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Make sure when you start this new legit job, you fill out your W-4 correctly! If you've had untaxed income so far this year, you might want to have extra withholding taken out of your new paychecks to cover what you'll owe for the first part of the year. You can put an additional dollar amount on line 4(c) of the W-4 form. Also, open a separate savings account and start putting 25-30% of any "under the table" money aside for taxes. That way you won't be shocked at tax time.
Just want to add - since you're 19 and this is your first real job, don't beat yourself up about not knowing the tax rules. The system is confusing and your employer should have handled this properly from day one. That said, definitely file for this year and consider whether you need to file for any previous tax year where you had income. The good news is that if you're owed a refund from previous years (which is possible if you had other jobs with proper withholding), there's no penalty for filing late returns when the IRS owes YOU money. One practical tip: when you do file, you might qualify for the Earned Income Tax Credit since you're young and likely don't have high income. This could actually get you money back even though no taxes were withheld. Sometimes people in "under the table" situations are pleasantly surprised to find they get refunds rather than owing money.
one other thing to consider is the state tax implications. Some states hav different rules for investment property losses than the federal government. I had a similar situation in California and was able to deduct the loss federally but not on my state return because they had different standards for what constituted an investment property vs personal residence. might want to check your state rules too.
This is a really good point. New York (assuming that's where OP's property was since they mentioned NYC) sometimes has different rules. I sold a property in NYC last year and had to navigate this exact issue. You should definitely consult with someone familiar with NY state tax law.
Based on everything discussed here, it sounds like you have a strong case for treating this as an investment property loss. The key factors working in your favor are: 1) Clear establishment of a new primary residence when you moved to the suburbs, 2) Zero personal use of the downtown condo after moving out, 3) Documentation showing investment intent (the staging contract prohibiting personal use is particularly compelling), and 4) The 15-month holding period demonstrating you were waiting for market conditions to improve. For reporting, you'll use Form 8949 and Schedule D to claim this as a long-term capital loss. The $95,000+ loss is substantial and can offset other capital gains or up to $3,000 of ordinary income annually (with carryforward for the remainder). Don't forget that your selling expenses and some of the carrying costs during that 15-month period may also be deductible. I'd recommend keeping detailed records of everything - the staging contract, utility bills showing minimal usage, communications with your realtor about market timing, and any other evidence that supports your investment intent. This documentation will be crucial if the IRS questions the classification. Given the complexity and the large loss amount, it might also be worth having a tax professional review your specific situation to ensure everything is reported correctly.
This is really comprehensive advice! I'm new to dealing with investment property losses, but I have a related question - what happens if you can't use all of the capital loss in one year? You mentioned carryforward, but is there a limit to how many years you can carry it forward? With a loss this large ($95,000+), it seems like it would take quite a while to use it all up at $3,000 per year against ordinary income.
Has anyone actually transferred from a Coverdell to a 529? I'm wondering about the practicalities. Do you just call your 529 provider and tell them you want to do a rollover? Does the Coverdell administrator handle it? I'm confused about the actual process.
I did it last year. The process varies by institution, but I had to: 1) Open a 529 account first (if you don't already have one) 2) Contact the Coverdell administrator and request a "direct rollover to a 529 plan" 3) Fill out their rollover form which required the 529 account info 4) They sent the check directly to the 529 plan (not to me) 5) Had to note it was a Coverdell rollover on my taxes, but no tax was due The whole thing took about 3 weeks to complete. Make sure you never take possession of the money yourself or it could be considered a distribution!
One important consideration that hasn't been mentioned yet is the impact of Required Minimum Distributions (RMDs) on inherited accounts. If you pass away before the funds are used, Coverdell ESAs have stricter rules - the beneficiary must use the funds by age 30 or face penalties. With 529 plans, there's more flexibility for inheritance planning since there's no age limit. Also, many states offer additional tax benefits for 529 contributions that don't apply to Coverdell ESAs. Since you mentioned your daughter starts college in 3 years, you might want to calculate whether any state tax deductions for future 529 contributions would outweigh keeping the current setup. The certificate renewal timing actually gives you a good opportunity to reassess. If you're not planning to make additional contributions beyond the $2,000 annual Coverdell limit, and your state offers 529 tax benefits, the rollover might make sense. But if the investment options in your current Coverdell are performing well and you like the flexibility, staying put could be fine too.
This is really helpful information about the inheritance aspects! I hadn't even thought about what happens if something happens to me before my daughter uses the money. The age 30 rule for Coverdell accounts is definitely something to consider from an estate planning perspective. Do you know if there are any differences in how these accounts are treated for financial aid purposes? I'm starting to worry about FAFSA implications since she'll be applying for college soon. I've heard conflicting information about whether parent-owned 529s vs Coverdell ESAs are treated differently when calculating expected family contribution.
Has anyone successfully claimed property that was already "in process" by someone else? I'm dealing with a similar situation with my grandmother's unclaimed insurance policy, and the state says someone else initiated a claim 3 months ago, but they won't tell me who.
Yes! This happened with my mother-in-law's unclaimed property. We discovered someone had initiated a claim 2 years prior but never completed it. We submitted our claim with ALL possible documentation (death certificate, birth certificates showing relationship, marriage certificate, her will naming my husband as executor, etc.). After about 3 months, we got a letter saying our claim was approved because the other claim had been abandoned. Apparently they give the original claimant a timeline to provide documentation, and if they don't follow through, they move on to the next valid claim.
I'm dealing with something very similar right now. My dad passed away 2 years ago and I just discovered there's unclaimed property from his old job showing as "in process" when I tried to claim it. Like you, I'm the only heir (my mom predeceased him) and I definitely haven't filed anything before. What's really frustrating is that the state website gives you almost no information about what "in process" actually means or how long it's been that way. I called the unclaimed property office twice and got two different answers - one person said it could mean someone started a claim but didn't finish it, another said it might just be their internal processing status. I ended up submitting my claim anyway with all my documentation (death certificate, birth certificate, his will, etc.) and included a cover letter explaining that I'm the sole legal heir and asking them to contact me if there are any issues with conflicting claims. Haven't heard back yet, but I figure it's better to get my claim in the system rather than wait and potentially miss out. Have you checked if there might be other relatives who could have a claim? Even distant ones sometimes come out of the woodwork when there's money involved, unfortunately.
Isabella Silva
Make sure you check if your US company needs to have you fill out Form W-8BEN to certify your foreign status. Many US companies require this form before they'll honor the tax treaty provisions. Without it, some will withhold 30% automatically regardless of the treaty.
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Ravi Choudhury
ā¢This is super important! My Canadian company didn't get a W-8BEN from a US contractor and we got in trouble with the IRS. Had to do a bunch of amendments and pay penalties. The form is basically telling the IRS "yes we know this person should get treaty benefits.
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Eleanor Foster
As someone who's been through this exact situation as a contractor from Mexico working with US companies, I wanted to add a few practical tips that really helped me: 1. **Get organized early** - Create a folder system now for all your tax documents. You'll need your 1099, contract agreements, proof of Argentine residency, and records of any US visits. 2. **Consider quarterly estimated payments** - Even though your company isn't withholding taxes, you might still owe US taxes depending on how the treaty applies to your specific situation. Making quarterly payments can help avoid underpayment penalties. 3. **Document your work location meticulously** - I keep a simple spreadsheet tracking where I physically perform work each day. This becomes crucial evidence if the IRS ever questions your treaty position. 4. **Connect with other Argentine contractors** - There are some good expat tax groups on Facebook where people share their experiences with the US-Argentina treaty specifically. The nuances can be quite different from other countries' treaties. The learning curve is steep but totally manageable once you get the system down. Feel free to ask if you have specific questions about the filing process!
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