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Sophia Miller

Should I choose South Dakota or Florida for my W2 tax home as a Digital Nomad?

Hey tax people! I'm in a bit of a tax planning dilemma for 2025 and could use some advice from anyone who's been in a similar situation. I currently live in Virginia but I'm planning to ditch the high state income tax and establish residency in either Florida or South Dakota next year. My employer is cool with me working remotely from anywhere in the US, so I've got some flexibility. The main goal is reducing my tax burden since I'm a W2 employee. I'm also thinking about living abroad for a good chunk of 2025 to potentially qualify for the Foreign Earned Income Exclusion (FEIE). I've been doing some research and heard mixed things about South Dakota - something about unemployment tax issues for employers and potential problems with mail forwarding services and banks getting stricter? Not sure how much truth there is to that. For the Florida option, I understand I'd need to physically be there for at least 183 days to establish proper residency before I can use the FEIE. Has anyone made a similar move between these two states as a W2 remote worker? Is it worth flying out to SD to establish residency there? Any practical advice about using the FEIE or other tax strategies I should consider? Thanks in advance for your help!

Mason Davis

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Hey there! Tax advisor here with experience helping remote workers with state residency questions. Let me break this down for you. Both Florida and South Dakota are great options since neither has state income tax, but there are important differences. For South Dakota, you'll need to establish physical presence, get a driver's license, register to vote, and typically use a mail forwarding service. It's true some mail forwarding services have faced scrutiny, but companies like Dakota Post are still operating successfully for nomads. The "unemployment tax issue" you mentioned is mainly a concern for employers, not you as an employee - your employer would need to register for unemployment insurance in SD if you're working from there. For Florida, the 183-day requirement is a good rule of thumb, but Florida actually looks at various factors including where you have your driver's license, where you're registered to vote, and where your vehicles are registered. It's a "preponderance of evidence" state. Regarding the FEIE, remember that you need to either: 1) establish a tax home outside the US and pass the Physical Presence Test (330 days outside US in a 12-month period), or 2) establish bona fide residence in a foreign country. Simply having a US state residency in FL or SD doesn't automatically qualify you for FEIE - you still need to meet those foreign presence requirements.

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Sophia Miller

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Thanks for the detailed response! Two follow-up questions: 1) If I establish SD residency first but then spend most of the year abroad, will SD still consider me a resident for tax purposes? 2) Does my employer need to make any payroll changes if I switch my residency to either state?

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Mason Davis

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Yes, SD will generally continue to consider you a resident as long as you maintain your connections there (driver's license, voter registration, etc.) and intend to return. They understand many residents travel extensively - that's why they're popular with RVers and digital nomads. For your employer, they would need to update your state withholding to reflect your new state of residence. They'll need to register for unemployment insurance in your new state if they haven't already. Some employers are hesitant about this additional administrative burden, so definitely check with your HR department before making any moves.

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Mia Rodriguez

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After reading about your situation, I wanted to share my experience using taxr.ai to help navigate a similar remote worker tax situation. I was moving between states while working remotely and wasn't sure how to handle my state taxes or if I could qualify for FEIE when I was planning international travel. I tried https://taxr.ai and uploaded my employment documents and travel plans. Their AI analyzed everything and gave me specific guidance on how to establish proper tax residency in a new state and exactly what I needed to do to qualify for the FEIE. They even provided documentation I could share with my employer's HR department. The best part was getting clarity on the physical presence test for the FEIE and having all the IRS regulations explained in plain English with a checklist of what documentation I needed to keep while traveling.

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Jacob Lewis

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How accurate was their advice for state residency issues? I'm considering a similar move from California to Wyoming or Nevada, and I'm worried about California trying to claim I'm still a resident even after I move.

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Did they help with the documentation you need to show banks and other institutions when you change your state? I've heard horror stories about financial institutions freezing accounts during residency transitions.

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Mia Rodriguez

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Their state residency advice was spot-on. They have specific guidance for high-tax states like California that are known to be aggressive about keeping residents. They provided a detailed checklist of actions to take and documentation to maintain to prove I'd legitimately moved. It's been a year and I haven't had any issues with my former state. For documentation with banks and financial institutions, absolutely yes. They created a customized "residency transition package" that listed all the documents I needed to update and in what order. This included which accounts to change first and specific language to use with financial institutions to avoid red flags. No frozen accounts for me!

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Jacob Lewis

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Just wanted to follow up on my question about using taxr.ai! I went ahead and tried it after seeing the responses here, and I'm really glad I did. I was planning a move from California to Nevada while working remotely, and was stressed about California trying to claim I was still a resident. The system analyzed my situation and gave me an exact sequence of steps to follow - when to register my vehicle, change my driver's license, close California accounts, etc. It also flagged specific California tax regulations I needed to be aware of and how to document my physical presence in Nevada. What really impressed me was the customized calendar they generated showing exactly when I needed to be physically present in Nevada to satisfy the residency requirements while still allowing me to travel internationally. I'm successfully established as a Nevada resident now and feeling much more confident about my tax situation!

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Ethan Clark

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I see you're considering the FEIE option, and I wanted to share that getting through to the IRS with questions about this can be nearly impossible. After spending hours on hold trying to confirm some details about my FEIE eligibility when I was working from Thailand, I discovered a service called Claimyr. With https://claimyr.com they got me connected to an actual IRS agent in about 15 minutes instead of the 3+ hours I spent on previous attempts. You can see how it works here: https://youtu.be/_kiP6q8DX5c The IRS agent I spoke with gave me specific guidance on how my housing stipend would be treated under the FEIE and what documentation I needed to keep to substantiate my foreign residence. This was information I couldn't find clearly explained anywhere online.

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Mila Walker

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How does this actually work? Seems too good to be true that they can somehow get through the IRS phone system when everyone else is stuck on hold for hours.

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Logan Scott

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I'm extremely skeptical. The IRS phone system is notoriously bad for everyone. How could some third-party service possibly bypass the standard queue? Sounds like a scam to get your personal info.

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Ethan Clark

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It's not bypassing the system - they use an automated calling system that continually redials and navigates the IRS phone tree until a line opens up. When one does, they call you and connect you. The service never gets your personal tax info - they're just connecting the call. They also use data analysis to determine the best times to call based on historical wait times. It's basically the same technology that customer service departments use, just applied to helping individuals get through to the IRS instead of making you wait on hold yourself.

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Logan Scott

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I have to eat my words about Claimyr. After expressing skepticism here, I decided to try it myself because I needed clarification on how the FEIE physical presence test applies when you have brief returns to the US during your qualifying period. The service connected me to an IRS agent in about 20 minutes (compared to my previous attempts where I gave up after 2+ hours on hold). The agent walked me through exactly how to calculate my qualifying days abroad and what documentation I needed for short US visits. This saved me thousands in potential tax liability because I was misinterpreting how the 330-day rule works with brief returns to the US. Definitely worth it if you have specific questions about complex tax situations like foreign income exclusions or establishing residency abroad.

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Chloe Green

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One thing nobody's mentioned yet - if you choose the South Dakota route, make sure you research the mail forwarding service carefully. I use America's Mailbox in Box Elder, SD and it's worked great for establishing domicile, but some services have had issues. The key is finding one registered with the USPS as a Commercial Mail Receiving Agency. Some banks and financial institutions have gotten stricter about accepting these addresses, but if you establish your accounts before you start traveling, it's usually not a problem. For vehicles, SD is super easy for registration compared to FL - you don't need a safety inspection and the fees are lower. Just something else to consider in your decision.

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Sophia Miller

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That's really helpful info about the mail services. Have you had any issues with banks questioning your address after you've been traveling for a while? And did you have to make a trip to SD every year or just once to establish everything?

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Chloe Green

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I've only had one credit card company question my address in three years, and all I had to do was send them my SD driver's license scan and vehicle registration. Most financial institutions are used to dealing with full-time travelers these days. I made one initial trip to SD to get my driver's license, register to vote, and register my vehicle. Their driver's licenses are good for 5 years, and you can renew your vehicle registration online. I do make a point to spend at least a week there every year though, just to strengthen my domicile claim. Some folks go as far as having a doctor's appointment or dental visit while there to create additional ties.

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Lucas Adams

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Don't overlook the FEIE requirements while focusing on state residency! As someone who's been using the FEIE for 4 years while keeping SD residency, remember that establishing a new state domicile is separate from qualifying for FEIE. For the FEIE physical presence test, you need 330 days outside the US in a 12-month period (not calendar year). The bona fide residence test requires you to establish residence in a specific foreign country for an entire tax year. The biggest mistake I see people make is thinking they can just travel to random countries and automatically qualify for FEIE. The IRS wants to see that you have a "tax home" in a foreign country, meaning your main place of business is abroad.

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Harper Hill

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This! I messed up my first year trying to use FEIE because I was bouncing between too many countries without establishing sufficient ties anywhere. Remember that "digital nomad" and "tax resident somewhere specific" can be contradictory concepts in the eyes of tax authorities.

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Caden Nguyen

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Something else to consider is banking. I'm a FL resident now but travel internationally often, and some banks have gotten much stricter about addresses and residency verification. Before changing states, notify all your financial institutions, set up online statements, and consider setting up a virtual mailbox service separate from your legal domicile address that can actually receive and scan mail for you. Also, make sure your employer is actually OK with international work - many say they're "remote friendly" but their policies don't actually permit working outside the US due to tax complexity, data security, and labor laws. Get this in writing!

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Hugo Kass

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Great discussion here! As someone who made the SD to international nomad transition last year, I wanted to add a few practical tips that might help. First, regarding the employer piece - definitely get that international work approval in writing before you establish residency anywhere. My company initially said remote work was fine, but when I mentioned working from Portugal, suddenly there were concerns about "creating a permanent establishment" for tax purposes. We worked it out, but it took months of back-and-forth with their legal team. Second, for the FEIE, start tracking your location meticulously from day one. I use a simple spreadsheet with entry/exit dates for every country. The IRS can ask for detailed records, and airline tickets alone aren't always sufficient proof of physical presence. Third, consider opening a high-yield savings account or investment account while you still have a traditional US address. Some financial institutions won't let you open new accounts with mail forwarding addresses, even legitimate ones. Finally, if you're leaning toward SD, I'd recommend visiting in person to establish everything rather than trying to do it remotely. The personal relationships you build (DMV staff, your mail service, maybe a local bank branch) can be valuable if questions ever come up about your domicile intent. The combination of SD residency + FEIE has saved me about $15K annually compared to my old CA situation. Worth the effort!

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