One important thing: if your freelancer is registered as a corporation (either C-corp or S-corp), you generally DON'T need to send them a 1099-NEC at all! Many established freelancers operate as corporations specifically for this reason.

Just want to add one more consideration for your situation - since you're planning to form an LLC anyway, you might want to consider doing it sooner rather than later, especially if you're going to have ongoing contractor relationships. While Omar is absolutely right that you can handle the 1099-NEC filing as a sole proprietor, having an LLC can provide some liability protection for your business activities and makes the whole contractor management process feel more "official" when you're working with freelancers. You can form an LLC in most states pretty quickly online (usually within a few days to a week), and then you'd use the LLC's EIN for all your contractor paperwork going forward. Just make sure if you do form the LLC this year, you're consistent about which entity (you personally vs. the LLC) is paying the contractors for 1099 purposes. Either way though, don't let the LLC decision delay getting that W-9 from your web developer - that's the most important immediate step!

This thread has been SO helpful! I was literally making this same mistake - thinking "recipient" meant who received my work/services instead of who received the money. Just to add another perspective that might help other newcomers: I found it helpful to think of these forms as money tracking documents, not service tracking documents. The IRS doesn't really care about the work you did or services provided - they just want to follow the money trail. So every form is basically asking "who gave money to whom?" Once I started thinking about it that way, the payer/recipient thing clicked for me. Thanks everyone for sharing your experiences - makes me feel way less alone in this confusion! 😅

This whole thread has been a lifesaver! I'm in the exact same boat as the original poster - first time filing on my own and completely baffled by all the terminology. What really helped me was when someone mentioned thinking of these forms as "money tracking documents" rather than service tracking. That perspective shift made everything click! I was also getting hung up on thinking the "recipient" was whoever received my work or services, when it's actually just tracking who received the payment. I've been stressing about this for weeks, thinking I was the only one who couldn't figure out something so "basic." It's honestly such a relief to see that even experienced filers get confused by this stuff sometimes. The IRS really could make their terminology way clearer for us regular folks! Thanks everyone for breaking this down in plain English - you've saved me from probably filing everything wrong! 🙏

Just wanted to add another important consideration that hasn't been mentioned yet - the impact on your mortgage if you currently have an investment property loan on the rental. Many investment property mortgages have clauses that require lender approval before converting to owner-occupied use, and some may require you to refinance. Investment property loans typically have higher interest rates than primary residence mortgages, so converting might actually give you an opportunity to refinance at a better rate. However, you'll need to meet owner-occupancy requirements (usually living in the home within 60 days of closing on a new loan) and may need to wait a certain period before you can refinance again if you want to convert it back to rental later. It's worth checking with your current lender about their policies before making the conversion. Some lenders are flexible about the change as long as you notify them, while others are more strict. Getting this sorted out early can prevent complications down the road. Also, if you do refinance as part of the conversion, make sure to keep detailed records of the refinancing costs and timeline - this becomes part of your conversion documentation and could affect your basis calculations for depreciation recapture purposes.

This has been an incredibly thorough discussion! As someone who's been through a similar rental-to-primary conversion, I wanted to add one more angle that might be helpful - the potential state tax implications. While everyone's covered the federal tax aspects really well (depreciation recapture, capital gains exclusions, etc.), don't forget that state tax rules can vary significantly from federal rules. Some states conform to federal treatment, but others have their own rules for depreciation recapture and primary residence exclusions. For example, I learned that my state doesn't offer the same generous primary residence exclusion that federal law provides, which affected my long-term planning. Also, some states have different rules about what constitutes "primary residence" for tax purposes. I'd recommend checking with a local tax professional familiar with your state's rules, especially if you're in a high-tax state. The state tax impact ended up being a bigger factor in my decision timeline than I initially expected. The investment strategy can still work great, but it's worth understanding the complete tax picture - federal and state - before committing to the timeline. Better to know all the costs upfront than be surprised later!

I had this exact same situation happen to me last year! The "Action Required" message appeared after about 3 weeks of normal processing, and I was panicking because I really needed that refund money. Here's what happened in my case: The message stayed for about 4 weeks total. I never received any letter in the mail, and one day I checked WMR and it had switched to "Refund Approved" with a direct deposit date. Got my money 2 days later. From what I've learned talking to others who've been through this: - About 60% of people with this message never get a letter and it resolves on its own - The other 40% get letters asking for specific documentation (usually identity verification, income verification, or proof of dependents) - The review process typically takes 2-8 weeks depending on what they're checking Since you claimed EIC (saw your comment above), that's probably what triggered the review. EIC claims get extra scrutiny because of fraud concerns, but if your information is accurate, you should be fine. My advice: Give it another week or two before taking any action. If you don't get a letter by then and the message is still there, that's when I'd consider using one of those services people mentioned to get through to an actual IRS agent. But honestly, based on the timeline, you're probably in the group that will get resolved without any action needed on your part. Hang in there - I know the anxiety is real when you're counting on that money!

I completely understand your anxiety - that "Action Required" message is one of the most stressful things to see when you're counting on your refund! I went through something very similar last year. Here's what I've learned from my experience and from helping others in this community: **The good news:** Most people who see this message (especially with EIC claims like yours) end up getting their refund without having to do anything. The IRS often resolves these reviews internally. **Timeline expectations:** Based on what I've seen, EIC reviews typically take 3-6 weeks from when the message first appears. Since you're claiming EIC, this is likely just their standard fraud prevention check - totally routine. **What to watch for:** - If they need something from you, you'll get a letter (usually CP75, 4883C, or 5071C) - No letter after 2-3 weeks is usually a good sign - Keep checking WMR - it could switch to approved any day **My recommendation:** Wait another 1-2 weeks before taking any action. If you're still seeing the message after that and no letter arrives, then consider using one of the callback services others mentioned or checking your transcript for more details. The waiting is absolutely brutal when you need that money, but try to stay patient. The system is slow, but it usually works out in the end. Keep us posted on what happens!

I think everyone's missing an important point here. If you're doing a W2 job, you CANNOT take the home office deduction anymore after the Tax Cuts and Jobs Act! Only self-employed people can take it now.

Great question about the garage conversion! I want to add a few additional considerations that might be helpful: Since you're meeting clients in this space, make sure you're documenting the business meetings. Keep a log of client visits, business calls, and any other business activities conducted in the garage office. This helps establish the "regular use" requirement beyond just the "exclusive use." Also, consider the timing of when you can start claiming the deduction. You can only deduct expenses from the date the space was "placed in service" for business use - so if you finished the conversion in March but didn't start using it for business until April, your deduction would be prorated. One thing to watch out for: if your side business operates at a loss, the home office deduction can't create or increase that loss. The deduction is limited to the income from the business activity conducted in the home office. Finally, since you mentioned this is an attached garage, make sure there's proper separation from your main house if you're claiming it as a separate structure. The IRS looks at whether the office space is an integral part of your home or a separate structure, which can affect how certain expenses are calculated. Keep excellent records of everything - the conversion costs, ongoing maintenance, and business use documentation. Good luck with your tax planning!