Wait, really? That would be amazing. Do I have to specifically ask for this program by name when I contact them? And would I qualify even though I had the extension and still missed it?

Yes, you should specifically ask for "First Time Penalty Abatement" when you contact them after filing. Don't rely on them to offer it - many IRS agents won't mention it unless you ask. You would likely still qualify despite missing your extension deadline. The main requirement is having a clean compliance history for the three prior tax years (meaning you filed and paid on time, or had valid extensions and paid by those deadlines). The IRS sees this as a one-time courtesy for otherwise compliant taxpayers.

I'm so sorry about your mom. I was in a similar situation with my father's passing. The IRS does have something called "reasonable cause" for penalty relief. You'll need to attach a letter explaining the circumstances and showing how the death and estate duties prevented you from filing on time. Include any documentation you can (death certificate, executor appointment papers). In my experience, they were actually pretty understanding.

17 Do you actually attach a physical note to the return? Or is there a specific form for name changes that should be included?

11 If you're filing electronically (which most people do now), there's no need for a physical note. There's usually a section in most tax software where you can explain special circumstances, but it's not even really necessary. For paper returns, you can include a brief statement with your return explaining the timing of your name change. There's no specific form required just for a name change situation like this. The most important thing is making sure your current legal name (your married name) is what you use on the tax return itself, and that your SSN is correct on all documents.

10 You should be fine. The IRS usually processes returns pretty quickly, and they'll match based on your SSN. But if you're concerned, you might want to keep an eye on your return status using the "Where's My Refund" tool on the IRS website.

FinCEN's website states that you should receive a confirmation number immediately after submission. They've also indicated they'll send an email confirmation to the address you provided during filing. If you got the confirmation number, you should be good. I'd screenshot or save that somewhere for your records.

I did get confirmation numbers for each filing, but I was hoping there might be some kind of portal where you can log in and verify everything is properly recorded in their system. Guess I'll just hang onto those confirmation numbers as proof I complied with the Corporate Transparency Act reporting requirements while they were active. Thanks for confirming!

Great question. From what I understand, if the CTA is ultimately struck down, there would likely be instructions from the court about what happens to already-submitted data. In similar situations with other agencies, courts have sometimes ordered collected information to be deleted or segregated. But it's not guaranteed.

Thanks for pointing this out! I hadn't even considered the liability aspect. So how should I properly document the transfer if I decide to move some of my stock profits into my business? Is there a specific form or process?

You should create a written resolution documenting the capital contribution or a formal loan agreement if it's structured as a loan. For a capital contribution, create a simple document stating the amount, date, and purpose that you're contributing capital to the business. Keep this with your company records. If you structure it as a loan, create a proper loan document with terms, interest rate (use the applicable federal rate at minimum), and repayment schedule. Then make sure your business actually makes the payments according to the schedule. This is more complicated but can be advantageous in certain situations if you want to pull the money back out later without tax consequences.

I used TurboTax last year with a similar situation. It does have separate sections for capital gains and business expenses, but it doesn't specifically guide you on the relationship between them. I had to know myself that they needed to be reported separately. The software doesn't warn you about taking stock profits and using them for business stuff - you have to understand that concept yourself.

No, we didn't have any unusually large deductions or one-time payments. We just have the standard mortgage interest deduction, and we each contribute to our 401ks at work but nothing extraordinary. We've been in the same house for 5 years and our medical expenses were minimal. I think you guys hit the nail on the head about the dual income thing. We're both making good salaries but neither of us checked the box for "multiple jobs or spouse works" on our W4s. I'm going to have us both submit new W4s with that box checked and see if that helps!

This is such a good point! My company was still using the old allowances-based W-4 until mid-2023. When I finally submitted the new version, my withholding was much more accurate. The old system was terrible for dual-income households.