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Kai Santiago

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Something nobody mentioned - check if you have any UBTI (Unrelated Business Taxable Income) on your K-1s! It's usually in Box 20 with code V. If you have any amounts there and you're holding these ETFs in an IRA or other retirement account, you might owe taxes even within your tax-advantaged account. I learned this the hard way with a leveraged natural gas ETF in my Roth IRA. Had to file Form 990-T and pay taxes on the UBTI even though it was in my Roth. Most tax software doesn't warn you about this!

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Lim Wong

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This! I got hit with this last year on my oil ETFs. Broker never warned me that holding these MLP-structured ETFs in my IRA would create a tax bill. Now I only hold them in my taxable account where at least I can properly manage the tax implications.

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This is such a comprehensive thread - thank you all for sharing your experiences! I wanted to add one more consideration that might help others in similar situations. If you're trading these leveraged ETFs frequently (especially doing any wash sale transactions), make sure you're tracking the basis adjustments from your K-1s throughout the year, not just at tax time. The K-1 income/loss can affect your wash sale calculations, and if you're not accounting for the basis adjustments properly, you might be inadvertently creating more complex wash sale scenarios. I made this mistake with some triple-leveraged ETFs where I was doing tactical trades. The partnership income from the K-1s changed my effective basis, which then affected whether certain sales qualified as wash sales when I repurchased similar positions. My tax software completely missed these nuances until I manually tracked everything. Also, keep detailed records of when you receive your K-1s versus when you file your taxes. Some of these ETF partnerships are notorious for issuing amended K-1s months after the original ones, which can really mess up your filing if you've already submitted your return.

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This is exactly the kind of detail I needed to hear! I've been doing a lot of tactical trading with SQQQ and TQQQ this year and never thought about how the K-1 basis adjustments could mess with my wash sale calculations. Do you know if there's a way to get notified when these partnerships issue amended K-1s? I'm terrified of filing my return and then getting an amended K-1 in June that completely changes my numbers. How do you even handle that situation - do you have to file an amended return too? Also, when you say "partnership income changed your effective basis" - are you talking about the amounts in box 1 of the K-1, or other boxes? I want to make sure I'm tracking the right numbers throughout the year.

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Zainab Ahmed

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Has anybody used TurboTax Self-Employed for Uber Eats? I heard it imports all ur earnings automatically but costs like $140. Is it worth it or should I just use FreeTaxUSA?

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I used both last year. TurboTax does automatically import your Uber info which is nice, but FreeTaxUSA is just as good if you're willing to enter the info yourself. Saved like $120 using FreeTaxUSA and got the exact same refund amount when I compared them.

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Ella Knight

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One thing that really helped me when I started with Uber Eats was setting up a separate savings account just for taxes. I automatically transfer 25-30% of each deposit into that account so I'm not scrambling come tax time. Also, don't forget about other deductible expenses beyond just mileage! Things like car washes (to keep your delivery car clean), phone chargers, hand sanitizer, masks, and even tolls can add up. I keep all my receipts in a shoebox and it's saved me hundreds. The key is to start tracking everything NOW - don't wait until tax season. Your future self will thank you! And seriously, those quarterly payments are crucial if you're making decent money. I learned that the hard way my first year.

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The separate savings account idea is brilliant! I wish I had thought of that when I started. I've been spending everything as it comes in and now I'm panicking about owing money I don't have. Quick question - when you say 25-30%, is that based on your gross earnings or after expenses? Like if I made $500 this week, should I be setting aside $125-150 or calculating it after my gas and mileage deductions? Also totally agree about tracking everything now. I've been throwing receipts in my glove compartment like an animal but a shoebox system sounds way more organized lol.

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Debra Bai

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Has anyone tried "Income Tax Planning" by Langdon, Albrecht, and Coyle? My friend recommended it but it's expensive and I want to make sure it's worth it before buying.

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That's actually a textbook used in professional tax planning courses - probably overkill if you're just looking to understand personal taxes better. It's very thorough but focuses more on tax planning strategies than basic understanding. Unless you're pursuing a career in tax planning or already have a solid foundation, I'd start with something more accessible.

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Paolo Romano

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For a solid foundation without getting too overwhelmed, I'd suggest starting with "Taxes Made Simple" by Mike Piper. It's specifically designed for people who want to understand the fundamentals without needing an accounting degree. The author does a great job explaining concepts like marginal tax rates, deductions vs. credits, and different types of income in really plain language. Another excellent choice is "The Tax and Legal Playbook" by Mark Kohler - it covers both personal and business taxes with lots of real-world examples. What I like about it is that it explains not just how to follow the rules, but why certain tax strategies exist in the first place. If you end up doing any freelance work or side business, definitely pick up a copy of "Tax Savvy for Small Business" by Frederick Daily. It's become my go-to reference for understanding business deductions and self-employment tax calculations. The key is starting with one book that gives you the big picture, then diving deeper into specific areas as needed. Don't try to learn everything at once - taxes are complex enough that even professionals specialize in different areas!

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This is really helpful advice about starting with foundational books! I'm curious about the Mike Piper book you mentioned - does it cover estimated quarterly payments? That's one area where I feel completely lost. Also, when you say "don't try to learn everything at once," do you have a suggested order for tackling different tax topics? Like should I master basic individual taxes before moving on to business/self-employment stuff?

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Alana Willis

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This thread is so helpful! I'm dealing with something similar at my new job. One thing I discovered is that sometimes companies use their own internal codes that aren't standard across all employers. For example, my paystub has "PARK" and "CAFE" deductions that turned out to be parking fees and cafeteria plan contributions that I had signed up for during orientation but completely forgot about. For the $95 jump, I'd also suggest checking if you recently changed your filing status or number of allowances on your W-4 form. Even small changes there can have a big impact on how much federal tax gets withheld. Also, if you're in a state with income tax, sometimes those calculations get updated mid-year based on new tax tables. One resource that helped me was my company's employee handbook - it usually has a section explaining all the benefit deductions and what they're for. And don't hesitate to ask a trusted coworker! I was embarrassed to ask HR but found out later that like half my team had the same questions when they started. The good news is once you understand your specific company's deduction codes, future paystubs will make way more sense. Hang in there!

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This is such a great point about company-specific codes! I never thought to check the employee handbook for payroll explanations - that's probably where a lot of answers are hiding. The "PARK" and "CAFE" example is perfect because those are exactly the kind of random deductions that would totally confuse someone looking at their first few paystubs. You're so right about asking coworkers too. I've been suffering in silence thinking I was the only one who didn't understand this stuff, but it sounds like it's actually super common for new employees to be confused. It makes me feel so much better knowing that even experienced workers had to learn all this at some point. The W-4 changes suggestion is really smart - I think I might have tweaked mine recently when I was trying to figure out my tax situation, not realizing it would affect my current paychecks. Going to definitely dig out my employee handbook tonight and see what explanations are in there!

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Lilly Curtis

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I'm going through the exact same thing right now! Just hit my 3-month mark last week and suddenly my deductions jumped by like $80. Reading through all these responses is making me realize I probably got auto-enrolled in benefits without paying close attention to the costs. The acronym breakdown that Taylor provided is super helpful - I've been staring at "OASDI" on my paystub for weeks not knowing what it meant. And the suggestion about checking if you got a raise or bonus is spot on - I think I did get a small merit increase recently that I didn't connect to the higher deductions. I'm definitely going to try that spreadsheet idea to track patterns over time. It's so reassuring to know that literally everyone goes through this confusion when starting their first "real" job. I was honestly starting to think there was something wrong with me for not understanding basic payroll stuff! Going to schedule time with HR this week to go through everything line by line. Thanks everyone for making me feel less alone in this payroll maze!

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Diego Vargas

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Slightly different perspective - you could consider making an S-Corp election effective 1/1/24 even though it's past the deadline. The IRS allows for late S-Corp elections if you have "reasonable cause." Given that you were already operating as if you were an S-Corp (paying yourself W-2 wages), you might have a case for relief under Revenue Procedure 2013-30.

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CosmicCruiser

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This is actually good advice. I was able to get a late S-Corp election approved retroactively by explaining that I misunderstood the filing requirements but had been functioning as an S-Corp in practice. Saved me from having to amend multiple years of returns.

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Ava Williams

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I went through almost the exact same situation last year! My SMLLC had been paying me W-2 wages for three years without S-Corp election. After panicking for weeks, I ended up working with a tax attorney who helped me file for late S-Corp election under Revenue Procedure 2013-30. The key was demonstrating that I had "reasonable cause" - specifically that I was operating in good faith as if I were an S-Corp (regular payroll, proper withholdings, etc.) but simply missed the technical filing requirement. We submitted Form 2553 with a detailed explanation letter showing my payroll records and explaining the misunderstanding. The IRS approved the retroactive election back to my original intended date, which meant I didn't have to amend any returns or deal with the Schedule C conversion. The whole process took about 6 months, but it was way less painful than I expected. Definitely worth exploring before you commit to amending multiple years of returns!

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