Just a heads up that HR Block and TurboTax both handle these 1099-R Code G situations pretty well. If you use either software, they'll walk you through the right questions to determine what type of transaction it was and how to report it.

I had a very similar situation last year and it turned out to be exactly what others have mentioned - an in-plan Roth conversion that I had completely forgotten about! The key thing to remember is that when you convert traditional 401k money (which was contributed pre-tax) to Roth 401k money (which grows tax-free), you have to pay income tax on the converted amount. That's why you're seeing a taxable amount in box 2a even though you didn't "withdraw" anything. Code G on a 1099-R doesn't always mean a traditional rollover between different accounts. It can also indicate in-plan conversions, automatic plan transfers when providers change, or other internal movements of retirement funds. Since you mentioned finding paperwork about "optimizing your retirement tax strategy," this almost certainly sounds like an in-plan Roth conversion. The good news is there's no early withdrawal penalty - you just need to include that amount as taxable income for the year. Make sure to report the 1099-R correctly on your tax return, and consider setting aside money for the tax bill if you haven't already. Definitely confirm with your plan administrator, but this sounds very straightforward once you know what happened!

Has anyone tried TurboTax for figuring this stuff out? I used it last year and it seemed pretty clear that pet expenses weren't deductible, but I'm wondering if the premium version might have more options for finding other deductions to make up for it?

I've been dealing with massive vet bills too - my cat needed emergency surgery twice this year totaling about $4,800. After reading through all these comments, I decided to try both taxr.ai and Claimyr since everyone seemed to have good experiences. The taxr.ai analysis was really thorough and while they confirmed my vet bills weren't deductible (as expected), they found several business expense deductions I had completely overlooked since I do some freelance work. Saved me about $900 in taxes which definitely helps with the vet bill sting. Then I used Claimyr to get through to an actual IRS agent to double-check some of the more complex deductions taxr.ai had identified. Got connected in maybe 25 minutes and the agent was incredibly helpful - even walked me through proper documentation requirements so I wouldn't have issues if audited. Between the two services, I feel much more confident about my tax situation this year. Sometimes you just need professional help to navigate all the rules properly, especially when you're dealing with significant unexpected expenses like vet bills.

Welcome to the community! As someone who's helped many taxpayers navigate this exact situation, I can assure you that your concerns are completely understandable but likely unnecessary. The key thing to remember is that the IRS distinguishes between personal property sales and business income. When you sell personal items like your laptop, clothes, and household goods for less than you originally paid, you're realizing what's called a "personal loss" - and personal losses on items used for personal purposes aren't taxable events. Here's my recommended approach for your situation: **For items already sold:** Create a simple spreadsheet documenting each sale. Include the item description, your best estimate of the original purchase price, the actual sale price, and approximate purchase/sale dates. For items like electronics, you can often find historical pricing information online or use current retail prices as a baseline (most electronics depreciate significantly over time). **For documentation:** While receipts are ideal, the IRS accepts reasonable estimates backed by logical methodology. For that $1200 laptop sold for $400, that's clearly a loss - technology depreciates rapidly and the IRS understands this. **Tax reporting:** When you receive your 1099-K, you'll report it as income but then offset it by documenting these were personal items sold below their cost basis. Most modern tax software has specific workflows for this scenario now. The bottom line: You're decluttering and taking losses on personal property. The IRS isn't interested in taxing those transactions. Just keep reasonable records and don't stress about perfect documentation for every small item!

Welcome to the community! Your situation is incredibly common and I completely understand the anxiety around this new reporting requirement. As someone who's been through this exact scenario, let me put your mind at ease. The most important thing to understand is that selling personal items at a loss is NOT taxable income. When you sell that $1200 laptop for $400, you're not making $400 in profit - you're actually taking an $800 loss on a personal item. The IRS recognizes this distinction. Here's what I recommend for your peace of mind: **Start documenting now:** Create a simple spreadsheet with columns for item description, estimated original cost, sale price, sale date, and platform used. Even without receipts, reasonable estimates are perfectly acceptable. **For original price estimates:** Use current retail prices for similar items and adjust downward. For electronics especially, you can often find historical pricing data online. A 3-year-old laptop selling for 1/3 of its original price is completely normal depreciation. **The 1099-K reality:** Yes, you'll receive these forms, but they're just reporting tools. When you file your taxes, you report the 1099-K income and then document that these were personal items sold below cost. Most people in your situation end up with zero additional tax liability. **Keep it simple:** For small items like clothes, you can group similar items together rather than documenting every individual piece. The IRS isn't trying to catch people decluttering their homes - they're targeting actual businesses that aren't reporting properly. Your casual selling activity is exactly what the personal property exemption is designed for. Don't let tax anxiety stop you from decluttering!

Quick tip from an expensive lesson I learned: The 250 hours of rental services MUST be documented contemporaneously for the safe harbor to apply. I got audited because I reconstructed my logs after the fact and the IRS disallowed my QBI deduction. Now I use a simple time-tracking app on my phone and take pictures of myself at the properties with timestamps. Overkill maybe, but after going through an audit I'm not taking chances.

Great discussion here! I've been tracking my rental property hours for the QBI safe harbor and wanted to share a few additional insights that might help. One thing I learned the hard way is that you need to be really specific in your time logs. Don't just write "property maintenance" - write "Replaced kitchen faucet at 123 Main St, including trip to hardware store." The IRS wants to see that these are legitimate business activities. Also, for those asking about what counts - here's what my CPA confirmed counts toward the 250 hours: - Time spent researching and purchasing materials/supplies (yes, including appliances) - Administrative time like updating rent rolls, preparing 1099s for contractors - Time spent on tenant communications (emails, calls, showings) - Property inspections and maintenance - Travel time to/from properties (but not commuting from your primary residence to your first property of the day) One gray area is time spent on property improvements vs. repairs. Generally, time spent on repairs counts toward your 250 hours, but time spent on major improvements (like a full kitchen renovation) might not count the same way since those are capital expenditures. The safe harbor really can be worth it - I saved about $3,200 in taxes last year by qualifying. Just make sure your documentation is bulletproof!

I just wanted to add my experience to this helpful discussion! I was in the exact same boat last year - on Medicaid for several years and completely confused when my tax software suddenly started asking about Form 1095-A. I actually delayed filing my taxes for almost a month because I was convinced I was missing something important! After reading through all the great explanations here, I want to emphasize one key point that really helped me understand: the tax software companies are required to ask comprehensive health insurance questions to cover every possible scenario, which is why they ask EVERYONE about 1095-A forms, even people like us on Medicaid who will never receive one. The bottom line is simple: if you only have Medicaid coverage, you can confidently answer "No" when asked about receiving a 1095-A form and continue filing normally. Medicaid fully satisfies all health insurance requirements under the ACA. I filed successfully this way and received my refund without any issues. Don't let the generic software questions stress you out - you have everything you need to file your taxes! This community thread has been incredibly helpful for clearing up what seems to be a very common source of confusion.

I'm so glad I found this thread! I'm a tax preparer and I see this exact confusion with Medicaid clients every single tax season. You absolutely do NOT need Form 1095-A if you only have Medicaid coverage. That form is exclusively for marketplace insurance purchased through Healthcare.gov or state exchanges. Here's what's happening: Tax software companies are legally required to ask about all possible tax scenarios, so they ask EVERYONE about 1095-A forms even though most people don't need them. It's frustrating because they don't explain this context. For Medicaid recipients like yourself: Simply answer "No" when asked about receiving a 1095-A and continue filing. Your Medicaid coverage satisfies all health insurance requirements. You might receive a 1095-B form for your records, but you don't need to wait for it or attach it to your return. The reason you didn't encounter this in previous years is likely because tax software has become more comprehensive in their questioning, but the actual tax rules for Medicaid haven't changed. You're perfectly fine to file your taxes right now with just your standard documents!