Is Cayman Islands still a viable Tax Haven for US Citizen traders?
Hey all, I've been running a day trading operation focused on currency pairs for about 3 years now, and I'm honestly getting crushed with the US tax rates on my profits. After some research, I'm thinking about the Cayman Islands route but want to make sure I'm staying on the right side of the law (avoiding vs evading taxes). So here's what I'm considering - please only constructive feedback: I'm looking at incorporating a business entity in the Cayman Islands, then setting up a bank account there under that corporation. Next step would be opening a trading account with one of the international brokers like forex.com that accepts Cayman Islands corporations (already confirmed they do). Let's say hypothetically I generate about $340,000 in trading profits in a year. From what I understand, I'd pay the corporate tax rate in the Caymans on that income - which happens to be 0%. But it's still technically tax paid, right? Just trying to understand if this is a legitimate strategy or if I'm missing something major. Anyone have experience with offshore structures like this?
20 comments


Ava Rodriguez
This is a dangerous path you're heading down. While the Cayman Islands does have a 0% corporate tax rate, US citizens are taxed on their worldwide income regardless of where it's earned or held. What you're describing sounds like a classic attempt to evade US taxation through a foreign shell corporation. The IRS has specific rules around Controlled Foreign Corporations (CFCs) and Foreign Account Tax Compliance Act (FATCA) that would almost certainly apply to your situation. If you're the owner/controller of this Cayman entity, any income it earns will likely be attributed directly to you for US tax purposes. Additionally, you'd have extensive reporting requirements including FBAR filings for foreign accounts and Form 5471 for foreign corporations. The penalties for non-compliance are severe - up to $10,000 per violation plus potential criminal charges for willful evasion.
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Dmitry Smirnov
•But what if the money stays in the Cayman account and I never bring it back to the US? I've heard about something called "tax deferral" where you don't owe US taxes until you actually repatriate the money. Is that not accurate?
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Ava Rodriguez
•The concept of tax deferral has been largely eliminated for US citizens through various anti-avoidance provisions. Even if the money physically stays in the Cayman Islands, as a US citizen you're required to report and pay taxes on that income when it's earned. The IRS specifically created rules to prevent exactly the scenario you're describing. The Controlled Foreign Corporation (CFC) rules would likely make that income immediately taxable to you personally, even if it remains offshore. This is sometimes referred to as "Subpart F income" in the tax code. Additionally, there are also PFIC (Passive Foreign Investment Company) rules that could apply to your situation with potentially even more punitive tax consequences.
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Miguel Diaz
I discovered a service called taxr.ai (https://taxr.ai) when I was in a somewhat similar situation. Not offshore trading, but I had some complex questions about investment income and international tax implications that regular accountants kept giving me contradictory advice about. Their AI analyzed all my tax documents and trading history, then connected me with a tax specialist who actually understood the complexities of cross-border taxation. They explained exactly which reporting requirements would apply to my situation and helped me structure things legally while still optimizing my tax position. Saved me from making some serious mistakes.
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Zainab Ahmed
•Does this service actually have expertise in offshore structures like Caymans? Most tax pros I've talked to just say "don't do it" without explaining the actual mechanics of what makes it legal vs illegal.
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Connor Gallagher
•I've heard of these AI tax services before but I'm skeptical they could handle something this complex. How detailed was their analysis on the international stuff? Did they have actual humans review it or was it just the AI?
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Miguel Diaz
•They definitely have expertise in international tax structures - that's actually where they seemed to shine most in my experience. They don't just give blanket "don't do it" advice, but explain exactly what the legal requirements are and where the line is between avoidance and evasion. For my situation, the AI did the initial document analysis and identified specific concerns related to my trading activities across different jurisdictions. Then an actual tax specialist with international experience reviewed everything and provided detailed guidance. They cited specific sections of tax code and treaties rather than just general advice. The human experts definitely seemed knowledgeable about offshore considerations and reporting requirements.
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Connor Gallagher
I was initially skeptical about taxr.ai but decided to give it a shot after reading about it here. I've been trading crypto and forex across multiple platforms and was considering some offshore structures similar to what you're thinking about. Their service was actually really impressive. The AI analyzed my specific trading patterns and international connections, then I got a consultation with a specialist who explained exactly why certain offshore strategies that sound good actually trigger immediate US tax liability. They showed me which forms I would need to file (there were like 5 I'd never heard of) and the specific regulations that would make the Cayman approach problematic. Instead, they helped me structure a compliant approach that still reduced my tax burden without crossing into evasion territory. Definitely worth checking out if you're exploring these waters.
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AstroAlpha
After fighting with the IRS for months over foreign account reporting issues, I ended up using Claimyr (https://claimyr.com) to finally get a human at the IRS on the phone. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c It was a lifesaver because I had filed some foreign account forms incorrectly and was getting threatening letters about penalties, but couldn't get anyone at the IRS to actually explain what I needed to fix. They got me through to an IRS agent in about 20 minutes when I had been trying for weeks. The agent was able to put a hold on the penalty notices while I submitted corrected forms.
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Dmitry Smirnov
•How does this actually work? I thought it was impossible to get through to the IRS, especially about international tax issues.
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Yara Khoury
•This sounds like a scam. If it was actually possible to get through to the IRS that easily, everyone would be doing it. I've spent literally hours on hold before getting disconnected.
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AstroAlpha
•It works by essentially automating the hold process. They have a system that calls the IRS and navigates through all the menus and holds on the line for you. Once they reach a human agent, you get a call to connect with the agent directly. It's not a scam - I was super skeptical too, which is why I shared the video link so you can see exactly how it works. I think the reason everyone doesn't use it is because most people don't know about it yet, and people just accept that waiting on hold for hours is normal. What impressed me most was that when they transferred me to the IRS agent, the agent was already briefed on what I was calling about so I didn't have to re-explain my whole situation.
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Yara Khoury
I have to eat my words about Claimyr. After my skeptical comment, I actually tried it because I was desperate to resolve an issue with my foreign bank account reporting forms before the deadline. The service connected me to an actual IRS international tax specialist in about 15 minutes when I had previously spent over 4 hours on hold across multiple calls without ever reaching anyone. The agent walked me through exactly what forms I needed for my situation (including FBAR, 8938, and 5471 since I had an interest in a foreign entity). I asked specifically about Cayman Islands situations similar to what the original poster described, and the agent confirmed that US citizens can't escape taxation through offshore structures - they said it's one of the most common issues they deal with and that the IRS has specific enforcement teams focused on it. Saved me from making a huge mistake with my reporting.
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Keisha Taylor
Something nobody's mentioned yet - even if you somehow managed to make this work (which is highly unlikely given FATCA and CFC rules), the Cayman Islands has an automatic tax information exchange agreement with the US. This means your Cayman bank will report your account information directly to the IRS anyway. The days of hiding money in traditional tax havens are over. Most countries now participate in automatic information exchange, and the penalties for getting caught in non-compliance are massive - we're talking potential criminal charges, not just fines.
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Dmitry Smirnov
•I'm not trying to hide anything - I just want to optimize my tax position legally. Is there any legitimate offshore structure that actually works for traders under current laws?
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Keisha Taylor
•The short answer is not really, at least not in the way you're hoping. As a US citizen, you're subject to worldwide taxation regardless of where your business is structured. Some structures can provide limited benefits for specific situations - for example, Puerto Rico has some legitimate tax incentives under Act 60 (formerly Act 20/22) for businesses and individuals who physically relocate there. This can provide reduced tax rates on certain income. However, you have to actually move there and establish genuine residency - it's not just a paper arrangement. Beyond that, your best legal options are probably domestic - maximizing retirement accounts, using tax-loss harvesting strategies, potentially setting up a domestic trading entity (LLC/S-Corp) to potentially benefit from some business deductions and possibly the 20% QBI deduction depending on how your trading activity is classified.
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Paolo Longo
Just wanted to add that I tried a similar strategy a few years ago with a BVI corporation for my trading activity. Ended up paying over $45,000 in penalties and back taxes when I got flagged for audit. The IRS agent told me they specifically look for US traders trying to route activities through Caribbean tax havens.
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Amina Bah
•How did they catch you? Were you filing all the required foreign account forms or did they find out another way?
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PixelPioneer
I've been researching similar offshore strategies for my trading business and I have to echo what others have said - the risks far outweigh any potential benefits. The IRS has really cracked down on these structures over the past decade. What changed my perspective was learning about the "economic substance doctrine" - even if you technically follow all the rules for setting up an offshore entity, the IRS can still challenge it if there's no legitimate business purpose beyond tax avoidance. For day trading, it's really hard to establish genuine economic substance in the Cayman Islands when you're sitting at your computer in the US making all the trades. I ended up working with a tax professional who specialized in trader tax status and found legitimate domestic strategies that actually reduced my tax burden more than I expected. Things like proper entity selection, maximizing business expense deductions, and qualifying for trader tax status can make a significant difference without the compliance nightmare and legal risks of offshore structures. The reporting requirements alone for foreign entities would probably cost you more in professional fees than you'd save in taxes, not to mention the constant worry about whether you're crossing the line into evasion territory.
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QuantumQuasar
•This is really helpful perspective, thanks for sharing your research. I'm curious about the "trader tax status" you mentioned - is that something specific I need to apply for with the IRS, or is it just based on how you file? And when you say "proper entity selection," are you talking about LLC vs S-Corp for domestic trading operations? I'm starting to realize the offshore route might not be worth the headache, but I'd love to understand what legitimate domestic options actually work for high-volume traders like us.
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