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Great question about quarterly payments! The general rule is to pay 25% of your expected annual tax liability each quarter (due dates are April 15, June 15, September 15, and January 15). For freelancers just starting out, I recommend calculating based on your projected annual income. Take your expected yearly profit, multiply by your tax rate (including self-employment tax), and divide by 4. If you're unsure, it's better to slightly overpay than underpay - you'll get a refund if you overpay. A safe harbor rule: if you pay 100% of last year's total tax liability through withholding and estimated payments (110% if your prior year AGI was over $150k), you won't owe penalties even if you end up owing more tax. Since you're new to freelancing, this might be the safest approach for your first year while you figure out your income patterns. The IRS has Form 1040ES with worksheets that help calculate the right amount. Many people also set aside 25-30% of each freelance payment in a separate account to cover taxes.
This is really helpful advice! As someone who's also new to the freelance world, the quarterly payment system seemed overwhelming at first. I like the idea of setting aside a percentage of each payment - that makes it feel more manageable than trying to calculate everything at once. One question though - if I'm married filing jointly like the original poster, does the "safe harbor rule" you mentioned apply to our combined income from last year, or just my freelance income? Since my husband has a regular W-2 job with withholding, I'm wondering if that changes the calculation.
The safe harbor rule applies to your total household tax liability when filing jointly, not just your freelance income. So you'd look at 100% of what you and your husband owed in total taxes last year (or 110% if your joint AGI was over $150k). Since your husband has W-2 withholding, that actually works in your favor! His regular paycheck withholding counts toward meeting the safe harbor threshold. You'd only need to make estimated payments for the portion not covered by his withholding. Here's a simple approach: Look at last year's total tax on your joint return. Subtract what will be withheld from your husband's paychecks this year. The difference is roughly what you need to cover through estimated payments for your freelance income. Divide that by 4 for your quarterly amounts. This way you're not starting from scratch with calculations - you're just filling the gap that his withholding doesn't cover.
This is exactly the kind of practical advice I needed! I've been stressing about how to handle the tax side of my freelance work, but breaking it down this way makes it so much more manageable. So if I understand correctly, since my husband's job already has regular withholding, I'm basically just filling in the gap for my additional income rather than starting from zero. That definitely takes some of the pressure off. One follow-up question - when you say "look at last year's total tax," are you referring to the actual tax owed (like what's on line 24 of Form 1040) or the amount we actually paid after refunds/additional payments? I want to make sure I'm using the right number for the safe harbor calculation. Thanks for making this so much clearer!
This happened to me too! But protip: if you start over and go to the IRS Free File page and click through to TaxSlayer from there, you actually get the truly free version. The "Simply Free" on their regular site is different from the IRS Free File version. It's super shady marketing but there are actually two completely different "free" products - one with tons of gotcha upgrades and one that's actually free because it's part of the IRS program. Companies intentionally make their regular "free" version limited so they can upsell you.
This is the real answer! The IRS Free File program requires participating companies to provide truly free filing if you meet the income requirements (usually under $73,000). Going directly to TaxSlayer's website means you get their commercial "free" version with all the upgrade traps.
Wow that's incredibly misleading of them! I had no idea there were two different versions. I'll definitely try the IRS Free File portal next time. Thanks for the tip!
This is exactly why I always recommend doing your research BEFORE starting any tax software. The "free" marketing from these companies is deliberately deceptive - they know most people won't read the fine print about what triggers paid upgrades. For future reference, the IRS has a tool called the "Free File Software Lookup Tool" where you can enter your income and tax situation upfront to see which providers will actually be free for you. It would have shown you that TaxSlayer's regular "Simply Free" excludes HSA contributions. Also, if you're willing to put in a little extra effort, the IRS Free File Fillable Forms are completely free for everyone regardless of income or complexity. It's basically filling out the actual tax forms online with some basic math help. Not as user-friendly as the interview-style software, but 100% free with no gotchas. Sorry you got hit with those surprise charges - it's frustrating when companies prey on people just trying to do their taxes correctly.
This is really helpful information! I wish I had known about the Free File Software Lookup Tool before I started. It's so frustrating that companies can advertise "free" when they know most people's situations will trigger fees. The IRS Free File Fillable Forms sound intimidating but might be worth learning for next year - at least then I'd know there are truly no hidden charges. Thanks for taking the time to explain all these options!
Great question! I had the same confusion when I first got an HSA. The code W in box 12b is definitely your HSA contributions, and Connor Murphy's explanation above is spot on. One thing that helped me understand it better: think of your W-2 as showing you what already happened tax-wise during the year. The $3,875 with code W was money that never got taxed as income - it went straight to your HSA before taxes were calculated. That's why your box 1 wages are lower than your actual gross pay. Form 8889 is basically just telling the IRS "hey, here's confirmation of those HSA contributions you already gave me a tax break for." You're not getting taxed on it again or getting an extra deduction - you're just documenting it. The real tax magic already happened when the money went into your HSA pre-tax throughout the year via your paychecks and employer contributions.
This is such a helpful way to think about it! I've been stressing about whether I was missing some tax benefit or doing something wrong with my HSA reporting. Your explanation about the W-2 showing "what already happened tax-wise" really clicks for me - so the Form 8889 is more like a reconciliation form rather than something that's going to change my tax liability. That takes a lot of pressure off! I was worried I might accidentally double-count something or miss out on a deduction I was entitled to.
One thing that caught me off guard with my first HSA was the contribution timing. Even though your employer contributions and payroll deductions show up as that single code W amount on your W-2, they might have been made at different times throughout the year. For example, my employer makes their contribution in January for the whole year, but my payroll deductions happen each pay period. This doesn't affect your tax reporting (it all goes on Form 8889 the same way), but it's good to understand when planning your HSA strategy. Also, keep in mind that you have until the tax filing deadline (April 15th) to make additional direct contributions to your HSA for the previous tax year. So if you're under the annual limit based on what's showing in box 12b, you still have time to contribute more and get that tax deduction. Just make sure you don't exceed the annual limits that Connor mentioned earlier!
That's a really good point about the timing differences! I hadn't thought about how employer contributions might be made as a lump sum while payroll deductions are spread throughout the year. This is actually my first year with an HSA and I'm still figuring out all these nuances. Quick question - when you say I have until April 15th to make additional contributions, does that mean I could potentially contribute more right now and still get the tax benefit for 2024? And if I do make an additional direct contribution, would that show up somewhere different on my tax forms since it wouldn't be included in the code W amount on my W-2?
I'm in this exact same situation right now! Submitted my Form 8802 in mid-March and I'm at about 4.5 months with complete silence from the IRS. I need my Form 6166 for a tax treaty with Ireland and the waiting is getting really stressful. This thread has been incredibly helpful though - it's reassuring to see that the 4-5 month timeline is unfortunately the new standard rather than something going wrong with my specific case. The consistency across everyone's experiences gives me confidence that my form is just working through their massive backlog. I actually called 267-941-1000 last week and waited about 2.5 hours on hold (painful but doable if you have other work to do). The agent confirmed my form is in processing and that March submissions are currently being worked on. She said I should expect my certification within the next 2-3 weeks, which was such a relief to hear! For anyone still waiting, I'd definitely recommend making that call once you hit the 4-month mark. Yes, the hold time is brutal, but getting confirmation that your form isn't lost makes all the difference psychologically. The agent was actually quite helpful and understanding about the delays. Hang in there everyone - based on what I learned from the call, it sounds like March and early April submissions should start coming through very soon!
That's really encouraging to hear that March submissions are actively being processed right now! I submitted my Form 8802 in early April, so hopefully I'm not too far behind in the queue. The fact that you got through to someone who could actually give you a realistic timeline of 2-3 weeks makes that 2.5 hour hold time seem totally worth it. It's also reassuring to know the agents are understanding about these delays - I was worried they might be dismissive or unhelpful given how backed up everything is. Your experience gives me confidence that when I make my call next week (just hitting the 4-month mark), I'll hopefully get some useful information too. Thanks for sharing the update from your call! It really helps to hear that March forms are currently being worked on. Hopefully both our certifications will arrive soon and we can finally move forward with our international tax situations.
I'm dealing with this exact same frustrating situation! I submitted my Form 8802 back in early March and I'm now at the 4.5 month mark with absolutely zero communication from the IRS. I need my Form 6166 for some business tax issues with the UK and the complete silence has been driving me crazy. Reading through everyone's experiences here has been so helpful though - it's actually reassuring to know that the 4-5 month wait is unfortunately the new normal rather than something specific going wrong with my submission. The consistency of these timelines across so many different cases gives me confidence that my form is just working through their massive backlog. I think I'm going to call that 267-941-1000 number this week. Based on what James shared about March submissions currently being processed, hopefully I can get some confirmation that mine is moving through the system. The 2+ hour hold time sounds awful, but getting that peace of mind seems absolutely worth it at this point. That outdated COVID message on their website is so frustrating - you'd think they could update it with realistic current processing times by now. A simple "expect 4-6 months" would help so much with planning and managing anxiety. Thanks to everyone for sharing their experiences and timelines. This community has been invaluable for understanding what to expect and knowing we're not alone in this bureaucratic nightmare. Hopefully those of us from March will start seeing our certifications arrive very soon!
Javier Torres
Does anyone know how the IRS treats foreign tax credit carrybacks from passive category income? I have excess credits from foreign dividends and I'm not sure if there are special rules when carrying these back.
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Yara Nassar
ā¢Foreign tax credit carrybacks for passive category income (like dividends) follow the same basic rules, but they can only offset the foreign tax credit limitation for the same category in the carryback year. So your excess passive category credits can only be carried back to offset passive category limitations from the prior year, not general category limitations.
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Admin_Masters
I went through this exact same headache last year! After reading through all these responses, I want to add one more tip that really helped me. When you're preparing your Foreign Tax Credit Carryback Statement, make sure to clearly label which tax year each number comes from. The IRS agent I spoke with mentioned they see a lot of confusion where people mix up the years in their calculations. Also, if you have multiple types of foreign income (like both passive dividends and active business income), you'll need separate carryback calculations for each category since they can't be mixed. I learned this the hard way when my first submission got rejected. The template @Natasha Volkov shared is spot on - I used something very similar and it was accepted without any issues. Just remember to keep copies of everything because if the IRS has questions later, you'll want to be able to show your work.
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Diego Fisher
ā¢This is such great advice about labeling the tax years clearly! I'm just starting to work on my carryback situation and I can already see how easy it would be to mix up which amounts go with which year. The point about separate calculations for different income categories is really important too - I have both dividend income from foreign stocks and some rental income from a property abroad, so I'll need to track those separately. Thanks for sharing what you learned from your experience!
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