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I went through this last year with Cook County (always late with their bills). Called the assessor's office and they told me I could look up my PIN on their website to see the assessed amount even though bills hadn't gone out yet. I paid online using that amount in December and included a printout of the assessment page with my tax documents. No issues with the IRS accepting the deduction. Most counties have the info available somehow before they mail the physical bills.
Thank you for sharing your experience! I just checked my county's website and found a property search function I didn't know about. You're right - they do have the assessed value listed even though bills haven't been mailed. Does having the assessed value mean it's officially "imposed" as someone mentioned above? I want to make sure I'm following the proper IRS guidelines.
Yes, if you can see the assessed value on the official county website, that means the tax has been "imposed" for IRS purposes. The physical bill is just a notification - the actual tax obligation is created when the assessment is finalized and recorded in the county system. Make sure to print or save a PDF of the assessment page showing the date and amount as documentation for your records. I also wrote "Property Tax Prepayment - PIN #12345" in the memo line of my check as additional documentation. The IRS never questioned my deduction.
Has anyone used the IRS's "safe harbor" rule for property tax deductions? I think if you pay based on the previous year's assessment, you should be fine claiming it in the current year since it's a reasonable estimate. My accountant said that's what we're doing this year since our county is behind too.
I believe you're confusing the safe harbor rules for estimated tax payments with property tax deductions. For property tax deductions, the tax must actually be assessed (imposed) to be deductible in the year paid. There's no safe harbor that allows you to deduct estimated property tax payments before assessment.
You're right, I misunderstood what my accountant was telling me. He was actually referring to using last year's property tax amount for estimated tax payment calculations, not for claiming the property tax deduction itself. Getting the tax terminology mixed up shows why I need an accountant in the first place lol. Thanks for the correction!
22 If you're tech savvy at all, check out the IRS's free Filing Information Returns Electronically (FIRE) system. There's a bit of a learning curve, but it's completely free for e-filing your 1099s directly with the IRS. The catch is you need to use their specific format for the data file. I wrote a simple Python script that converts my Excel data to their required format. Saved my company thousands in filing fees over the years.
17 Have you run into any issues with the FIRE system rejecting files? I tried it once and got frustrated with all the format requirements and ended up just paying a service.
22 The FIRE system can be finicky about formatting, for sure. The most common rejection issues I've encountered were with TIN/name mismatches and control sequence errors in the file. My advice is to run the file through their test system first before submitting - that catches most formatting problems. Once you get a clean template working, you can reuse it year after year. The learning curve is steep but worth it if you're doing this regularly and want to avoid service fees.
2 Has anyone tried the 1099 service offered through Microsoft's Excel? I heard they added a built-in feature for small businesses that lets you generate forms directly from spreadsheet data.
14 I used the Excel 1099 service last year and it was decent for a small number of forms (I did about 25). The integration is pretty seamless if you're already using Excel. It's not the cheapest option though - I think I paid around $3.50 per form plus e-filing fees. And it doesn't handle state-specific forms, so I still had to do those separately. Might be worth looking at if you're only doing federal 1099-NECs and already have everything in Excel format.
Another thing to keep in mind with dependent care FSA - you need to use all the money by the deadline or you lose it (unlike HSA which rolls over). I learned this the hard way last year when I put too much in and couldn't use $700 before the deadline. Some employers offer a grace period of a few months after the year ends, but not all do. Make sure you check your plan rules!
Does anyone know if you can use dependent care FSA for summer camp? My kids are school age but need supervision during summer months. Would that qualify as a dependent care expense?
Yes, summer day camps generally qualify as eligible dependent care expenses for FSA purposes! This includes general day camps, as well as specialized camps focusing on sports, arts, or academics. The key requirement is that the camp enables you to work or look for work. Overnight camps do NOT qualify though, as they're considered primarily for entertainment rather than care. Also, kindergarten and higher education costs aren't eligible, as they're considered educational rather than care expenses.
Here's a simple way to think about dependent care FSA vs medical FSA: Medical FSA: Money comes out pre-tax, you spend it on medical expenses, never shows up on your tax return again. Simple! Dependent care FSA: Money comes out pre-tax, BUT the government also offers dependent care tax credits. Form 2441 makes sure you don't double dip by adding the FSA back to your income and then calculating if the credit would've been better. It's basically a "which is better" calculation.
Thx for the clear explanation! So if I'm in the 24% bracket plus 7% state tax, am I saving 31% by using the dependent care FSA? Or is there more to it?
Just want to add some clarification based on my experience as someone who helps with ACA enrollment. The specific rule that allows your cousin to keep his premium tax credits is in the IRS regulations (26 CFR ยง 1.36B-2(b)(6)) which creates an exception for people with income below 100% FPL. The key factor is that at the time of enrollment, the Marketplace determined he was ELIGIBLE for the advance premium tax credits based on his projected income. Since his actual income ended up lower than expected, this special rule kicks in to prevent him from having to repay. This is different from someone who knowingly provides incorrect income estimates. The system is designed to be forgiving for unexpected income changes while still maintaining program integrity.
Does this same rule apply to people who enrolled but then lost their job mid-year? My sister's income dropped below the threshold after a layoff but she still had marketplace coverage with premium tax credits for the full year.
Yes, this same rule applies to job loss situations as well. The critical factor is that when your sister initially enrolled, she provided an income estimate that qualified her for premium tax credits. The fact that her income later dropped below the threshold due to an unexpected layoff is exactly the type of situation this rule was designed to protect. The IRS recognizes that income can be unpredictable, especially with job loss, reduced hours, or difficulty finding employment. As long as the Marketplace determined she was eligible for advance premium tax credits at enrollment based on her good-faith income projection, she should be able to claim the premium tax credit for the entire year even though her actual income ended up below 100% FPL.
Question about this situation - does it matter what immigration status the person has? My friend is on a student visa and had a similar situation with marketplace coverage and low income. Will the same rules apply to him or are there different rules for different visa types?
Immigration status definitely matters for ACA coverage. F-1 student visa holders are typically considered "non-resident aliens" for tax purposes for the first 5 calendar years, which affects eligibility. They're usually required to have health insurance through their school anyway, not the marketplace. If your friend got marketplace coverage, they might have issues because students on F-1 visas often don't qualify for premium tax credits. It depends on how long they've been in the US and whether they pass the "substantial presence test" for tax residency.
Omar Fawzi
Quick clarification about Publication 544 that might help - this publication mainly covers sales and dispositions of assets, including capital assets. For crypto specifically, the IRS treats it as property, not currency. This means: - Every sale or exchange = taxable event - Mining = taxable as ordinary income when received - Getting paid in crypto = taxable as income at fair market value - Gifting crypto = no immediate tax implication if under annual gift limit ($15,000 in 2021) - Donating crypto = potential deduction at fair market value The 2019 reference is probably because the guidance hasn't changed substantially since then. IRS Notice 2014-21 is still their main guidance document for crypto.
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Chloe Wilson
โขWhat about staking rewards? Are those taxed when received or when sold?
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Omar Fawzi
โขStaking rewards are generally taxed as ordinary income when you receive them, based on their fair market value at that time. They establish your cost basis for those coins. Then, when you eventually sell those staking rewards, you'll calculate capital gains/losses based on the difference between your selling price and that initial value when received. This is similar to how mining is treated - taxed as income when received, then potentially subject to capital gains tax when eventually sold.
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Diego Mendoza
Does anyone know if we need to file Form 8938 for crypto holdings? My accountant said I might need to since I have over $75k in various coins but I thought that was just for foreign accounts?
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Anastasia Romanov
โขForm 8938 is for "specified foreign financial assets" - the IRS hasn't definitively stated that crypto qualifies for this. Most tax pros are taking the conservative approach and including crypto if it's held on foreign exchanges and meets the threshold. Better safe than sorry with FBAR and 8938 reporting!
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