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Don't forget to look into the Dependent Care Credit too! If your mom qualifies as your dependent for medical purposes AND is physically or mentally incapable of self-care, you might qualify for this credit which is separate from the medical expense deduction. You can claim up to $4,000 in expenses for one qualifying dependent. The credit is based on a percentage of your expenses (between 20-35% depending on your income), so it could be substantial. Look at Form 2441 and IRS Publication 503 for details. This might be better than the medical expense deduction if your AGI is high.

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Thanks for mentioning this! I had no idea there was a separate credit. Does this replace the medical expense deduction or can I potentially use both? Also, does it matter that I'm not physically taking care of her myself (since she's in a facility)?

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You cannot double-dip by claiming the same expenses for both the Dependent Care Credit and as medical expense deductions. You'll need to choose which is more beneficial based on your overall tax situation. Generally, credits are more valuable than deductions, but it depends on your specific numbers. The good news is that you don't need to physically care for her yourself to claim the Dependent Care Credit. Expenses paid to a care facility qualify as long as part of the expense is for the care of your mom. However, if the facility provides medical care, you need to separate out the cost of care from the medical expense portion if you want to use both benefits for different expenses.

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Something important that hasn't been mentioned yet - make sure all your payments for her care go directly to the providers! If you give money to your mom and then she pays the facility or doctors, the IRS might consider that a gift rather than you paying medical expenses. I learned this the hard way when trying to claim my father's expenses.

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Rajiv Kumar

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Is there any way to fix this if you've already been giving the money to the parent? My sister and I deposit money in our dad's account and he pays his care facility.

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Dmitry Popov

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Don't forget that the specific crypto tax rules might change with each new tax year or IRS guidance update. I've been investing since 2017 and the reporting requirements have evolved constantly. One approach that helped me was using the specific identification method for calculating cost basis rather than FIFO. This lets you choose which "lots" of crypto you're selling, so you can optimize for long-term vs short-term capital gains. Just make sure you have detailed enough records to support this if you're ever audited.

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Does specific identification actually save you money compared to FIFO? And how exactly do you indicate which specific coins you're selling when you execute a transaction? It's not like stocks where you can pick specific shares.

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Dmitry Popov

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Specific identification can potentially save significant money compared to FIFO, especially if you've bought the same cryptocurrency at very different price points over time. It allows you to strategically "sell" the lots with the highest cost basis first, minimizing your reported gain. You don't need to specify which coins you're selling at the time of the transaction. What matters is your accounting method and documentation. You need to maintain clear records showing the date and time each unit was acquired, your cost basis, the date and time of sale, and the proceeds. This becomes your evidence for using specific identification. Most specialized crypto tax software can help maintain these records and will let you choose which method to apply when generating your tax forms.

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Miguel Ortiz

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Has anyone successfully done like-kind exchanges for crypto before 2018? I have some Bitcoin I acquired in 2017 that I traded for Ethereum back then, and I've been treating it as if the cost basis carried over. But now I'm not sure if that was correct.

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CosmicCadet

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The IRS clarified in 2019 that like-kind exchanges (Section 1031) were never applicable to cryptocurrency trades, even before the 2018 tax law change that explicitly limited 1031 exchanges to real estate. Unfortunately, those 2017 crypto-to-crypto trades were taxable events. If you haven't been reporting them correctly, you might want to consider filing amended returns for those years. The statute of limitations is typically 3 years, but it can be extended in certain cases, especially if the IRS considers it substantial underreporting.

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Nia Johnson

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One thing no one's mentioned yet - if your employer offers a Flexible Spending Account (FSA) for healthcare, that's another pre-tax option for orthodontic expenses. I used my FSA for my son's braces last year and it saved me a bunch on taxes. Just remember you usually have to use FSA funds within the plan year (some plans offer a grace period).

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CyberNinja

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Is there any advantage to using an FSA instead of an HSA for braces? I have both options at my work and never know which one to pick during open enrollment.

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Nia Johnson

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HSAs are generally better since the funds don't expire and you can invest them, but FSAs sometimes make sense if you know you'll have a large expense in that specific year. For braces specifically, one advantage of FSAs is that many allow you to access your full annual election amount at the beginning of the plan year, even before you've made all the contributions. So you could pay a large orthodontic bill in January but the money comes out of your paycheck gradually throughout the year.

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Mateo Lopez

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I went through this last year with my daughter's braces. The ortho charged $6500 and we had to pay most out of pocket. Make sure you ask the orthodontist for an itemized statement for the FULL treatment plan. My ortho was willing to provide documentation showing we prepaid for the entire treatment even though it spans 2 years. This helped us bunch the expense into one tax year so we could exceed the 7.5% AGI threshold.

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That's really smart! Did you end up getting a decent tax refund from being able to deduct it? I'm trying to decide if it's worth all the hassle of tracking these expenses versus just using my HSA.

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Amaya Watson

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Make sure you're considering the QBI (Qualified Business Income) deduction too! As a self-employed person, you likely qualify for a deduction of up to 20% of your qualified business income. The tax software should calculate this automatically, but sometimes you need to make sure you've checked the right boxes. Also, don't forget to look into retirement options like a SEP IRA or Solo 401(k) which can significantly reduce your taxable income. Even though it's after December 31st, you can still open and fund many retirement accounts for the previous tax year before the filing deadline.

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I've never heard of the QBI deduction! How do I know if I qualify for that? And can I really still set up a retirement account for last year even though we're already in the new year?

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Amaya Watson

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Most self-employed individuals with income under $170,050 (single) or $340,100 (married) for 2024 qualify for the full QBI deduction. It's basically a 20% deduction on your net business profit. The tax software should calculate it automatically, but make sure it knows your business is a qualified trade or business. Yes, you can absolutely still set up and fund a retirement account for last year! For SEP IRAs, you can establish and contribute until your tax filing deadline, including extensions. So potentially as late as October 15th! Solo 401(k)s need to be established by December 31st of the tax year, but you can still contribute to them until your tax filing deadline. This is one of the best tax-saving strategies for self-employed people.

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Grant Vikers

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I think you might be confusing two different things. The 15.3% is JUST your self-employment tax (Social Security and Medicare). But you still have to pay regular income tax on top of that! Try this rough calculation: 1. Take your business gross income 2. Subtract ALL business expenses 3. That's your business profit 4. Pay 15.3% self-employment tax on that profit 5. ALSO add that profit to your regular income 6. Pay regular income tax on your combined income That's why it feels like you're being taxed twice - because you kind of are! Welcome to self-employment! 😫

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This is exactly right. I've been self-employed for 5 years and it still hurts every time. The other thing to remember is that half of your self-employment tax is deductible on your 1040, which helps a little bit at least.

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That breakdown really helps me understand! So I'm essentially getting hit twice on my business income - once with the self-employment tax and then again when it's added to my regular income for income tax purposes. No wonder the number seemed so high! I appreciate the simple explanation. Now I see why people talk about the importance of tracking every possible business expense. Every dollar I can legitimately deduct from my gross business income helps reduce both tax calculations.

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Teresa Boyd

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One important thing to consider for your colleague - tax treaties! Depending on his home country, there might be a tax treaty with the US that affects how certain types of income are taxed. These treaties can override the standard dual status rules in some cases and provide relief from double taxation.

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Lourdes Fox

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Do you know if there's an easy way to figure out which tax treaty benefits apply? I've tried reading through the actual treaties and they're practically unreadable with all the legal jargon.

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Teresa Boyd

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The IRS Publication 901 (U.S. Tax Treaties) provides summaries of the major provisions in each treaty in more understandable language. It's still dense reading, but much better than the treaties themselves. For a quicker reference, check the IRS website section on tax treaties where they have tables showing the reduced tax rates for different types of income based on country. However, these only cover basic situations, so for complex scenarios like your colleague's, it might be worth consulting with a tax professional who specializes in international taxation.

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I moved back and forth between US and Canada twice in three years and had to file dual status returns multiple times. The most confusing part was figuring out which tax forms to use. For dual status returns, you generally use Form 1040 but may need to write "Dual-Status Return" across the top.

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Did you have to file a separate 1040-NR for the nonresident part of each year? My accountant is telling me different things each time I ask.

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