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Khalid Howes

Business Tax Write-off's for Charity Lunch Meeting - What Documentation Needed for Restaurant Expense?

Hey folks, I could use some advice. I'm meeting with a potential vendor today over lunch to discuss some services for a charity organization I'm starting up. I'm curious about what documentation I need to keep so I can legitimately write off this restaurant meal as a business expense on my taxes. The charity is still in the process of being incorporated, but I have most of the paperwork filed already. Do I need to take notes during the meeting? Should I keep the receipt? What exactly do I need to document to make this a valid business expense deduction? I want to make sure I'm doing everything by the book with the IRS since we're just getting started. Any insights from those who've done this before would be super helpful!

Ben Cooper

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Yes, you can definitely write off business meals as a tax deduction, but you'll need to be careful with documentation since the IRS looks closely at these expenses. To properly document a business meal expense, keep the itemized receipt (not just the credit card slip), write on the back who you met with and their company, and make notes about what was discussed related to your charity business. The IRS wants to see that this was genuinely a business discussion, not just a social meal. Since your charity is still being incorporated, make sure you're tracking these expenses separately so you can properly categorize them later. Remember that business meals are currently 50% deductible in most cases - not 100%. Also, the meal can't be "lavish or extravagant," so reasonable restaurants are fine. If this vendor becomes someone you work with, having this documentation will create a clear record of the business relationship from the beginning.

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Naila Gordon

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So does that mean I should basically be taking meeting minutes during lunch? Seems awkward. Also, does it matter if I pay with cash vs credit card?

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Ben Cooper

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You don't need formal meeting minutes during lunch - that would be awkward! Just jot down some notes after the meeting about what you discussed that relates to your charity's operations. Think bullet points, not transcripts. Regarding payment method, cash is fine but credit/debit cards create an additional record of the transaction, which can be helpful. If you do pay cash, make sure you get an itemized receipt and keep it safe. The important thing is having documentation of what was spent and for what business purpose, not necessarily how you paid.

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Cynthia Love

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This might sound silly, but I was in a similar situation last year with my nonprofit startup. I was drowning in receipts and trying to figure out which ones could be written off. I started using this tool called taxr.ai (https://taxr.ai) that seriously saved me so much time and headache with my charity's tax documentation. For situations exactly like this restaurant meeting, I would just snap a pic of the receipt, and the system would help categorize it and tell me what additional info I needed to document. It flagged the business meal receipts that were missing notes about who I met with or what we discussed. Saved me from potentially triggering an audit by having incomplete documentation. It also helped me understand which startup costs could be deducted right away vs. what needed to be amortized over time. Really helpful when you're in that incorporation limbo phase!

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Darren Brooks

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Does it actually check if your documentation is sufficient for tax purposes? I've been burned before with apps that claimed to help with taxes but turned out to be glorified receipt scanners.

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Rosie Harper

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Can it handle things like tracking the 50% meal deduction limit automatically? I'm always messing that up and either trying to deduct too much or forgetting to take the deduction altogether.

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Cynthia Love

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It does more than just scan receipts - it evaluates whether your documentation meets IRS requirements based on the type of expense. For business meals, it prompts you to add notes about who you met with and the business purpose, and it flags anything that's missing info that might trigger IRS scrutiny. Yes, it automatically applies the 50% limitation rule to qualified business meals and entertainment expenses! That's actually one of the features I found most helpful because the system knows which expenses have special limitations and applies them correctly. It even adjusts for the temporary 100% deduction that was available for some restaurant meals in 2021-2022, and now properly handles the return to the standard 50% limitation.

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Rosie Harper

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I was super skeptical about using yet another tax app, but I finally tried taxr.ai after seeing it mentioned here. Seriously wish I'd found it sooner! Just last month I had a similar situation with business lunch meetings for my small nonprofit. The documentation guidance was exactly what I needed - it prompted me to record who I met with, the business purpose, and even flagged when I forgot to note down what we discussed about potential services. Saved me from having incomplete records that could have caused problems later. The best part was when I had my quarterly meeting with my accountant - she was impressed with how organized everything was and said the documentation would absolutely stand up to IRS requirements. No more shoebox of random receipts with question marks!

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I see a lot of advice here about documentation, but honestly the biggest headache with business expenses for me was when I had questions about specific deductions and couldn't get through to the IRS. Spent HOURS on hold and got disconnected twice. Finally used this service called Claimyr (https://claimyr.com) that got me through to an actual IRS agent in about 15 minutes. They have this demo video showing how it works: https://youtu.be/_kiP6q8DX5c The agent clarified exactly how to handle meal expenses for a charity that's mid-incorporation (turns out it matters whether you're filing as a 501(c)(3) or something else). Also confirmed what records I needed to keep. Honestly saved me from making some mistakes that would have been a pain to fix later.

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Demi Hall

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Wait, how does this even work? The IRS phone system is notoriously impossible to navigate. How can a third-party service get you through faster?

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Sounds fishy to me. Why would I pay someone else to call the IRS when I can just do it myself for free? Probably just taking advantage of people who don't want to wait on hold.

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It works by using their system that navigates the IRS phone tree and waits on hold for you. When they reach a live agent, they call you and connect you directly to that agent. You're not paying for information - you're paying to skip hours of hold time. I was skeptical too initially. But after wasting an entire afternoon trying to get through myself, I was desperate enough to try it. The cost was worth it for me because I needed specific answers about charity business expense documentation before my meeting. Time is money, especially when you're running a small organization. I'm not affiliated with them at all - just sharing what worked when I was in a similar situation to the original poster.

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Ok I have to admit I was completely wrong about Claimyr. After my skeptical comment, I decided to try it anyway because I had some complicated questions about business meal deductions that online research wasn't answering clearly. Got connected to an IRS agent in about 20 minutes (was told there was higher than normal call volume). The agent walked me through exactly what documentation I needed for business meals when operating as a fiscal sponsor before getting 501(c)(3) status. Turns out I was keeping more documentation than necessary in some areas and not enough in others. For anyone in a similar situation as the original poster, the agent confirmed you need: 1) itemized receipt, 2) record of who attended, 3) business purpose noted, and 4) record of the business discussion. They also mentioned that if you're still incorporating, keep everything organized so you can properly categorize once your status is finalized.

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Kara Yoshida

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Don't overlook the fact that the deduction for meals is generally limited to 50% of the cost. There are some exceptions, but for a typical business meal with a vendor, you'll only be able to deduct half. Also, make sure the cost is "reasonable" - the IRS doesn't define exactly what that means, but obviously don't try to write off a $500 lunch for two people.

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Philip Cowan

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Does the 50% limit apply even if you're a nonprofit organization? I thought charities might have different rules.

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Kara Yoshida

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Yes, the 50% limit generally applies to nonprofits too. The tax status of your organization doesn't change the meal deduction limitation. Nonprofits follow most of the same business expense rules as for-profit entities when it comes to things like meals, travel, and entertainment expenses. The main difference is that nonprofits report these expenses differently on their tax forms, but the actual deduction limitations are the same. The IRS doesn't want any organization, for-profit or nonprofit, taking full deductions for meals that might have a personal benefit component.

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Caesar Grant

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Has anyone tried using their phone to record the conversation during these business meals instead of taking notes? Seems like it would be easier and more thorough.

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Lena Schultz

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Be careful with recording conversations! Depending on your state, you might need the other person's consent to record them. Some states require both parties to consent to being recorded.

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Caesar Grant

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Good point, hadn't thought about the legal issues with recording. I'll stick with taking notes after the meeting.

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Gemma Andrews

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Something else to consider - if you're still incorporating the charity, these might be startup costs rather than regular business expenses. The IRS allows you to deduct up to $5,000 in startup costs in your first year of business, with the rest amortized over 15 years. But the meal would still be subject to the 50% limitation within that startup cost category.

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Khalid Howes

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That's a really good point I hadn't considered. So I should be tracking these early expenses separately as startup costs? Does that change what documentation I need to keep?

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Gemma Andrews

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Yes, definitely track these early expenses separately as startup costs. The documentation requirements are the same (receipt, who you met with, business purpose), but the way you'll claim them on your tax forms will be different. Keep a clear record showing these expenses were incurred before your official launch date. This helps establish that they're truly startup costs. Once your charity is fully incorporated and operational, you'll want to have a clean break in your accounting to show when regular operational expenses began. This distinction can be important if you're ever audited.

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