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This thread has been incredibly helpful! I'm dealing with a similar situation but with vintage watches. One thing I wanted to add that might help others - if you're selling items that have appreciated significantly in value over many years, make sure you understand the difference between short-term and long-term capital gains treatment. Even as a hobby seller, if you held an item for more than a year before selling, any gain might qualify for more favorable long-term capital gains rates rather than being taxed as ordinary income. This could make a big difference on high-value collectibles. Also, I've found it helpful to take photos of items before packaging them for sale - this creates a visual record that can help support your basis calculations if you ever need to reconstruct your records. Just another small tip that might save headaches down the road!
This is a really important distinction that I wasn't aware of! I've been treating all my collectible sales as regular income, but some of my comic books have been in my collection for over 10 years. If I understand correctly, the long-term capital gains rates (0%, 15%, or 20% depending on income level) could be much better than my regular tax rate of 22%. Do you know if there's a minimum threshold for this to apply? I've mostly been selling lower-value items ($20-100 range), but I have a few key issues that might be worth $500+ that I've held for years. The photo documentation tip is brilliant too - I wish I had started doing that from the beginning!
This is such a timely discussion! I've been selling vintage records and had no idea about the capital gains treatment for items held over a year. Like Alice, I've been reporting everything as ordinary income. One thing I've learned from experience - if you're selling collectibles regularly, even as a hobby, consider setting up a separate checking account just for these transactions. It makes tracking so much easier when tax time comes around, and you have a clear paper trail of all the deposits from sales and withdrawals for shipping/packaging expenses. Also, for anyone using PayPal or other payment processors in addition to eBay's managed payments, make sure you're not double-counting the 1099-K income. I almost made that mistake last year when I received forms from both eBay and PayPal for the same transactions during their transition period. The record-keeping tips in this thread are gold - I'm definitely implementing the photo documentation and detailed note-taking going forward!
The separate checking account idea is brilliant! I wish I had thought of that earlier. I've been mixing my collectible sales with my regular personal transactions and it's made tracking everything much more complicated than it needs to be. Your point about double-counting 1099-Ks is super important too. I actually got confused about this during eBay's transition to managed payments and almost reported the same sales twice. For anyone else dealing with this - make sure to carefully review all your 1099-K forms and cross-reference the transaction dates and amounts to avoid duplicating income. One question though - for the capital gains treatment that Miguel mentioned, does this apply even if we're reporting as hobby income rather than investment income? I'm not sure if the IRS treats collectible hobby sales the same way as traditional investments when it comes to the holding period benefits.
This is exactly the kind of situation where having proper documentation from the start is crucial. I went through something similar when my aunt in British Columbia passed away last year. One thing I'd emphasize is to get copies of ALL Canadian tax documents - not just the final returns, but also any T3 slips for trust distributions, T4RSP slips for RRSP withdrawals, and documentation of any capital gains reported in Canada on the property deemed disposition. The Canadian estate executor should provide these. Also, don't overlook provincial taxes! Each Canadian province has different tax rates, and Ontario (where your parents' rental properties are) has its own additional considerations. The foreign tax credit calculation gets more complex when you're dealing with both federal and provincial Canadian taxes. I found it helpful to create a timeline of when each asset was transferred to me, the fair market values at death, and the Canadian taxes paid on each. This made the US reporting much cleaner and helped my tax preparer calculate the foreign tax credits accurately.
This is really helpful advice about documentation! I'm just starting to navigate this whole process and hadn't thought about the provincial tax complications. When you mention creating a timeline with fair market values - did you need to get formal appraisals for the properties, or were there other ways to establish those values for tax purposes? I'm worried about the cost of getting everything properly valued, especially since there are multiple rental properties involved.
For the rental properties, you'll typically need formal appraisals to establish fair market value at the date of death - this is required for both the Canadian deemed disposition calculation and your US basis. I ended up getting appraisals from licensed Canadian real estate appraisers who were familiar with cross-border estate work. The cost was around $500-800 CAD per property, but it was absolutely worth it. Having solid documentation prevented any disputes with either tax authority and gave me confidence in my foreign tax credit calculations. Some estate lawyers can recommend appraisers who specialize in this type of work. For the RRSP/retirement accounts, the fair market value is usually easier to establish since the financial institutions provide statements showing the account values at death. Just make sure you get official documentation from the Canadian financial institutions rather than relying on online screenshots or informal records. The investment in proper valuations upfront can save you thousands in potential penalties or disputes later, especially when you're dealing with multiple properties and significant account values.
I'm dealing with a very similar situation right now - my mother passed away in Toronto last month and I'm inheriting her RRSP and a condo downtown. Reading through all these responses has been incredibly helpful, especially the points about getting proper appraisals and documentation. One thing I wanted to add that I learned from my cross-border tax advisor: if your parents are still alive, consider having them convert some of their RRSP funds to a TFSA (Tax-Free Savings Account) if they have contribution room available. TFSAs are treated much more favorably for US tax purposes when inherited - the US generally recognizes them as tax-free, whereas RRSPs create that double taxation headache you're worried about. Also, for the rental properties, ask about whether your parents have been claiming capital cost allowance (depreciation) on their Canadian tax returns. If they have, there could be "recapture" of that depreciation that gets added to the capital gains calculation when the properties are deemed disposed of at death. This affects both the Canadian tax liability and your foreign tax credit calculations. The whole process is definitely complex, but getting the right professional help upfront (whether it's the AI tools others mentioned, professional tax advisors, or both) can save you major headaches down the road.
That's really smart advice about the TFSA conversion - I wish I had known about that option when my parents were still doing their estate planning. The point about capital cost allowance recapture is something I hadn't considered either. Do you know if there's a way to find out how much depreciation was claimed on the rental properties over the years? I'm wondering if this information would be in their past Canadian tax returns or if I'd need to request it from their accountant. This could significantly impact the tax bill, so I want to make sure I'm not missing anything when I start working with a cross-border tax professional.
As someone who started a small online service business last year, I can definitely relate to the confusion! One thing I wish I'd known earlier is that you should consider getting an Employer Identification Number (EIN) even if you're a sole proprietor. It's free to get directly from the IRS website and helps separate your business from your personal finances. Also, since you're in Florida, definitely look into getting a business license from your local county or city - requirements vary by location. Some areas require it for any business operating within their jurisdiction, even home-based ones. For payment tracking, I set up a separate business bank account and route all my business payments there. Makes it much easier to track income and expenses when everything is separated. Even if you use Venmo or PayPal, you can still transfer to a dedicated business account. One more tip - consider setting up a simple bookkeeping system from day one. I use a basic spreadsheet but there are also affordable options like Wave (which is free) or QuickBooks Self-Employed. Having organized records from the start will save you so much time and stress later!
This is really helpful advice! I'm just getting started with my own small business and had no idea about getting an EIN as a sole proprietor. Is there any downside to getting one, or is it pretty much always beneficial? Also, when you mention a business license in Florida, do you know if there are different requirements for online-only businesses versus ones that have physical locations?
Great question about starting your tarot business! I actually went through this exact situation when I launched my astrology consultation service on Instagram about 18 months ago. Here's what I learned: First, you absolutely need to report all income, even if it's just a side hustle. Since you're expecting to make $125-300 per week, you'll definitely hit the $400 threshold that requires self-employment tax filing. I'd recommend opening a separate business bank account right away - it makes tracking so much easier and looks more professional to clients. For Florida specifically, you'll need to register for sales tax since spiritual services are taxable there. The good news is the registration process is pretty straightforward through the Florida Department of Revenue website. You'll collect sales tax from Florida customers and remit it quarterly or monthly depending on your volume. One thing that really helped me was joining the Instagram Creator Program once I hit the requirements. It provides some additional tax documentation and can help legitimize your business in the eyes of both clients and the IRS. Also, start tracking your expenses from day one! Things like new tarot decks, crystals, candles for your reading space, ring lights for better video quality, Instagram ads to promote your services - all potentially deductible. Even a portion of your phone bill since you'll be using it for client communication. Good luck with your venture! The spiritual services market on social media is really thriving right now.
This is such comprehensive advice! I'm also thinking about starting a similar spiritual business and hadn't considered the Instagram Creator Program angle - that's brilliant. Quick question about the sales tax registration in Florida: do you know if there's a minimum income threshold before you need to register, or is it required from your very first sale? I want to make sure I'm compliant from the start but don't want to jump through unnecessary hoops if I'm only doing a few readings initially.
23 Has anyone successfully disputed a 1099-C amount? The debt that was charged off in my case included a ton of late fees and interest that got tacked on after I stopped paying. Seems unfair to pay taxes on all that extra stuff they added!
5 You can dispute the amount on a 1099-C if you believe it's incorrect. Contact the creditor first with documentation of what you believe the correct amount should be. If they won't correct it, you can report what you believe is the correct amount on your tax return and attach a statement explaining the discrepancy. Keep in mind that the original debt plus all accumulated interest and fees that you had use of (borrowed money) is generally considered income when canceled. However, if certain fees or penalties were added after you defaulted and never had use of those funds, you might have a case for excluding that portion.
I went through a similar situation last year with a charged-off credit card debt. Here's what I learned from my experience: 1) The IRS doesn't provide copies of 1099-C forms directly, but you can get a "Wage and Income Transcript" online through their website that shows all tax documents filed under your SSN. This is usually available immediately if you can verify your identity online. 2) Even if the creditor didn't send you the form, you're still legally required to report canceled debt as income if it exceeds $600. The IRS receives copies of all 1099-C forms, so they'll know about it even if you don't. 3) Before you panic about owing taxes on the full amount, definitely look into the insolvency exclusion using Form 982. If your total debts exceeded your total assets when the debt was canceled, you might not owe any taxes on it at all. 4) For legal action against the creditor - honestly, it's probably not worth pursuing. The penalties for late filing are usually minimal, and your energy is better spent getting the correct information and filing properly. I'd recommend getting that transcript ASAP and consulting with a tax professional if the amount is significant. Don't let this delay your filing - you have options even without the physical form.
This is really helpful, thank you! I'm definitely going to try getting that Wage and Income Transcript online first since that sounds like the fastest option. Quick question about the insolvency exclusion - when you say "total debts exceeded total assets," does that include the fair market value of things like my car and house, or just liquid assets? I was pretty much broke when this happened but I did own a car (though it was probably worth less than what I owed on it) and had some equity in my home. Also, did you end up needing to provide documentation of your insolvency to the IRS, or do they just trust the Form 982 unless you get audited?
Lincoln Ramiro
I'm paranoid about this too! My parents send me like $500 a month to help with expenses while I'm in school and my roommate Zelles me for utilities. Probably over $10k in total Zelle payments. Am I screwed??
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Carmella Fromis
ā¢You're not screwed at all! The money from your parents is considered a gift, which isn't taxable to you (the recipient). The utility payments from your roommate are just reimbursements, not income. Remember, the key question is: "Am I receiving this money as payment for goods or services I provided?" For your situation, the answer is no - these are just personal transfers. Even if these transactions show up on a 1099-K (which they might not), they aren't taxable. Just keep basic records of what each payment was for, and you'll be fine.
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Lincoln Ramiro
ā¢Phew, that's a huge relief! I was seriously stressing about this. I'll start making notes of what each payment is for just to be safe. Thank you so much for taking the time to explain it!
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Jacob Lee
Great question! I see a lot of confusion about this topic. The key thing to remember is that the $600 threshold is just for reporting requirements - it doesn't mean everything over $600 is taxable income. Here's what you need to know about your specific situations: **Rent splitting with roommates**: Not taxable. You're acting as a pass-through - collecting money to pay a shared expense. This isn't income to you. **Concert ticket reimbursements**: Not taxable. Friends are just paying you back for money you spent on their behalf. **Gifts from parents**: Not taxable to you as the recipient. Gift tax rules apply to the giver, not the receiver, and even then only for very large amounts. **Computer building hobby**: As long as you're truly not making a profit and just getting reimbursed for parts, this isn't taxable income either. The important thing is to keep good records showing what each payment was for. If you ever receive a 1099-K, you may need to explain the difference between the total reported and your actual taxable income when filing your return. Most tax software now has sections specifically for this. Don't stress too much - the IRS isn't trying to tax legitimate personal transfers and reimbursements!
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Carmen Lopez
ā¢This is really helpful, thank you! I've been losing sleep over this exact issue. One follow-up question - should I be worried if I don't receive a 1099-K but my transactions definitely exceeded $600? I keep reading conflicting information about whether all payment platforms are actually sending these forms out consistently. And if they don't send one, does that mean I'm in the clear or could I still get in trouble later if the IRS decides to look into it?
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