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Ask the community...

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Anita George

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Pro tip: Take clear photos of your donated items and get an itemized receipt from the charity. The IRS has been getting stricter about documentation for noncash donations. I use the Salvation Army donation value guide to determine FMV - you can find it online and it makes filling out Form 8283 much easier.

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This is exactly the kind of situation that trips up a lot of taxpayers! You're absolutely correct in your understanding. Since your total noncash donations ($630) exceed $500, you must file Form 8283, but you only need to complete Section A, Part I because neither category individually exceeds $500. One thing to keep in mind - make sure you're grouping your items correctly. The IRS considers "clothing" as one category and "household goods" as another, so your $250 in clothing and $380 in household items would be treated as separate groups for the $500 threshold test. Also, don't forget that you'll need contemporaneous written acknowledgment from the charity for any single contribution of $250 or more. Since both your clothing donation ($250) and household goods donation ($380) meet this threshold, make sure you have proper receipts from the organizations. The IRS has been paying closer attention to noncash donations lately, so keeping good records and photos of donated items is more important than ever. Sounds like you're on the right track though!

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This thread has been incredibly helpful! I was in almost the exact same situation as the original poster - making around $30k and maxing out my 401k, then getting confused about IRA limits. What really clicked for me reading through these responses is the distinction between "earned income" (which includes your 401k contributions) and "taxable wages" (Box 1 on your W-2, which doesn't). I had been looking at Box 1 and thinking that was my limit for IRA contributions. It's also reassuring to see multiple people confirm this with actual experience and even official IRS confirmation. The tax code can be so confusing, especially when you're trying to optimize multiple retirement accounts at once. Thanks to everyone who shared their knowledge and resources - this community is awesome for getting reliable tax advice!

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Totally agree with you on how confusing this distinction can be! I made the same mistake when I first started contributing to both accounts. It's one of those things where the IRS uses different definitions of "income" depending on what they're calculating, which isn't intuitive at all. What really helped me was creating a simple spreadsheet to track my gross wages vs. my taxable wages (Box 1) vs. what counts for different retirement account purposes. Once you see it laid out, it becomes much clearer how your 401k contributions affect different parts of your tax situation differently. And you're absolutely right about this community being great for tax advice - getting real-world examples from people who've actually dealt with these situations is so much more helpful than trying to decipher IRS publications on your own!

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Ethan Scott

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This is exactly the kind of question that shows how unnecessarily complex the tax code can be! I went through this same confusion when I started maximizing both my 401k and IRA contributions. To add to all the great explanations here: think of it this way - your employer reports your full gross wages to the Social Security Administration and for Medicare purposes regardless of your 401k contributions. That's the same income base the IRS uses for determining IRA contribution eligibility. One thing I didn't see mentioned is that this rule also applies to other pre-tax deductions like health insurance premiums, HSA contributions, and flexible spending accounts. None of these reduce your "earned income" for IRA purposes, even though they all reduce your taxable wages in Box 1 of your W-2. The IRS basically wants to make sure you can't game the system by loading up on pre-tax deductions to artificially lower your earned income and then claim you can't contribute to retirement accounts. It's actually designed to help savers, not hurt them!

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Emma Wilson

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This is such a helpful way to think about it! I never considered how other pre-tax deductions like health insurance and HSA contributions work the same way. It makes sense that the IRS would want to prevent people from artificially reducing their "earned income" through pre-tax elections just to avoid retirement account limits. Your point about it being designed to help savers rather than hurt them is really insightful. It's almost like the IRS is saying "we want you to save for retirement in as many ways as possible, so we're not going to penalize your IRA contributions just because you're also smart enough to max out your 401k." I'm curious though - does this same logic apply to things like commuter benefits or dependent care FSAs? Are those also ignored when calculating earned income for IRA purposes?

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Luis Johnson

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You're absolutely correct that loan repayments aren't taxable income - you're just getting your own money back. And unfortunately, these repayments can't be counted toward EITC since they're not "earned income" from work. Just wanted to add one important point that others haven't mentioned: if you're lending money to family members regularly, it's smart to keep simple records even for interest-free loans. A basic written note stating the loan amount, date, and repayment terms can save you headaches if the IRS ever questions large deposits in your bank account. Also, if your brother ever can't pay you back, having documentation helps if you need to claim it as a non-business bad debt deduction. Nothing fancy required - even a simple text message thread discussing the loan terms could work as documentation.

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That's really good advice about keeping records even for small family loans. I never thought about how random large deposits might look suspicious to the IRS later. A simple text message thread is actually a great idea - it's documentation that happens naturally when you're coordinating the loan anyway. Question though - if I have multiple loans out to different family members, should I keep separate records for each one? Like if I lend $1000 to my sister and $2000 to my cousin, do I need to track those separately or can I just keep a general "family loans" record?

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Definitely keep separate records for each loan - it makes everything cleaner if you ever need to prove the details to the IRS. Even something simple like a notes app on your phone with entries like "Sister loan: $1000, 1/15/2024" and "Cousin loan: $2000, 2/10/2024" works great. The reason is that if the IRS questions a specific deposit, you want to be able to show exactly which loan it relates to. If you lump everything together as "family loans," it gets messy trying to match specific repayments to specific loans. Plus, if one person defaults and you want to claim a bad debt deduction, you need clear records for that particular loan amount. I learned this from a friend who got audited - having separate documentation for each loan made the whole process much smoother.

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Connor Byrne

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Great question! You're absolutely right - loan repayments are not taxable income since you're just getting your own money back. The IRS doesn't consider this "new" income. Regarding EITC, loan repayments unfortunately can't count as earned income. The EITC specifically requires income from employment, self-employment, or certain disability benefits. Since loan repayments aren't wages or earnings from work, they don't qualify. One tip: even though this was an informal family loan, consider keeping some basic documentation (even just text messages about the arrangement) in case you ever need to explain large deposits to the IRS. It's not required, but it can save headaches if questions come up later. If you had charged your brother interest, only that interest portion would be taxable income - but since it sounds like this was interest-free, there's nothing to report on your taxes at all.

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Alicia Stern

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This is really helpful clarification! I'm new to understanding how personal loans work with taxes, and it's reassuring to know that getting my money back won't create a tax burden. Just to make sure I understand - if someone pays me back a loan in multiple installments over several months, each payment is still just considered getting my own money back, right? It doesn't matter if it's one lump sum or spread out over time? And thanks for the tip about documentation. I actually do have text messages where my brother and I discussed the loan amount and when he'd pay it back, so sounds like I'm covered there.

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Yuki Tanaka

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I'd strongly recommend documenting everything thoroughly regardless of how you classify these expenses. Take photos showing the condition before and after the work, keep all invoices and contracts, and write a brief explanation of what problems you were solving (drainage issues, tenant damage to lawn). The repair vs. improvement distinction can be subjective, and good documentation helps support your position. For drainage work that fixes existing problems, you're generally on solid ground treating it as a repair. For the re-seeding to restore tenant damage, that also leans toward repair classification. One additional consideration - if you do treat these as repairs on Schedule E, make sure your total repair expenses don't seem disproportionate to your rental income. Large repair deductions sometimes trigger additional scrutiny, so having that documentation ready is especially important. Also consider consulting with a tax professional if the amounts are significant relative to your overall tax situation. The $5,800 you spent could result in substantial tax savings if properly classified, making professional advice cost-effective.

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This is excellent advice about documentation. I've learned the hard way that good records are crucial for rental property expenses. One thing I'd add - consider creating a simple maintenance log for your rental property going forward. Document when you inspect the property, what issues you find, and what work you do. This helps establish a pattern of regular maintenance rather than sporadic improvements, which can strengthen your repair classification for future work. For your current situation with the $5,800 in expenses, the documentation Yuki mentioned will be key if you're ever questioned about the repair vs improvement classification.

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Ava Johnson

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Something to consider that might help with your situation - the IRS has specific guidance on "betterments" versus repairs in Treasury Regulation 1.263(a)-3. A betterment is something that materially increases the value, substantially prolongs the useful life, or adapts the property to a new or different use. For your grading work to fix drainage issues, this sounds like you're correcting a defect rather than making a betterment. The regulation specifically mentions that work to correct pre-existing defects is generally considered a repair. Since the drainage problems were causing the backyard to be unusable, fixing this restores the property to its expected functional state. The re-seeding after tenant damage also fits the repair category since you're restoring the property to its condition before the damage occurred. The key test is whether you're putting the property back to how it was, versus making it better than it was. Given that this is $5,800, I'd definitely recommend keeping detailed records as others mentioned, and consider having a tax professional review your situation. But based on what you've described, both expenses sound like they qualify as repairs that you can deduct immediately on Schedule E rather than having to capitalize and depreciate over time.

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Miguel Silva

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This is really helpful clarification about the betterments test. I hadn't seen the specific regulation you referenced (1.263(a)-3) before. The distinction between correcting defects versus making improvements makes a lot of sense for my situation. The drainage issues were definitely a defect - water was pooling and making the yard unusable, which isn't how a functional backyard should be. And the lawn damage from the tenants parking cars on it during wet weather was clearly restoring it to its previous condition rather than upgrading it. I'm feeling more confident about treating both as repairs now. Do you happen to know if there are any dollar thresholds where the IRS might be more likely to scrutinize repair classifications, or is it really just about the nature of the work regardless of cost?

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Great question! I was in a similar situation a few years ago and can confirm what others have said - the math is $48,350 (0% LTCG bracket) + $15,950 (standard deduction) = $64,300 total you can realize tax-free as a single filer with no other income. One thing I'd add that hasn't been mentioned much - be really careful about the timing of any sales if you're close to that limit. Since you're unemployed now, this is actually the perfect time to do this strategy. But if you think you might get a job later this year, remember that even a few months of employment income could push you over the 0% bracket. Also, don't forget to keep good records of your cost basis and purchase dates. The IRS has been cracking down on people who can't properly document their long-term holding periods. I learned this the hard way when I had to dig through old brokerage statements during an audit. The strategy you're considering is completely legitimate and can save you thousands in taxes - just make sure you execute it carefully!

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Zara Khan

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This is incredibly helpful - thank you for sharing your experience! I'm definitely taking notes on the record-keeping aspect. Quick question: when you mention keeping records of cost basis and purchase dates, do you recommend any particular system or just saving all the brokerage statements? I've been pretty disorganized with my paperwork and want to make sure I'm prepared if I need to prove the long-term holding period. Also, you mentioned being audited - was that related to the capital gains sales specifically, or just bad luck? I want to make sure I'm not doing anything that would raise red flags with the IRS.

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For record-keeping, I'd strongly recommend keeping digital copies of all your brokerage statements, but also consider using a spreadsheet or tool like GnuCash to track your cost basis and purchase dates. Most modern brokerages like Fidelity, Schwab, etc. will actually maintain this information for you, but having your own backup is crucial. The audit wasn't specifically related to capital gains - it was actually triggered by some freelance income reporting issues. But during the audit, they questioned everything, including my capital gains calculations from the previous year. Having organized records made that part much smoother. As for red flags, honestly, realizing $60k+ in capital gains while showing little to no other income might look unusual to the IRS, but it's completely legal. Just make sure you can document that these were legitimate long-term investments and not some kind of day-trading activity that should be classified differently. The key is being able to prove the holding period and having clean records of your transactions. @dc08b98faee1 can probably share more specifics about what the IRS focused on during his audit process if that would be helpful for your planning.

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Mei Chen

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This is exactly the kind of strategic tax planning that can make a huge difference during unemployment! One additional consideration I'd mention is to be mindful of any estimated tax payments you might need to make if you do realize significant gains. Even though your federal tax liability might be zero, if you have substantial capital gains (like the $60k+ range being discussed), you might still need to make estimated payments to avoid underpayment penalties - especially if you had tax liability in prior years. The IRS safe harbor rules can be tricky to navigate when your income profile changes dramatically. Also, since you're job hunting, consider the timing of when you might start earning employment income again. If you land a job in Q4 of this year, even a few months of salary could push some of your capital gains into the 15% bracket. You might want to front-load your investment sales earlier in the year while you're certain about your income situation. The unemployment period is actually a unique opportunity for this type of tax optimization that many people don't think to take advantage of. Just make sure you're not selling investments you might need to buy back soon - you don't want to trigger wash sale rules if you're planning to reinvest the proceeds.

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This is really smart advice about the estimated tax payments! I hadn't even thought about that aspect. Since I'm new to having significant capital gains, could you clarify how the safe harbor rules work when your income drops dramatically due to unemployment? If I had a $80k salary last year but zero employment income this year, would I still need to make estimated payments based on last year's tax liability even if my actual tax this year might be zero? I'm trying to avoid any surprise penalties while also not overpaying if I don't need to. The timing point about front-loading sales is brilliant too - I'm definitely going to prioritize selling my positions earlier in the year before I hopefully land something. Better safe than sorry when it comes to staying in that 0% bracket!

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