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I used FreeTaxUSA for my 2020 return last year but had to print and mail it. Their software was still able to prepare it correctly though, and it only cost me like $15 for the state return (federal was free). Might be worth checking if they can still prepare 2019 returns even if you have to mail it.
That's a good idea, I'll check if they support 2019 returns. At least the software would do the calculations for me even if I have to print and mail it.
I went through this exact same situation last year with my 2018 return. Unfortunately, you're definitely stuck with paper filing at this point - the e-file system has been closed for 2019 returns for over a year now. Here's what I learned from my experience: definitely use certified mail with tracking, make multiple copies of everything before you send it, and be prepared for a LONG wait. My return took about 8 months to process, but I did eventually get my refund plus all the stimulus money I had missed. One thing that really helped me was getting my tax transcript first (you can get it online from the IRS website) so I knew exactly what they had on file for me. That way I could make sure my return matched up with what they expected. The good news is that if you're owed a refund, there are no penalties for filing late. Just make sure you get it in before the 3-year deadline or you'll lose the refund forever. Hang in there - it's a pain but you'll get through it!
Has anyone looked into using a Roth conversion strategy here? I'm wondering if it would make sense to convert portions of the Inherited IRA to a Roth Inherited IRA over time. You'd pay taxes on the conversion amounts now, but then future growth would be tax-free, and distributions from the Roth wouldn't be taxable income. Might be worth considering if you think tax rates will increase in the future.
I don't think that works with Inherited IRAs anymore since the SECURE Act. My understanding is that beneficiaries can't do Roth conversions on inherited retirement accounts. You're stuck with the account type you inherited. Also, with the 10-year distribution rule for most non-spouse beneficiaries now, there's less time for tax-free growth to really make a big difference anyway.
I went through something very similar when my grandmother passed and left me as the sole beneficiary on her 401k, even though she wanted it split between me and my two cousins. One thing that really helped was getting all parties on the same page early about the tax situation. I created a simple spreadsheet showing exactly how much we'd each net after taxes if I took distributions at my rate versus what we would have received if the accounts had been set up differently from the start. What ended up working for us was a combination approach: I took the required minimum distributions each year and immediately gifted the after-tax amounts to my cousins. For larger distributions, I timed them for years when I had lower income (like when I took unpaid parental leave). The key was being completely transparent about every dollar coming in and going out. I shared all the tax documents and distribution statements so there were no questions about the process. It took a few years to fully distribute everything, but we minimized the tax hit and everyone felt the process was fair. One last suggestion - definitely consult with a tax professional who has experience with inherited IRAs. The rules are complex and the stakes are high enough that professional guidance is worth the cost.
Has anyone used health insurance premiums as a deduction while traveling? I'm paying for a global health insurance plan that covers me in all countries ($370/month) and wondering if that's fully deductible as self-employed.
Yes! Self-employed health insurance premiums are one of the best deductions available. They're an "above the line" deduction, meaning they reduce your adjusted gross income directly. This includes global health insurance plans as long as they're established under your business. The one catch is that the deduction can't exceed your business profit, and you can't claim it for months where you were eligible for employer coverage (like through a spouse's plan). Make sure you're paying the premiums from your business account to create a clean paper trail.
Great thread! As someone who's been doing the digital nomad thing for 3 years, I'd add a few more deductions that might apply to your situation: **Equipment depreciation** - If you buy a laptop, camera, or other business equipment while traveling, you can depreciate it over several years or take the Section 179 deduction for the full amount in year one (up to certain limits). **Professional memberships and subscriptions** - Any industry associations, professional development platforms, or business-related subscriptions are fully deductible. **Banking and payment processing fees** - International transaction fees, wire transfer costs, and payment processor fees (PayPal, Stripe, etc.) are all business expenses. **Legal and professional services** - Tax prep, business formation costs, contract reviews, etc. **Travel between client locations** - While personal travel isn't deductible, if you're traveling specifically to meet clients or for business purposes, those costs can be deducted. One thing that helped me was opening a dedicated business checking account and putting ALL business expenses on a business credit card. Makes tracking so much easier come tax time. Also, consider using apps like Expensify or similar to photograph receipts immediately - you'll thank yourself later! The Foreign Earned Income Exclusion is definitely worth pursuing if you can hit those 330 days. At your income level, it could eliminate most of your federal tax liability.
Just a quick tip: make sure you keep proof of when you file! Even if there's no penalty, it's good to have documentation showing you filed as soon as you realized the mistake. Take screenshots of your filing confirmation or save the email receipt. I had an issue a couple years ago where the IRS claimed they never received my return even though I filed electronically. Having the confirmation email with date and time stamp saved me a huge headache.
This is solid advice! I'd also recommend printing a physical copy of your completed return for your records. I know it seems old school, but having a paper backup has saved me multiple times when dealing with tax issues years later.
Don't panic - you're in a much better situation than you think! Since you're expecting a refund of around $870, there are absolutely no penalties for filing late, even past the extension deadline. The IRS only penalizes late filing when you owe them money. That said, definitely file this weekend as planned. While there's no penalty, you're essentially giving the government an interest-free loan of your refund money. Plus, you want to get it done before you forget again or lose any documents. For your multi-state situation with the job change and move, TurboTax should handle it well. Just make sure you have all your W-2s from both states and any documentation related to your move - some moving expenses might be deductible depending on your situation. The key thing is to file accurately rather than rushing. Take your time to make sure you capture all your income sources and potential deductions from your move and job change. You've already waited this long, so a few extra hours to do it right won't hurt.
Emily Sanjay
Is this your first time filing with this bank account? I've noticed that first-time direct deposits to accounts seem to take longer than deposits to accounts you've used with the IRS before. Also, did you get your refund through a tax preparer who takes their fees out of your refund? Those sometimes go through a third-party bank first which adds extra time.
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Ashley Adams
I'm going through the exact same thing right now! Had my 846 code with today's date (3/21) on my transcript, got my trace number yesterday, but my bank account is still showing zero pending deposits. I've been checking obsessively every few hours and starting to wonder if something went wrong. Reading through all these responses is actually really reassuring - sounds like this 24-48 hour delay between IRS sending and bank posting is pretty normal. I'm going to try to be patient and check again tomorrow morning. Has anyone else with a 3/21 deposit date actually received their funds yet today?
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