaining expenses. From what I'm understanding here, since I only have one qualifying child, my maximum eligible expenses for the Child and Dependent Care Credit would be $3,000. But I need to subtract my $5,000 FSA contribution from that $3,000 limit... which would give me a negative number? Does this mean I can't claim ANY additional expenses for the tax credit since my FSA already exceeded the $3,000 single-child limit? Or am I misunderstanding how this works?

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You're understanding it correctly, unfortunately. Since you only have one qualifying child, your maximum eligible expenses for the Child and Dependent Care Credit is $3,000. Since you already used $5,000 through your FSA (which exceeded the $3,000 single-child limit), you can't claim any additional expenses for the tax credit. The FSA benefit is still valuable though - that $5,000 reduced your taxable income, which likely saved you more in taxes than the credit would have provided anyway. The credit is calculated as a percentage of eligible expenses (20-35% depending on income), so even if you could claim $3,000, you'd only get back $600-$1,050. The FSA probably saved you more than that in reduced income taxes. It's definitely frustrating how the limits work, especially when childcare costs so much more than these outdated caps!

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Sean Doyle

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Another trucker here - just to add a real example: I bought my Peterbilt for $175,000 last year. My CPA took Section 179 deduction for the full amount on last year's taxes. This year I'm only deducting the INTEREST portion of my loan payments which is about $12,000 for the year. If I deducted the full loan payments (around $36,000/year including principal), that would definitely be double dipping since I already deducted the truck's value through depreciation.

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Zara Rashid

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So wait, if you use Section 179 to deduct the whole purchase price in year 1, do you get any deduction for the truck in year 2 besides the interest? Like does depreciation still continue or is it all used up?

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Sean Doyle

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Once you've used Section 179 to deduct the full purchase price, there's nothing left to depreciate in future years. The only deduction related to the truck financing you can take in following years is the interest portion of your loan payments. You'll still have other truck-related deductions though - maintenance, repairs, fuel, insurance, etc. These are separate operating expenses that you can deduct each year regardless of depreciation.

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Luca Romano

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I'm an owner-operator and just wanted to add that this confusion is super common. Like half the guys at my terminal are doing their taxes wrong. Remember: - The TRUCK (asset) = depreciable - The INTEREST on loan = deductible expense - The PRINCIPAL on loan = NOT deductible (that's what depreciation covers) - REPAIRS/MAINTENANCE = always deductible The IRS isn't dumb - they know what a loan payment includes and they'll catch double-dipping eventually!

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Nia Jackson

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What tax software do you use that correctly separates these things? I'm using TurboTax Self-Employed and it doesn't seem very clear about how to handle my truck loan vs depreciation.

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I've been using FreeTaxUSA for my owner-operator business and it handles truck depreciation pretty well. When you enter your truck purchase, it walks you through Section 179 vs regular depreciation options. For the loan, you have to manually separate the interest from principal using your loan statements, but it's not too complicated once you understand what you're doing. The key is keeping good records of your loan statements so you can pull out just the interest portion each month. Most loan servicers will send you a year-end statement that breaks down total interest paid vs principal, which makes tax time much easier.

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