Do they help with finding deductions specifically for gig workers? That's been my biggest struggle since switching to 1099 work.

Yes, they have a really good section dedicated to independent contractor/gig work deductions. They walk you through all the common deductions like mileage, phone bills, hot bags (for food delivery), cleaning supplies, phone mounts, etc. They also have a helpful feature that lets you track expenses by percentage of business use. So if you use your phone 80% for gig work, it calculates the appropriate deduction. They're not as pushy as TurboTax, but they don't miss any potential deductions either.

Seconding this! VITA helped me with my DoorDash and Instacart 1099s last year. Just make sure to bring ALL your documentation - car mileage logs, expense receipts, etc.

I did check that actually - FreeTaxUSA doesn't let you just do the state return separately unfortunately. You have to buy the whole package. Based on everyone's advice, I'm going to try the Oregon Department of Revenue direct filing option instead. Seems silly to pay $50 for a $5 refund!

Yep, same happened to my cousin. Ignored a small state return and got hit with a $125 penalty two years later. The state tax departments definitely do cross-check with federal returns.

Thanks for the warning! I'll definitely file the Oregon return then. I was leaning that way already but this confirms it's not worth the risk of penalties. I'm going to try the direct filing option through Oregon's website that others mentioned.

I've been checking my mail obsessively and haven't received any CP05 notices - just the identity verification request months ago. I double-checked my bank account info on the return and it's definitely correct. This is so frustrating because they keep saying to check for errors but won't tell me what errors they're looking for!

That is definitely frustrating. If they confirmed your identity verification was successful, there's likely another issue they're not communicating clearly. When you call, are you speaking with the refund department specifically? Sometimes different departments have different visibility into what's happening with your return. One other thing to try is to request a tax advocate through the Taxpayer Advocate Service as mentioned earlier. They have more authority to investigate and resolve issues than regular IRS representatives. Given the excessive delay, you would qualify for hardship assistance through TAS.

I've had several clients successfully use Form 911 to resolve extended delays. The key is documenting financial hardship - be specific about bills you can't pay or financial obligations you're struggling with because of the missing refund. Make sure to include all relevant information: your tax ID, filing status, tax year, and copies of any correspondence you've received. The Taxpayer Advocate Service is currently backlogged as well, but they typically respond within 30 days and can often resolve issues that regular channels can't. They have special access and authority within the IRS systems.

Would this still apply if the crowdfunding happens in late 2024 but they don't purchase the equipment until early 2025? Or do they need to buy the equipment in the same tax year they receive the funds?

The timing matters significantly. If you receive crowdfunding in 2024, that's when the income would be recognized for tax purposes, regardless of when you purchase the equipment. If you buy the equipment in 2025, you'd take the deduction or begin depreciation in the 2025 tax year. This timing difference could create a tax burden in 2024 without the offsetting deduction until 2025. One potential solution is to use accrual accounting rather than cash basis, but that depends on your overall business structure and may require formal election with the IRS.

Be careful with that approach! I tried something similar with my small retail business. If you don't properly document the loans with terms, interest rates, and repayment schedules, the IRS could reclassify them as income anyway. Plus you need to track and report all repayments. It ended up being more paperwork than it was worth for us.

Is it really worth switching tax software at this point? I'm halfway through my return in TurboTax and have a similar K-1 issue. Will H&R Block let me import what I've already done or would I have to start over?

Unfortunately, you'd likely need to start over if you switch software at this point. The import functions between competing tax products aren't great and often miss details. If you're already halfway through your return in TurboTax, your best option is probably to upgrade to their live help version rather than switching entirely. The TurboTax live tax pros can walk you through entering the statement items correctly, and that would be less frustrating than starting over in a new system. Just make sure you specifically ask about entering K-1 statement items, as some of the more general support people might not be familiar with the nuances.

You report K-1 income in the tax year shown on the K-1 itself, not when you physically received the form. If the K-1 says "2023" at the top, it goes on your 2023 return, even if you received it recently in 2024. Estates can take time to process, which is why K-1s often arrive late. If the K-1 is for 2023 and you've already filed your 2023 return, you'll need to file an amended return to include this information.