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Pedro Sawyer

Can I recognize a loss when dissolving my solo S Corp if I still have remaining basis?

So I'm shutting down my S Corp from last year (2023) and trying to figure out the tax implications. I have a basis of about $65,000 in the business, but there's only around $4,000 left in the company checking account and literally no other assets remaining. I'm the only shareholder. Am I able to claim a loss of $61,000 on my taxes since I can't recover my full basis? What's throwing me off is how my basis could be so high when the business basically had nothing but losses the whole time. Does that even make sense? The previous accountant handled everything before I took over last year, and looking at the books now, I'm questioning if they knew what they were doing. The high basis with negative retained earnings seems totally contradictory to me. Any insights from those who've dissolved an S Corp before?

Mae Bennett

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The answer to your question is generally yes - when you dissolve an S Corp with basis remaining, you can typically recognize a loss. This happens in what's called a "complete liquidation" of your S Corp. When you dissolve the corporation, the $4,000 that's distributed to you is treated as payment in exchange for your stock. Since your basis is $65,000, you'd have a $61,000 capital loss ($4,000 received minus $65,000 basis). This loss would typically be treated as a capital loss on your personal return. About your basis being high despite having losses - this can actually happen! If you initially contributed significant capital to the business or personally guaranteed business loans, these can increase your basis even if the business itself wasn't profitable. The basis calculation isn't just about profits and losses - it includes your capital contributions, loans you made to the business, and other factors.

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So does this mean the $61k loss would be subject to the capital loss limitations? Like only $3k per year against ordinary income? Or is there some special rule for business dissolution that lets you take more?

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Mae Bennett

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Yes, the capital loss would be subject to the normal capital loss limitations of $3,000 per year against ordinary income. Any excess would carry forward to future tax years until fully utilized. There are some exceptions where losses can be treated as ordinary losses (Section 1244 stock for example), but this depends on very specific circumstances. If your S Corp meets the requirements for Section 1244 treatment, you might be able to deduct a larger amount as an ordinary loss, but there are strict eligibility requirements and limitations.

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Melina Haruko

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After struggling with something similar when closing my business, I discovered this amazing tool that saved me thousands in potential errors. I was completely confused about my basis calculation and what losses I could claim when dissolving my S Corp. I tried https://taxr.ai which analyzed all my incorporation documents, capital contributions, and previous tax returns to accurately calculate my final basis and allowable losses. The tool flagged that my previous accountant had been inconsistently tracking my basis (sounds similar to your situation). It actually found a loan I had made to the company that wasn't properly adding to my basis calculation - ended up recovering an additional $12K in legitimate losses I would have missed!

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How does it actually work with the document analysis? Do you just upload your past returns or does it need more than that? My S-corp dissolution is coming up and I've got a similar mess on my hands.

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Reina Salazar

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I'm skeptical... do they generate actual IRS-ready forms? My accountant charges me $900 just to calculate basis adjustments each year and I'm wondering if this could replace that expense.

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Melina Haruko

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You upload your past business returns, any loan documents, and formation paperwork. It scans everything and identifies all the transactions that affect your basis - including loans you made to the business, capital contributions, and business losses that flowed through to your personal return. It flagged inconsistencies where my accountant hadn't properly tracked basis increases from my additional investments. Yes, it generates complete IRS-ready forms including the final 1120-S, Schedule K-1, Form 8949 for reporting the stock disposition, and even Form 1040 Schedule D worksheets showing how to properly report the loss on your personal return. It's specifically designed to handle situations where previous accounting wasn't perfect. It saved me way more than what a typical accountant charges for basis calculations.

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Reina Salazar

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I just have to follow up about taxr.ai - I tried it after seeing the recommendation here and I'm honestly shocked at how helpful it was. I was super skeptical (as you can see from my earlier comment), but it just saved me from a major mistake. My basis calculation was off by over $35K because my previous accountant never properly accounted for loans I made to the business in 2021. The tool caught this by analyzing my bank statements and prompting me about certain deposits that appeared to be shareholder contributions rather than revenue. It generated all the proper forms showing my corrected basis and exactly how to classify the loss on dissolution. My CPA reviewed everything and confirmed it was correct - saved me about $8K in taxes I would have overpaid. Definitely worth it if you're dissolving an S Corp with basis issues.

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If you're struggling to reach the IRS about your S Corp dissolution (like I was for THREE WEEKS), check out https://claimyr.com. I was banging my head against the wall trying to get clarification on some basis recovery questions before filing my final S Corp return. IRS kept hanging up on me saying "high call volume" or putting me on eternal hold. Used this service and got through to an actual IRS agent in about 20 minutes. They have some kind of system that navigates the IRS phone tree and holds your place in line. When they reach an agent, they call you to connect. You can see how it works here: https://youtu.be/_kiP6q8DX5c The agent I spoke with was actually helpful and confirmed I could take the loss on dissolution since I had documentation of my basis. Saved me from potentially making a $40K mistake on my taxes.

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Demi Lagos

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Wait, how does this actually work? Do they somehow skip the line or something? I've been trying to get through to the IRS business line for days.

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Mason Lopez

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Yeah right. Nobody gets through to the IRS these days. Last time I tried I gave up after 2.5 hours on hold. How much does this cost? Sounds like a scam tbh.

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They don't skip the line - they basically have an automated system that waits on hold for you and navigates through all the IRS prompts. It's like having someone else sit on hold instead of you wasting your own time. When they finally get a human on the line, they call you and connect you directly to the agent. No scam at all - I was super skeptical too. I got connected to a really helpful agent in the business tax department who answered all my questions about recognizing losses when dissolving my S Corp. Saved me from potentially making a huge mistake on my final return. They don't charge you unless you actually get connected to an agent, so there's no risk of paying for nothing.

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Mason Lopez

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Holy crap, I have to eat my words. I tried the Claimyr thing after posting that skeptical comment, and it ACTUALLY WORKED. Got through to an IRS business specialist in about 35 minutes (they called me when an agent was on the line). The agent confirmed that dissolving an S Corp with remaining basis should result in a capital loss equal to the difference between your final basis and the assets distributed. She also explained that my situation qualified for Section 1244 treatment, which means I can treat up to $50,000 of my loss as an ordinary loss rather than a capital loss! Would never have known this if I hadn't been able to talk to an actual IRS person. For anyone dissolving an S Corp, definitely worth getting this clarification directly from the IRS. The regular capital loss limits would have meant deducting my loss over like 20 years instead of all at once.

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Vera Visnjic

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One thing nobody's mentioned - the basis calculation depends on whether you've been taking distributions over the years that weren't reported properly. My S Corp had a similar situation when I dissolved it in 2022. I thought my basis was around $70k based on my initial investment plus retained profits, but my accountant found that I had taken about $45k in distributions over the years that should have reduced my basis. Make sure you've accounted for ALL money that came out of the business to you.

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Jake Sinclair

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This is so important! My accountant missed several distributions I took as "loan repayments" that should have reduced my basis. Almost claimed a much bigger loss than I was entitled to. Could've triggered an audit for sure.

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Vera Visnjic

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Exactly right. The IRS is particularly attentive to S Corp basis issues during dissolution because they know it's an area where mistakes happen. They look specifically for distributions that weren't properly tracked. Another common mistake is not accounting for business liabilities that were forgiven during the dissolution process. If you had any business debts that were cancelled, that can also affect your final basis calculation and potentially create cancellation of debt income.

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Question for anyone who's been through this - do I need to file anything special with the final 1120-S to document the basis and loss calculation? Or just report the capital loss on my personal return?

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Honorah King

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You need to attach a statement to your personal return (Schedule D) showing your basis calculation. Include it with Form 8949 where you report the loss. Your final 1120-S should also include a statement that it's the final return.

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Just went through this exact situation last month when I dissolved my S Corp. A few things to watch out for that I learned the hard way: 1. Make sure you're including ALL basis adjustments through the final year - not just your initial investment. This includes any additional capital contributions, loans you made to the business, and your share of business income/losses that flowed through to your personal returns. 2. The timing matters - you need to calculate your basis as of the date of dissolution, not the end of the previous tax year. Any final year losses will reduce your basis before you calculate the loss on dissolution. 3. Get documentation for everything. The IRS will want to see proof of your basis calculation, especially if it's a large loss. Keep records of all capital contributions, loan agreements, and previous K-1s. In my case, I had a similar situation - high basis but minimal assets left. Turned out my basis was legitimate because I had made several emergency cash infusions to keep the business afloat during tough periods. The loss was fully deductible as a capital loss (subject to the normal limitations). One last tip: if your business qualifies as "small business stock" under Section 1244, you might be able to treat part of the loss as ordinary instead of capital. Worth checking with a tax pro.

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LunarEclipse

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This is incredibly helpful, thank you! The timing issue you mentioned about calculating basis as of dissolution date rather than end of previous tax year - that could be huge for my situation. My S Corp had significant losses in early 2024 before I dissolved it, so those would reduce my basis first before calculating the final loss. Also really appreciate the Section 1244 mention. I've seen it referenced a few times in this thread but wasn't sure if my situation would qualify. My S Corp was definitely small (under the gross receipts test) and I was the original founder, so it might be worth exploring whether I can treat some of this as ordinary loss instead of being stuck with the $3k annual capital loss limitation. Did you have to provide specific documentation to support the Section 1244 treatment, or was it just based on meeting the basic requirements?

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Maya Jackson

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Pedro, your situation makes perfect sense and yes, you should be able to recognize that $61K loss. The high basis despite business losses is actually pretty common - basis includes your initial capital contributions, any additional money you put into the business over the years, and loans you made to keep it running. When you dissolve, you're essentially "selling" your stock back to the corporation for whatever assets remain ($4K in your case). Since your basis is $65K, you have a $61K capital loss. A few critical things to double-check before filing: 1. **Verify ALL distributions** - Make sure you haven't taken any distributions over the years that should have reduced your basis. This includes salary, bonuses, loan repayments, or any other money that came out of the business to you personally. 2. **Include current year losses** - If your S Corp had losses in 2024 before dissolution, those reduce your basis first before calculating the final loss. 3. **Section 1244 eligibility** - If your S Corp qualifies as "small business stock," you might be able to treat up to $50K of this loss as ordinary loss instead of capital loss. This would let you deduct it fully against ordinary income rather than being limited to $3K per year. The contradictory books from your previous accountant are unfortunately common. Many don't properly track basis adjustments year over year. Consider getting a second opinion from a tax professional who specializes in S Corp dissolutions - the potential tax savings on a $61K loss make it worth the consultation fee.

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Henry Delgado

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Maya brings up excellent points, especially about Section 1244. Pedro, this could be a game-changer for your situation since it would allow you to take up to $50K as an ordinary loss rather than being stuck with the capital loss limitations. To qualify for Section 1244, your S Corp needs to meet a few requirements: it must be a domestic corporation, you need to be the original recipient of the stock (sounds like you are as the founder), the corporation's total capital contributions can't exceed $1M, and the business needs to derive more than 50% of its income from active business operations (not investments). Given that you mentioned the business "had nothing but losses," it likely wasn't generating significant investment income, so you'd probably meet that test. The potential to deduct $50K immediately against ordinary income versus spreading $61K over 20+ years at $3K annually is huge - we're talking about significant tax savings in the current year. I'd definitely recommend getting this reviewed by someone who understands S Corp basis calculations and Section 1244 treatment. The complexity you're seeing with high basis despite losses is actually quite normal when you've been funding a struggling business.

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Ethan Campbell

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Pedro, I went through almost the exact same situation when I dissolved my S Corp in 2023. The high basis with minimal assets is actually really common when you've been keeping a struggling business afloat with personal funds. Here's what I learned that might help you: **Yes, you can recognize the loss** - When you dissolve and receive only $4K against your $65K basis, that's a $61K capital loss. But before you accept being limited to $3K per year, definitely look into Section 1244 treatment that others have mentioned. **The basis confusion is normal** - Your basis includes not just profits, but every dollar you put into the business. This could be your initial investment, emergency cash infusions, personal guarantees on business loans, or even business expenses you paid personally and never got reimbursed for. My basis was similarly high because I had made multiple emergency capital contributions over the years that my previous accountant had properly tracked (thankfully). **Document everything** - The IRS will scrutinize large loss claims. I had to provide bank statements showing capital contributions, loan documents for money I lent the business, and all previous K-1s to support my basis calculation. **Timing matters** - Make sure you're calculating basis as of the actual dissolution date, including any 2024 losses that occurred before dissolution. The math may seem weird, but it's completely legitimate. A business can consume every dollar you put into it and still leave you with substantial basis if you've been funding losses over time.

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Miguel Ramos

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This thread has been incredibly helpful! I'm actually facing a similar situation with my S Corp dissolution coming up next month. Ethan, when you mentioned "business expenses you paid personally and never got reimbursed for" - how do you document those for basis purposes? I've been covering various business expenses out of pocket over the past two years (office supplies, software subscriptions, travel costs) and never formally reimbursed myself. My accountant at the time said not to worry about it, but now I'm wondering if those should have been tracked as additional capital contributions that would increase my basis. Also, did you end up qualifying for Section 1244 treatment? The ordinary loss treatment would make a huge difference for my situation too, but I'm not sure how to prove the "active business operations" requirement when the business was basically just bleeding money.

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