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Omar Fawaz

Can I write off unsold concert tickets as a business loss for tax purposes?

I started reselling concert tickets as a side gig this year and I'm trying to figure out the tax situation. StubHub will definitely send me a 1099 based on my total sales, but my actual profits are pretty modest - just a few hundred bucks, not thousands. I understand that I can deduct what I paid for the tickets I successfully flipped and only pay taxes on the actual profit margin. I think I can also write off any losses against my profits. Like if I buy tickets for $120 but end up selling them for only $95, I can deduct that $25 loss from my overall profits for the year. But here's what I'm really wondering about - what happens with tickets I purchased that nobody bought and just went completely unused? I missed the chance to sell some Taylor Swift tickets (bought for $280) and nobody ended up using those seats. I read something online suggesting that since the fair market value of expired/unused tickets could be considered $0, I might be able to write off the entire purchase price against my profits. Is that actually legit? Would the IRS accept that kind of deduction?

Yes, you can deduct the cost of unsold tickets as a business expense, but there are some important things to consider here. Since you're operating this as a side business (Schedule C), legitimate business expenses can be deducted against your income from that business. For the tickets you bought for $120 and sold for $95, that $25 loss is simply part of your cost of goods sold - it reduces your overall profit. The same concept applies to tickets that went completely unsold. If you purchased tickets as inventory for your reselling business and they went unused/expired, they're essentially worthless inventory that can be written off. The key is making sure you're treating this consistently as a business activity with the intention of making a profit, not just a hobby. Keep good records of all purchases, sales, and unsold inventory. Document your efforts to sell those tickets that ultimately went unused.

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Diego Vargas

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This is really helpful! Quick question - does it matter if I'm just doing this occasionally? Like I've only done maybe 10-12 resales this year. Does the IRS consider that a "business" or just a hobby? And second question - do I need to keep the actual physical tickets as proof or are digital receipts enough?

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For the business vs. hobby question, the IRS looks at several factors, including whether you operate in a businesslike manner, put in time and effort, depend on the income, and have a history of income or losses. Even with just 10-12 resales, you can still treat it as a business if you're doing it with the intention of making a profit, not just for personal enjoyment. Digital receipts are generally sufficient for documentation. Save emails, confirmation numbers, screenshots of listings, and any communication with buyers. What matters is that you can prove you purchased the tickets, attempted to sell them, and either sold them at a specific price or were unable to sell them at all.

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I was in almost the exact same situation last year and found that using https://taxr.ai saved me a ton of headache. I had about 15 different concert tickets I'd bought and resold, plus 3 sets that went completely unused. I uploaded all my receipts and StubHub transactions, and the system helped me properly categorize everything as legitimate business expenses. The service actually showed me the specific tax code that allows for deducting unused tickets as a loss, since they're considered inventory with zero value after the event passes. It was super straightforward and gave me confidence that I was filing correctly.

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StarStrider

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How did taxr.ai handle the categorization? Did you have to manually identify which tickets were sold at a profit vs. loss vs. completely unused? I'm in a similar boat but I'm terrible at keeping organized records.

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Sean Doyle

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I'm skeptical of these tax services. What makes this better than just using TurboTax or something? Does it actually save you money or just tell you the same thing any tax software would tell you?

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The categorization was pretty simple - it analyzed the receipts and transaction statements I uploaded and automatically matched purchases to sales. For tickets that didn't have a corresponding sale, it prompted me to confirm they went unused, then categorized them properly as inventory loss. For your question about comparison to standard tax software, the main difference I found was the specific guidance around this kind of side hustle. TurboTax just gives you generic business expense categories, but taxr.ai actually explained the specific IRS treatment of expired event tickets as inventory and showed me the right way to document it. It definitely saved me money by identifying deductions I would have missed.

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Sean Doyle

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I just wanted to follow up after trying https://taxr.ai for my ticket reselling situation. I was really surprised how helpful it actually was! I uploaded my mess of StubHub and Ticketmaster receipts, and it automatically sorted out which tickets were sold at profit, which at loss, and which were totally unsold. It specifically identified my unused Billie Eilish tickets as "expired inventory" and showed me the exact tax code that allows writing them off. The documentation it generated would definitely stand up to scrutiny if I ever got audited. Wish I'd known about this last year when I was trying to figure all this out manually.

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Zara Rashid

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Another option worth considering if you get stuck with the IRS on this issue: https://claimyr.com helped me actually reach a human at the IRS when I had questions about my ticket reselling business that weren't clearly answered online. I spent DAYS trying to get through the normal IRS phone system with no luck, but Claimyr got me connected with an agent in about 20 minutes. There's a video showing how it works here: https://youtu.be/_kiP6q8DX5c The agent confirmed that unsold tickets that expired can be treated as inventory losses as long as you're operating as a legitimate business with profit intent. Getting that verbal confirmation from an actual IRS employee gave me peace of mind when filing.

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Luca Romano

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Wait, how does this actually work? I thought it was impossible to get through to the IRS these days? I've literally tried calling like 5 times and always get the "we're experiencing high call volume" message.

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Nia Jackson

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Sounds like a scam honestly. Why would I pay for something to call the IRS when I can just keep trying myself? I bet they're just using automated dialers which is probably breaking some rules.

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Zara Rashid

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It works by using their system to navigate the IRS phone tree and hold in line for you. When they reach an agent, they call you and connect you. You don't have to sit on hold for hours - they do it for you and only call when there's an actual human ready to talk. I had the same skepticism initially. I figured I could just keep calling myself, but after trying for three days and never getting through, I was desperate. The service isn't using anything shady - they're just efficiently managing the hold process. The IRS itself has acknowledged these services exist and they don't have any issue with them. They're basically just a very efficient secretary handling the annoying hold time for you.

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Nia Jackson

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I have to admit I was completely wrong about Claimyr. After posting my skeptical comment, I decided to try it anyway because I was getting nowhere with the IRS on my own. Within 30 minutes of using the service, I was talking to an actual IRS representative who answered my specific questions about writing off my unused concert tickets. The agent confirmed exactly what others here said - since I was operating as a business (even a small one), the expired tickets were considered inventory with zero value and could be fully deducted against my ticket reselling profits. Saved me hours of frustration and gave me a definitive answer directly from the source.

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Something important that nobody's mentioned yet - make sure you're tracking your other expenses too! When I did ticket reselling, I was able to deduct: - Fees paid to StubHub/other platforms - Mileage driving to pick up physical tickets - A portion of my internet bill (used for researching/selling) - Printer ink/paper for printing tickets - Shipping costs if you mail physical tickets All these little expenses add up and can help offset your profits along with the ticket losses.

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CosmicCruiser

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Can you really deduct part of your internet bill? How do you calculate what percentage is business vs personal use? Seems like it would be hard to prove.

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Yes, you absolutely can deduct a portion of your internet if you use it for business purposes. The IRS doesn't expect you to have a separate business internet connection. The key is being reasonable and consistent in how you calculate it. I estimate what percentage of my internet use is for the ticket business. In my case, I tracked my hours for a couple weeks and found roughly 15% of my internet time was spent on ticket research, listing, and communicating with buyers. So I deduct 15% of my monthly internet bill. If you get audited, you just need to explain your reasonable basis for the percentage you chose. Just don't claim something ridiculous like 90% when it's obviously a part-time side hustle.

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Aisha Khan

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Has anyone here actually been audited for this kind of side business? I've been reselling tickets for about 2 years now and I'm always stressed about doing it wrong. I have some unsold tickets from last year I never claimed as a loss because I was worried about raising red flags.

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Ethan Taylor

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I got audited last year for my ticket reselling (among other things). They didn't question the unsold tickets specifically, but they did want to see my records proving I was actually trying to run a legitimate business. Having screenshots of my attempted sales listings for the unsold tickets really helped prove they were business inventory, not just tickets I bought for personal use.

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Grace Lee

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I've been doing ticket reselling for about 3 years now and can confirm that yes, you can absolutely write off those unused Taylor Swift tickets! The key is that you purchased them with business intent (to resell for profit), not for personal entertainment. When tickets expire unused, they become worthless inventory - just like any other business that has unsold products. The IRS recognizes this as a legitimate business loss. I've written off several expired tickets over the years, including some expensive ones like yours. A few tips from my experience: - Keep screenshots of your original purchase confirmation - Save any evidence you tried to sell them (listings, social media posts, etc.) - Document the event date to prove they're now worthless - Make sure you're consistent in treating this as a business activity The fact that you're already thinking about proper documentation shows you're on the right track. Don't let those tickets go to waste tax-wise - claim that loss!

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Amara Eze

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Thanks for sharing your experience! This is really reassuring to hear from someone who's been doing this longer. I'm curious - when you say "save evidence you tried to sell them," how detailed does that need to be? Like if I posted about having tickets for sale on Facebook or texted a few friends, would screenshots of those conversations be enough? Or do I need more formal documentation like actual marketplace listings? Also, have you ever had the IRS question the "business intent" aspect? I'm worried they might think I originally bought some tickets intending to go myself and only decided to resell when I couldn't make it.

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Ryder Greene

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@Grace Lee, your experience is really helpful! I'm wondering about something specific - what if I have tickets where I initially bought them thinking I might go, but then decided to resell them instead? Like I bought some Drake tickets early but then realized I had a work conflict and tried to resell them (unsuccessfully). Would the IRS still accept that as business inventory loss even though my initial intent wasn't purely business? Also, for documentation purposes, would bank/credit card statements showing the purchase be sufficient proof along with the expired ticket confirmations? I'm trying to make sure I have everything I need before filing.

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Ella Cofer

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I've been in the ticket reselling business for about 4 years now, and I can definitely confirm that expired/unsold tickets are legitimate inventory losses. The IRS treats them just like any other business that has unsold merchandise - once the event passes, those tickets have zero fair market value. For your Taylor Swift tickets specifically, since you bought them with the intent to resell (even if it was just part of your side business), they qualify as business inventory. When they went unused, that's a $280 loss you can absolutely deduct against your ticket reselling profits. The most important thing is maintaining good records. I always keep: - Original purchase confirmations/receipts - Screenshots of any sales attempts (StubHub listings, Facebook posts, texts to potential buyers) - Documentation of the event date passing - Bank statements showing the purchase One thing I learned the hard way - don't wait too long to claim these losses. File them in the tax year the event occurred, not when you finally give up trying to sell them. So those Taylor Swift tickets from this year should be claimed on your 2024 return. The fact that you're making legitimate profits from successful flips shows clear business intent, which is exactly what the IRS looks for to distinguish this from hobby activity.

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Thais Soares

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This is exactly the kind of detailed guidance I was hoping to find! I'm just getting started with ticket reselling and have been really nervous about the tax implications. Your point about filing losses in the tax year the event occurred is super helpful - I was wondering about the timing on that. Quick question: when you mention "screenshots of sales attempts," how extensive does that documentation need to be? Like if I listed tickets on StubHub for a week and got no bites, is just a screenshot of the listing sufficient? Or should I be keeping more detailed records of price changes, views, etc.? Also, do you typically use tax software that handles Schedule C easily, or do you work with an accountant for this kind of side business? I'm trying to figure out the most efficient way to handle everything come tax time.

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Natalie Khan

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I've been dealing with similar ticket reselling tax questions and wanted to share what I learned from my accountant. The unsold ticket deduction is definitely legitimate, but there's one important detail that hasn't been mentioned yet - you need to be careful about how you classify yourself. If this is truly a "side gig" like you mentioned, make sure you're prepared to demonstrate business intent to the IRS. They look for things like: keeping business records, having a separate business bank account (even if it's just a designated checking account), treating it consistently as a business activity, and making genuine efforts to be profitable. For your $280 Taylor Swift tickets, absolutely claim that loss. But also document WHY they went unsold - was it because the market price dropped below what you paid? Did you list them but get no buyers? This kind of documentation helps establish that you were genuinely trying to operate a business, not just buying tickets speculatively. One more tip: consider tracking your time spent on this activity. Even if it's just a few hours a week, having a log of time spent researching, listing, communicating with buyers, etc. can help support the business classification if you ever need to justify it. The tax savings from properly deducting these losses can be significant, so it's definitely worth doing it right!

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Carter Holmes

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This is really comprehensive advice, thank you! The point about demonstrating business intent is something I hadn't fully considered. I've been pretty casual about record-keeping so far, but it sounds like I need to get more organized if I want to properly claim these deductions. For the Taylor Swift tickets specifically, they went unsold because the resale market completely crashed after the original sale date - people were selling similar seats for way less than I paid by the time I tried to list them. I do have some screenshots of the StubHub listings where I tried different price points, so hopefully that shows I was genuinely attempting to sell them as business inventory. The separate business bank account suggestion is smart. I've been mixing everything with my personal account, which probably doesn't look very professional from a business standpoint. Would it be worth setting that up retroactively, or should I just start doing it going forward for next year? Also, regarding the time tracking - do you know if there's a minimum number of hours or frequency that would help establish this as a legitimate business rather than just occasional hobby activity?

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