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Another option nobody mentioned - you can download your wage and income transcript directly from the IRS website, which might show your 1099 info even if the company hasn't sent it to you yet! Go to irs.gov and search for "Get Transcript Online." It doesn't always have everything right away, but it's worth checking. The transcript shows all information returns reported to the IRS under your SSN, including W-2s and 1099s. Saved me last year when a client claimed they mailed my 1099 but it never arrived.

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Thanks for this suggestion! I just tried accessing my transcript online but it looks like it only shows forms that have already been processed by the IRS. Since my client is late sending the 1099, it's not showing up there yet. But this is definitely good to know for the future or if I need to verify what's been reported under my SSN.

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Diego Chavez

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I'm a bookkeeper for several small businesses and just want to add - you absolutely do NOT need the physical 1099 form to file your taxes! Many of my clients panic about this. Here's what you need to do: 1. Add up all payments you received from the startup during 2024 2. Report the total on Schedule C as income 3. Deduct any legitimate business expenses 4. File your complete return with both W-2 and 1099 income TurboTax walks you through this really easily. The physical 1099 form is just an information document - the IRS actually gets their own copy. They care that you report ALL income, not that you have the paper form.

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NeonNebula

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What if the amount I calculate from my records is different from what eventually shows on the 1099 when they finally send it? Will that cause problems with the IRS?

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Luca Conti

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Just a heads up for anyone struggling with sales tax - the requirements are different in every state AND they change constantly. I got hit with a huge penalty because I didn't realize that once I hit $100,000 in sales in Michigan, I was supposed to start collecting sales tax immediately (I thought I could wait until the next quarter). Make sure you understand not just how to account for sales tax, but also when you're required to start collecting it in each state where you have customers. Economic nexus thresholds (the amount of sales that trigger the requirement to collect) vary from state to state.

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Nia Johnson

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Do you need to collect sales tax based on where your business is located or where your customers are? I ship to people all over the country and I'm so confused about this part.

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Luca Conti

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You need to collect based on where your customers are located, not where your business is. This is called "destination-based" taxation and most states use this approach. So if you're in Texas but shipping to a customer in California, you'd charge California sales tax (assuming you have nexus in California). Each state has different rules for when you establish "nexus" (the obligation to collect), but generally it's based on either physical presence (having inventory, employees, etc. in the state) or economic presence (selling over a certain dollar amount or number of transactions to customers in that state).

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CyberNinja

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For sales tax bookkeeping, I use a really simple system in my spreadsheets. I have columns for: - Total sale amount (what customer paid) - Sales tax collected - Net sale (pre-tax amount) Then I transfer the sales tax to a separate savings account each month so I don't accidentally spend it. When it's time to file my quarterly returns, the money is already set aside.

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Mateo Lopez

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I tried doing spreadsheets but it got so complicated with different tax rates in different counties and cities. What do you do when you have to calculate different rates for different customers?

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Yara Abboud

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One important thing to consider with the mark-to-market election is that it's irrevocable unless you get IRS permission to change it. Make sure you fully understand what you're getting into before making the election. For some traders it's amazing, for others it can actually increase your tax burden.

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PixelPioneer

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Does the election apply to all securities you trade or can you designate only certain accounts? I do both long-term investing and active trading but keep them in separate accounts.

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Yara Abboud

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The election applies to all your securities that are part of your trading business. The key is proper segregation. If you have legitimate investment accounts that are clearly separated from your trading accounts, you can keep those as capital assets subject to regular capital gains treatment. You'll need to clearly document this separation ahead of time and be consistent in how you treat those accounts. Many traders maintain separate accounts - one for long-term investments (capital asset treatment) and others for active trading (mark-to-market treatment).

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Don't forget you'll need to make quarterly estimated tax payments if you go the trader route! When I first started, I had a killer first quarter with huge profits, didn't make estimated payments, and got absolutely destroyed with penalties. The IRS doesn't play around with this.

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Paolo Rizzo

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Is there a specific form for the estimated payments or just the regular 1040-ES? And how do you calculate if your trading income varies wildly month to month?

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You use the regular 1040-ES for the payments. For wildly varying income, you have two options: you can either pay based on your actual income for each quarter (which requires more calculation but can match your cash flow better), or use the "safe harbor" provision by paying 100% of last year's tax liability (110% if your income was over $150,000). I personally track my trading P&L monthly and adjust my quarterly payments accordingly. It's more work but prevents overpayment when I have down quarters. Just make sure you're keeping detailed records of your calculation method in case of questions later.

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One thing nobody's mentioned yet - make sure you're aware that some credit card companies count tax payments as cash advances, not purchases! This happened to me last year and I got hit with cash advance fees AND didn't get points for the spending. Double-check with your specific credit card issuer before you do this. Most major cards like Chase, Amex, and Citi count tax payments as regular purchases, but store cards and some smaller banks might categorize them differently.

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Oh wow, that's really good to know! I hadn't thought about that. I have a Chase Sapphire card - do you know if they treat tax payments as regular purchases? And is there any way to confirm this before I make the payment?

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Chase Sapphire definitely treats tax payments as regular purchases! I've used my Chase cards for this exact purpose multiple times and always earned the points with no issues. You can confirm by either calling the number on the back of your card and asking directly, or check their terms and conditions. Most major card issuers also have this info in their FAQ sections online. Just search for "tax payments" or "government payments" in their help section.

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Just wanted to drop a quick reminder that while using credit cards for tax payments can be great for bonuses, don't forget that the processing fee is NOT tax deductible for personal tax payments. It's only deductible if you're paying business taxes like self-employment tax.

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Justin Trejo

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Are you 100% sure about this? I thought I read somewhere that credit card convenience fees could be deducted as a miscellaneous expense?

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Zara Rashid

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Here's what's actually happening with your situation: When you have multiple jobs, each job doesn't know about the others when calculating withholding. So they're each withholding as if that's your only income. For the small jobs that didn't withhold anything, they probably calculated that you'd be below the standard deduction if that was your only income. But when you combine all incomes, you end up in a higher tax bracket. So you haven't had enough withheld throughout the year to cover your actual tax liability. As for the dependent question - when you claim a child on your W4, you get more money in each paycheck throughout the year instead of in your refund. So your refund looks smaller, but you actually got the benefit already spread out over your paychecks!

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Luca Romano

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So should she adjust her W4 at her main job to have MORE tax taken out to compensate for the other jobs not taking enough? And is there a way to calculate exactly how much extra to withhold?

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Zara Rashid

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Yes, exactly! She should submit a new W4 to her main employer asking for additional withholding to cover the taxes from her other jobs. The easiest way to calculate this is to use the IRS Tax Withholding Estimator on their website. It lets you input information from all your jobs and will tell you exactly how to fill out your W4. You'll want to complete Step 4(c) on your W4 form which allows you to specify an additional dollar amount to withhold from each paycheck. The estimator will tell you the precise amount needed based on your multiple income sources.

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Nia Jackson

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Wait I'm confused - so is she getting the child tax credit or not? If she claims her kid on her taxes isn't she supposed to get like $2000 for the child tax credit? Where is that money if her refund went down?

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The child tax credit is still there, but it's being offset by her underwithholding from multiple jobs. She's getting the credit, but she also owes more tax than was withheld throughout the year. If she DIDN'T claim her kid, she'd owe even MORE money because she wouldn't get the child tax credit at all, plus she'd have potential penalties for inaccurate filing.

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