Have you considered the option of renouncing just before the 8-year mark? If you haven't hit that threshold yet, the exit tax situation is considerably simpler. It's worth looking at exactly where you are in that timeline.

I went through a similar situation about 3 years ago when I moved to Dubai (also 0% crypto tax). The key thing to understand is that as long as you maintain your green card, you're stuck with US tax obligations regardless of any tax treaty benefits. What really caught me off guard was the timing aspect - if you're planning to sell during a bull market, you need to factor in estimated quarterly payments to the IRS even while living abroad. I made the mistake of thinking I could just settle up at year-end and got hit with underpayment penalties. Also, don't overlook state tax implications if you haven't properly established non-residency from your previous state. Some states (looking at you, California) are notoriously aggressive about claiming you still owe state taxes even after moving internationally. My advice: get professional help BEFORE you make any moves. The exit tax calculations are complex, and there are strategies around timing your departure and asset sales that can save you significant money. I wish I'd consulted a specialist earlier instead of trying to figure it out myself.

23 Has anyone used TurboTax or H&R Block software for this type of situation? Do they have good guidance for vacant rental properties or do I need to talk to an actual tax professional?

I went through something very similar with my rental property last year. One thing I learned is that you should keep really detailed records of everything - realtor communications, showing schedules, advertising receipts, maintenance done to prepare for rentals, etc. The IRS wants to see that you're genuinely trying to rent it out, not just claiming rental deductions on a vacant property. Also, don't forget about depreciation! Once you convert to rental use, you can start depreciating the property even if it's vacant. The depreciation basis is usually the lower of your original cost basis or the fair market value when you converted it to rental use. This can be a significant deduction that people sometimes miss. One last tip - consider getting a property management company involved if you haven't already. Even if they don't find tenants immediately, having professional management can strengthen your case that this is a legitimate rental business activity rather than just holding onto a property you can't sell.

Has anyone figured out how to efficiently import historical data from UltraTax to CCH Axcess? We've got about 200 business clients and manually reentering prior year data seems incredibly inefficient.

Going through a similar transition myself right now! One thing that really helped me was creating a comparison spreadsheet mapping the key functions between UltraTax and CCH Axcess. For multi-state returns, I found that CCH's state selection interface is actually more streamlined once you get used to it - instead of having separate screens for each state like in UltraTax, everything flows through the main return with state-specific worksheets. A couple of practical tips: First, spend time in the CCH Axcess demo environment before working on live client files. Second, for Caseware integration, make sure you understand how the trial balance imports work - it's quite different from the Thomson Reuters flow. The working papers sync much better once you get the mapping right. Also, don't hesitate to use CCH's screen sharing support sessions. They're more helpful than the generic training modules for learning the nuances of complex returns. Good luck with the transition!

Does anyone know if tax advocate services are free? I'm in the same situation. Filed in March. Still waiting. Getting worried. Will they charge me? How long does it take to get help?

I went through almost the exact same situation last year - filed in February, got the runaround from phone reps, and didn't see my refund until November. What finally worked for me was getting my congressional representative involved. I called their local office and spoke to their constituent services team. They have a direct line to the IRS and can actually get real answers instead of the generic "it's processing" response. Within two weeks of contacting them, I had a caseworker assigned and my refund was released. Don't feel bad about using this option - you've paid your taxes and followed all the rules, so you deserve proper service. Most representatives' offices handle these requests regularly and they're usually very helpful with IRS issues.

Just a quick tip - make sure you're tracking ALL your expenses related to your 1099 work! That can make a much bigger difference than investment losses. I do similar contract work and track things like: - Home office space - Internet/phone used for work - Computer equipment & software - Professional subscriptions - Mileage for any work travel - Professional development/training These deductions directly reduce your 1099 income before taxes are calculated, so they lower both income tax AND self-employment tax, which is huge!

Great thread with lots of helpful advice! I'm also doing 1099 work for the first time this year and had similar questions about capital losses. One thing I want to add - if you're selling stocks at a loss specifically for tax purposes, be careful about the wash sale rule. If you buy back the same stock (or substantially identical securities) within 30 days before or after the sale, the IRS won't allow you to claim the loss for tax purposes. Also, since you mentioned you haven't been withholding taxes from your 1099 income, you might want to consider adjusting your W-2 withholding to cover some of the additional tax burden. You can submit a new W-4 to your employer to have extra taxes withheld from your regular paycheck. This can be easier than making quarterly estimated payments and helps ensure you're covered for the safe harbor rules others mentioned. The business expense tracking advice here is spot on too - those deductions can really add up and reduce both your income tax and self-employment tax burden!