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Did anyone mention that you CAN actually "pay yourself" for labor on a business vehicle if you have the right structure? I'm a mechanic with an S-corp and I've been paying myself as an employee to work on company vehicles. Company pays me, company deducts it as an expense, I report income on my personal return. My accountant confirmed this is legit if done properly with proper documentation and reasonable rates. You need the right business structure though.
Great question! As someone who's dealt with similar situations in my own small business, I can confirm what others have said - you unfortunately can't deduct your own labor costs even when working on business vehicles. The IRS is pretty strict about this because no actual cash expense occurred. However, don't overlook some other potential deductions that might apply to your situation: - If you have a dedicated workspace at home for your business (even just for paperwork, ordering parts, etc.), you might qualify for the home office deduction - Tools and equipment used for the repairs can be deducted or depreciated - Any training or certification costs to maintain your mechanic skills - Professional subscriptions, trade publications, or software related to your work Also, keep detailed records of everything! Even though you can't deduct the labor, having documentation of the work you performed, time spent, and fair market value could be helpful if you ever get audited - it shows you're running a legitimate business operation. The $3,200 in parts is definitely deductible as you mentioned, and that's still a significant write-off. Sometimes focusing on what we CAN deduct rather than what we can't helps put things in perspective.
This is really helpful advice! I hadn't thought about the home office deduction angle. I do use part of my garage as an office space for invoicing, ordering parts online, and storing business records. Do you know if the space needs to be used EXCLUSIVELY for business, or can it be a mixed-use area? My garage is where I park my personal car too, but I have a dedicated desk area and filing cabinet just for business stuff. Also, regarding the tool deduction - does this apply to tools I already owned before starting the LLC, or only new purchases? I've been using the same toolbox and equipment for years, some from when I worked at other shops.
Non-taxable distributions can still matter in some cases even with $0 in Box 2a. For example, if the money came from a Roth IRA, it could affect your basis calculations for future distributions. Might be worth checking with wherever the money came from to understand exactly what this distribution was.
I went through something very similar with a missed 1099-R from 2022. What really helped me was calling the plan administrator who issued the form - they were able to explain exactly what the distribution was for and confirm that it was indeed non-taxable. In my case, it was also Code E for a direct rollover between retirement accounts. Since Box 2a was $0, there was no tax impact, but I did end up filing an amended return just to be safe. The process was pretty straightforward once I got my tax transcript from the IRS website. One thing to consider: even though there's no immediate tax consequence, having this properly documented could be important for future reference, especially if you have other retirement account transactions. The IRS does match 1099-R forms to returns, so while they might not penalize you for a $0 taxable amount, they could send a notice asking about it. My amended return was processed in about 12 weeks with no issues. If you're really unsure, you could always consult with a tax professional - many will do a quick consultation for situations like this.
This is really helpful advice! I'm curious about the timeline - you mentioned your amended return was processed in 12 weeks. Did you get any confirmation from the IRS during that time, or did you just have to wait and hope everything went through okay? I'm nervous about filing an amendment and then not knowing if it was accepted properly.
bruh just use taxr.ai, it'll tell you exactly whats happening. stopped me from calling the MI treasury 50 times lol
Manual reviews for Michigan returns with homestead credits are super common - I went through the same thing last year. The June timeline sounds about right unfortunately. The good news is that "manual review" doesn't mean there's a problem with your return, it's just that certain credits like the homestead property tax credit trigger additional verification steps. They're basically making sure your property info matches up with county records and that you meet all the residency requirements. Just keep checking your eServices account periodically for any document requests, but otherwise there's not much you can do except wait it out. The refund will come eventually!
I've been dealing with a similar situation and wanted to share what I learned from my CPA. The most important thing is to distinguish between a true "worthless security" and a security that was acquired at a minimal value. Based on your description, it sounds like your First Republic shares likely went through the JPMorgan acquisition process rather than becoming truly worthless. Here's what you should do: 1. **Get the facts first**: Call your broker and request the "Corporate Action Notice" for First Republic Bank from May 2023. This will tell you exactly what happened - whether you received cash, JPMorgan shares, or nothing at all. 2. **If you received ANY compensation** (even pennies): This is a regular sale transaction. Use the actual acquisition date, your original cost basis, and whatever you received as proceeds on Schedule D. 3. **For the limit order problem**: Since your shares show $4 value, set your limit price at or below the current bid price (maybe $0.01 per share). This will execute immediately and create the taxable event you need. 4. **Avoid the worthless security claim** unless you truly received zero compensation. The IRS audits these heavily, and if you received even minimal payment, it doesn't qualify. The good news is that either way, you'll be able to claim most of your $5.5k as a capital loss. The documentation from your broker will make everything clear and defensible if questioned.
This is incredibly helpful guidance! I've been putting off dealing with this situation for months because I was so overwhelmed by the complexity, but your step-by-step approach makes it feel much more manageable. The distinction between a worthless security vs. an acquired security is something I completely missed when I was initially researching this. I was getting caught up in all the IRS publications about worthless securities when what I really needed to understand was the corporate action process. Your point about calling the broker for the Corporate Action Notice is spot on - I should have done that from the beginning instead of trying to decipher my regular account statements. And I really appreciate the specific guidance on setting the limit price. I was paralyzed by not knowing what number to enter, but setting it at $0.01 per share makes perfect sense if I just want to execute the sale quickly. One quick question - when you say "current bid price," where would I typically find that information? Is it shown in my brokerage account somewhere, or do I need to look it up elsewhere? I want to make sure I'm setting the limit order correctly so it actually executes. Thanks again for sharing your CPA's advice - this has given me the confidence to finally tackle this properly!
To find the current bid price, log into your brokerage account and look up your First Republic Bank holdings. Most platforms will show you a quote screen with "Bid" and "Ask" prices when you click on the stock symbol. The bid price is what buyers are willing to pay, so setting your limit order at or slightly below that number should execute quickly. If your broker's platform doesn't clearly show bid/ask prices (some simplified interfaces hide this), you can also just set your limit price really low - like $0.001 per share - which will essentially become a market order and execute at whatever the best available price is. Given that your total position is only worth $4, we're talking about fractions of pennies per share anyway. Another option is to call your broker directly and ask them to execute a "market order" to sell all your First Republic shares. They can do this over the phone and it will close out your position immediately at the current market price, whatever that may be. Sometimes the phone approach is simpler than trying to navigate the online limit order system, especially for these odd situations with nearly worthless securities.
I went through this exact same situation with my First Republic shares last year, and after working with my tax preparer, here's what we discovered: The key is determining what actually happened during the JPMorgan acquisition. Most retail shareholders of First Republic did receive some minimal compensation - often around $0.00-$0.50 per share - rather than having truly "worthless" securities. Since your shares still show $4 value in your account, this strongly suggests you received something in the acquisition process. Here's my recommendation: 1. **Contact your broker immediately** and ask for the "Corporate Action Statement" or "Reorganization Details" for First Republic Bank from May 1, 2023. This document will show exactly what you received. 2. **For your limit order issue**: Set your limit price at $0.01 per share (or whatever minimal amount ensures execution). Since your total position is only worth $4, this will execute immediately and give you the realized loss you need. 3. **Report it as a regular sale on Schedule D**: Use May 1, 2023 as the sale date, your original $5.5k as the cost basis, and whatever minimal amount you received as proceeds. 4. **Avoid claiming "worthless securities"** unless you truly received $0. The IRS heavily audits these claims, and if you received any compensation (even pennies), it doesn't qualify. The bottom line: You'll still be able to claim nearly your entire $5.5k loss as a capital loss, but make sure you have proper documentation from your broker first. Don't let the complexity paralyze you - this is actually a fairly straightforward transaction once you get the right paperwork.
This is exactly what I needed to hear! I've been procrastinating on this for way too long because it seemed so complicated, but you've laid out a clear path forward. The fact that you went through the same situation with First Republic makes your advice especially valuable. I'm going to call my broker first thing tomorrow to get that Corporate Action Statement. It sounds like once I have that documentation, everything else should fall into place pretty easily. And I really appreciate the specific guidance on the limit order - setting it at $0.01 per share makes perfect sense given how little my position is worth now. One thing that's been bothering me is whether I missed some deadline for claiming this loss. Since the acquisition happened in May 2023, am I still able to report this on my 2024 taxes if I sell the shares now? Or should this have been reported on my 2023 return? I'm worried I might have messed something up by waiting so long to deal with this. Thanks for sharing your experience - it's given me the confidence to finally get this sorted out properly!
Zainab Ali
This is such a great question and I'm glad to see so many helpful responses! I went through this exact same confusion last year as a freelance graphic designer. One thing I'd add that hasn't been mentioned yet - make sure you establish your Solo 401k by December 31st of the tax year you want to contribute for, even though you have until the tax filing deadline (plus extensions) to actually make the contributions. I almost missed this deadline thinking I could set it up when I filed my taxes. Also, if you're planning to do this strategy long-term, consider working with a fee-only financial advisor who specializes in self-employed clients. The tax savings and growth potential from properly maximizing both accounts can easily justify the cost, especially as your income grows. I wish I had started this dual approach earlier - the compound growth difference is significant over time. The backdoor Roth strategy mentioned earlier is also crucial to understand if your income fluctuates. Some years I'm under the Roth limit, other years I'm over, so having that flexibility has been a game-changer for my retirement planning.
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Emma Wilson
ā¢This is exactly the kind of practical advice I was looking for! I had no idea about the December 31st deadline for establishing the Solo 401k - that could have been a costly mistake. As someone just getting serious about retirement planning, the idea of working with a fee-only advisor makes a lot of sense, especially with the complexity of juggling both contribution limits and income thresholds. Quick question - when you mention the compound growth difference being significant, do you have a rough sense of how much more you're able to save annually by maxing both accounts versus just doing one? I'm trying to get a feel for whether this strategy is worth the extra complexity for someone in their early 30s.
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Carmen Sanchez
Great question about the annual savings difference! In my early 30s, I was able to save about $30K annually by maxing both accounts versus maybe $12-15K with just a SEP-IRA or traditional IRA. That extra $15-18K per year compounding over 30+ years makes a massive difference. For example, if you're saving an extra $16K annually from age 32 to 62 (30 years) at a 7% average return, that's roughly an additional $1.5 million at retirement compared to the single-account approach. Even accounting for inflation, that's life-changing money. The complexity really isn't that bad once you get into a rhythm. I use a simple spreadsheet to track my quarterly estimated taxes and contribution limits, and most of the major brokerages (Fidelity, Schwab, Vanguard) make the actual account management pretty straightforward. The key is starting early like you are - the compound growth on those higher contribution limits is where the real magic happens. Even if you can't max both accounts right away, getting the Solo 401k established and contributing what you can to both gives you that foundation to scale up as your income grows. One tip: I always prioritize getting the full Solo 401k employer match equivalent first (the 25% of net self-employment income), then max the Roth IRA, then go back to finish maxing the Solo 401k employee contribution. This ensures you're capturing the highest tax-advantaged savings rates first.
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Carmella Fromis
ā¢This breakdown is incredibly helpful, thank you! The $1.5 million difference really puts it in perspective - that's definitely worth the extra complexity. I love your prioritization strategy too, that makes total sense from a tax efficiency standpoint. I'm curious about one thing - you mentioned using a spreadsheet to track quarterly estimated taxes. Do you factor in how your retirement contributions will reduce your tax liability when calculating those quarterly payments? I've been overestimating my taxes because I wasn't accounting for the Solo 401k deductions, and I'm wondering if there's a systematic way to get this right throughout the year rather than just getting a big refund. Also, for someone just starting out with maybe $60-70k in freelance income, would you still recommend trying to max both accounts, or is there a minimum income threshold where this strategy really starts to make sense?
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