Thanks for the recommendation! Do you know if Sprintax can handle my current situation where I'm now working full-time in Indiana? I'm concerned about having to use two different tax preparation systems for different parts of my income.

Yes, Sprintax can handle your entire tax situation, including your current full-time job in Indiana. It's designed to manage exactly these transitional situations where you have income from both when you were a nonresident alien (on F-1) and after you potentially became a resident alien for tax purposes. It will walk you through the substantial presence test to determine your current tax status and then prepare the appropriate forms - either a 1040NR if you're still a nonresident, or a 1040 if you've transitioned to resident status. You won't need to use two different systems or file separate returns.

Do you know if the filing deadline for Form 8843 is the same as the regular tax deadline? I completely forgot about this form from when I was a student.

I don't think that's entirely accurate though. Many companies use Cayman structures specifically to avoid paying taxes in high-tax jurisdictions through various profit-shifting techniques. It's not just about avoiding double taxation - it's often about avoiding primary taxation altogether. Look at how many tech companies route their IP through tax havens to minimize taxes on their most valuable assets.

You're right that there are certainly companies that use these structures primarily for tax avoidance. I should have been more clear about distinguishing legitimate uses from aggressive tax planning. For investment funds, insurance companies, and certain types of international joint ventures, tax neutrality serves a legitimate purpose in preventing double or triple taxation on the same income. The OECD and other international bodies generally recognize this as a valid function. However, as you pointed out, there are definitely corporations that use these jurisdictions primarily to shift profits away from where economic activity actually occurs. The recent global minimum tax initiatives are specifically targeting those practices while still trying to preserve legitimate uses of intermediary jurisdictions.

Try the Cayman Islands Monetary Authority annual reports - they break down the economic contribution by sector. Also check out reports from the International Monetary Fund which occasionally does economic assessments of the Cayman Islands. Last I checked financial services was about 40-45% of GDP, tourism around 25-30%, and the rest split between real estate, construction, and other services.

How do you get those transcripts? Is that something available online or do you have to request them by mail?

You can get your transcripts online pretty easily through the IRS website. Go to IRS.gov and search for "Get Transcript Online." You'll need to create an account if you don't already have one. They use a verification process that requires some personal info like a credit card number or loan account number to verify your identity. If you can't access them online for some reason, you can also use Form 4506-T to request them by mail, but that takes several weeks. The online method gives you immediate access and you can download PDFs of your transcripts right away.

Yikes, that's what I was worried about - some massive bill showing up years later with penalties. I never thought about it being a tax preparer error with similar names/SSNs. That actually makes a lot of sense! I'm definitely going to request those transcripts and submit that identity theft form. When I've called the IRS before, I feel like I never get to talk to someone who can actually see the details behind these payments. Between the transcript analysis and getting through to the right department, hopefully I can get this sorted before it becomes a bigger problem. Thanks everyone for the suggestions. This has been driving me crazy for years!

This is why I always double check SSNs when I prepare tax returns. One wrong digit can cause chaos! OP's situation is a textbook example of why tax preparers need to be careful.

You're right, I haven't updated my W-4 since getting promoted. I assumed the payroll system would automatically adjust everything. How do I figure out the right amount to add for additional withholding? Is there a calculation or formula I should use?

Take the amount you owed this year ($1,300) and divide it by the number of pay periods remaining in the year. For example, if you're paid twice a month and it's currently April, you have about 16 pay periods left, so you'd add about $81 of additional withholding per paycheck ($1,300 ÷ 16). You might want to add a bit more if you expect your income to continue rising. The IRS has a tax withholding estimator on their website that can help you calculate this more precisely based on your specific situation. Remember that this adjustment only affects future withholding, not what you currently owe.

This is exactly right. I'm an accountant and see this all the time with sales people. The 22% supplemental wage withholding is just a simplified method employers use, but your actual tax liability is based on your total income for the year across all sources.

Thank you for bringing up the state tax issue! I hadn't even considered that. Do you know if I should contact the state tax department now or wait until I resolve things with the IRS first?

In your situation, focus on resolving the federal CP2000 issue first. Most states won't take action until after the IRS assessment is finalized, which gives you some time. Once you've submitted your response to the IRS and have a resolution, then you can be proactive with your state tax department if needed. Just keep copies of all documentation and correspondence with the IRS, as you'll likely need the same information for the state. This approach lets you handle one tax authority at a time rather than juggling both simultaneously.

Is it better to call early morning or late afternoon to get through? I've heard conflicting advice about this.