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Something else to consider - if you paid state ESTIMATED tax payments during 2023 (for tax year 2023), those can ALSO be included in your itemized deductions for 2023. So the state tax deduction includes both: 1. Any balance due you paid in 2023 for your 2022 state taxes 2. Any estimated payments you made during 2023 for your 2023 state taxes This sometimes pushes people over the threshold to make itemizing worthwhile.
Wait really? I did make quarterly estimated state tax payments throughout 2023 for my side business. So I can count both those AND the balance I paid in April 2023 for my 2022 taxes? That might actually push me over the standard deduction threshold!
Yes, absolutely! Any state income taxes you actually paid during calendar year 2023 can be included on your 2023 federal Schedule A. This includes both the balance due from your 2022 return that you paid in 2023 AND any estimated payments you made during 2023 for your 2023 taxes. Just be aware there's a $10,000 cap on the total state and local tax deduction (SALT cap), which includes income taxes, property taxes, etc. But for most people, this helps push their total itemized deductions above the standard deduction threshold.
Am I the only one who thinks the tax software should make this clearer? I use TurboTax and it always asks if I want to itemize, but never explains that I should include state taxes I paid last year when making that decision. Feels like they're designed to push people toward the standard deduction because it's easier for them to process.
Totally agree! I've been using H&R Block for years and they never explain this clearly. I've probably left thousands of dollars on the table over the years by taking the standard deduction when I might have benefited from itemizing. The tax prep industry benefits from keeping things confusing.
Thanks for agreeing with me on this! I feel like there should be some kind of requirement for tax software to actively check if itemizing would benefit you rather than just presenting it as an option. I'm definitely going to be more careful this year and run the numbers both ways. Between mortgage interest, charitable donations, and now understanding I can include state taxes paid, I might actually be better off itemizing for the first time.
This might sound obvious, but have you tried using the "Where's My Refund" tool on the IRS website specifically for your 2022 return? My sister had a similar issue and it turned out her 2022 return needed additional verification, but she never received the letter they supposedly sent. Also check if your address changed between 2022 and 2023 - sometimes correspondence gets lost if you moved and the IRS is still using your old address.
Yes, I've been checking "Where's My Refund" for months for my 2022 return. It just says "Your tax return is still being processed" with no other information. I did move in late 2022, but I updated my address with USPS. Do I need to update my address directly with the IRS too?
Yes, you absolutely need to update your address directly with the IRS. The USPS mail forwarding doesn't automatically notify the IRS of your new address. This could definitely explain why you might have missed important letters about your 2022 return! You can update your address with the IRS by submitting Form 8822 (Change of Address). In the meantime, I'd recommend using one of the methods others suggested to contact the IRS directly about your 2022 return - especially now that we know you moved, there's a good chance they've been sending verification requests or other important notices to your old address.
Has anyone actually received a 2022 refund after filing their 2023 taxes? I'm in the exact same boat - still waiting on 2022 money while my 2023 return is already accepted. Getting really worried the IRS will just "forget" about the older refund.
Yes! I received my very delayed 2022 refund about 3 weeks after filing my 2023 taxes. The two systems operate independently so one doesn't affect the other. My 2022 return had some issues with education credits that needed manual review, but they eventually sorted it out without me having to call.
Something important to consider is that the SECURE Act of 2019 (and SECURE 2.0) dramatically changed how inherited IRAs work. Most non-spouse beneficiaries now face a 10-year distribution rule instead of being able to stretch distributions over their lifetime. However, there are exceptions for "eligible designated beneficiaries" which include: - Surviving spouses - Minor children (until they reach majority) - Disabled or chronically ill individuals - Individuals not more than 10 years younger than the deceased If any of your relatives who are beneficiaries fall into these categories, different rules may apply. This could significantly impact your planning.
Thank you for mentioning the SECURE Act changes. Does this still apply if the IRA is first transferred to a trust, and then the trust distributes to these different types of beneficiaries? Or does moving it to a trust first eliminate these exceptions? One of the beneficiaries is my aunt's disabled sibling, so I'm wondering if there might be special provisions that could help in that case.
When an IRA is left to a trust, the ability to use these exceptions depends on how the trust is structured. If the trust qualifies as a "see-through" trust and the disabled sibling is an identifiable beneficiary, then yes, that portion of the IRA might qualify for the exception allowing for distributions over that beneficiary's life expectancy rather than the 10-year rule. This would require specific language in the trust that clearly identifies the disabled beneficiary's portion and likely a separate share for that beneficiary. The trust would also need to meet all the requirements to be considered a see-through trust under IRS regulations. This is definitely a situation where specialized estate planning advice is crucial, as properly structuring the trust could result in significantly better tax treatment for that portion of the IRA.
Has anyone dealt with the issue of Roth IRAs specifically going into a trust? I've heard conflicting things - some people say the tax benefits are completely lost, others say they can still be preserved somewhat. Getting really confused about whether it's better to distribute the Roth before death or let it go through the trust.
With Roth IRAs going to a trust, the key benefit that can be preserved is the tax-free nature of qualified distributions. Unlike traditional IRAs where distributions are taxable, qualified Roth distributions remain tax-free even when distributed to a trust or through a trust to beneficiaries. The main thing lost is the ability to stretch distributions over a long period - the SECURE Act's 10-year rule typically applies unless beneficiaries qualify for exceptions. But within that 10-year window, growth remains tax-free, which is still valuable. Generally, it's better to keep the Roth intact rather than distributing before death, as this maintains the tax-free growth for as long as possible within allowable limits.
Definitely pay what YOU think you owe now! I went through something similar and waited to pay anything until the whole thing was resolved. BIG mistake. The interest kept building even on the part I knew I legitimately owed. Also, make sure you're sending everything via certified mail with return receipt so you have proof of when they received your response. The IRS has been known to claim they never received documents. One more tip: call the audit contact number on your letter and ask if you can email documentation rather than mail it. Sometimes they'll give you a secure email option which speeds things up dramatically. Worth asking!
Thanks for the advice! I'll definitely pay what I calculated I owe now. How long did your audit process take from start to finish? I'm worried this is going to drag on for months.
My audit took about 4 months total from first notice to final resolution. However, I made the mistake of sending my initial response by regular mail, and they claimed they never received it, which added about 6 weeks to the process. Once they actually reviewed my documentation, things moved relatively quickly - about 3 weeks for them to send a response accepting most of my explanation. There was one additional clarification they needed, which took another 3-4 weeks to resolve. The whole thing would have been much faster if I'd used certified mail from the beginning and if I'd paid the undisputed amount immediately.
Be really careful about agreeing to pay anything until you're 100% certain of the correct amount! My sister paid what she thought she owed during an audit, but it turned out the IRS calculation was correct (she missed a 1099-K from PayPal). Because she had already paid a partial amount, they interpreted that as her agreeing to their assessment and it made fighting the rest harder. If you're absolutely positive about your numbers, then yes, pay what you calculated. But if there's any doubt, maybe wait until you speak with a tax pro first. The interest isn't that much for a few weeks while you confirm your calculations.
That's bad advice. IRS charges both penalties AND interest, which can add up quickly. The failure-to-pay penalty is 0.5% of the unpaid taxes for each month, plus interest at the federal short-term rate plus 3%. You can always get a refund if you overpay, but you can't get penalties back as easily.
Mei Lin
Just a heads up from someone who's been filing as a digital nomad for years - you probably want to look into whether you qualify for the Foreign Earned Income Exclusion (Form 2555). If you spent enough time outside the US (330+ days in a 12-month period), you can exclude a significant chunk of your income from US taxation. Also look into state taxes - some states consider you a resident if you maintain a permanent address there, even if you're physically abroad most of the year. Others will let you file as a non-resident if you can prove you lived elsewhere.
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Liam Fitzgerald
ā¢Regarding state taxes - is there any documentation I should keep to prove I was living abroad if my permanent address is still in the US? I'm worried my home state (California) will try to tax me even though I've been in Europe for most of the year.
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Mei Lin
ā¢For state tax residence documentation, keep copies of rental agreements, utility bills in your name from your foreign residence, entry/exit stamps in your passport, and airline tickets. California is particularly aggressive about claiming residents, so you'll want solid proof you've established a temporary residence elsewhere. If you're maintaining any California ties (driver's license, voter registration, bank accounts, etc.), document when those will be changed to your new location. Some digital nomads even take the step of establishing residency in a no-income-tax state before leaving the US, though that requires more planning and legitimate ties to that state.
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GalacticGuru
Has anyone used FreeTaxUSA for filing as a self-employed expat? TurboTax is crazy expensive for their "self-employed" version but I'm not sure which software actually handles all the expat forms correctly?
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Amara Nnamani
ā¢I've used FreeTaxUSA for the past 2 years as a self-employed person living in Germany. They support all the forms you'd need including Schedule C, Form 2555 for Foreign Earned Income Exclusion, Form 1116 for Foreign Tax Credit, etc. Much cheaper than TurboTax and has worked great for my situation.
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