I had this exact same issue a couple years ago! In addition to Form 8822 that Carmen mentioned, you might also want to contact your old address (if possible) to see if the check is still there. Sometimes neighbors or the new residents are helpful about forwarding mail. Also, if it's been more than a few weeks since the check was issued, you can request a trace on it by calling the IRS. Just have your SSN and tax info ready when you call. The whole process is annoying but totally fixable!

Hey Yuki! I went through this exact same thing about 6 months ago. Here's what worked for me: First, definitely fill out Form 8822 like Carmen suggested - that's the most important step. But also call the IRS refund hotline at 800-829-1954 and let them know what happened. They can put a stop payment on the original check and reissue it to your new address once they process your address change. The whole thing took about 6-8 weeks total for me, but at least I didn't have to worry about someone else cashing my check. Also pro tip: set up direct deposit for next year so you don't have to deal with this again! Good luck!

Has anyone tried using the IRS Modernized e-File (MeF) system through a tax software like ProSeries or Lacerte? You can usually e-file business extensions through them if you already subscribe for other business tax prep.

I'm in a similar situation with my LLC extension and found that while the IRS doesn't offer free direct e-filing for business forms like 7004, there are a few workarounds worth considering. One option is to check if your state has any partnerships with e-file providers that might offer discounted rates for extensions. Some states negotiate bulk pricing that gets passed on to taxpayers. Also, if you're comfortable with paper filing as AstroAce mentioned, you can actually track your mailed return through the IRS website using their "Where's My Amended Return?" tool (though it takes a few weeks to show up in their system). It's not as immediate as e-filing confirmation, but it does give you eventual verification that they received and processed your extension. For what it's worth, I ended up biting the bullet and paying the $35 fee last year because the peace of mind from instant confirmation was worth it to me, especially since missing the extension deadline would have cost way more in penalties.

This is a complex situation that really highlights the importance of understanding trust tax elections before making these transfers. One thing I haven't seen mentioned yet is the potential for making a Section 645 election if your grandparents' trust qualifies. If this is a qualified revocable trust that became irrevocable upon your grandparents' death (or if they're still alive but incapacitated), the trustee might be able to elect to treat the trust as part of the estate for income tax purposes during the first two years. This could potentially preserve access to certain individual tax benefits. Also, even if the trust doesn't qualify for the capital gains exclusion, don't forget that trusts get their own capital gains tax brackets. The rates can be quite high (up to 20% plus the 3.8% net investment income tax), but proper timing of the sale and potentially distributing some gains to beneficiaries in lower tax brackets could help minimize the overall tax impact. I'd strongly recommend getting a comprehensive analysis from a tax professional who specializes in trust taxation before proceeding with the sale. The potential tax savings from getting this right could easily justify the consultation cost.

This thread has been incredibly helpful! I'm dealing with a similar situation with my elderly parents who put their home in an irrevocable trust about 5 years ago. Based on what I'm reading here, it sounds like the key is determining whether their trust maintains grantor trust status. From the discussion, it seems like there are a few good options for getting clarity: consulting with the original estate planning attorney, using services like taxr.ai for professional analysis, or even getting through to the IRS directly (though that last one sounds challenging without help like Claimyr). One question I have - if the trust IS determined to be a grantor trust and they can claim the exclusion, do they report the sale on their personal tax return (Form 1040) or does it still need to go through the trust's return? I want to make sure we handle the reporting correctly to avoid any red flags with the IRS. Thanks to everyone who shared their experiences - this is exactly the kind of real-world insight that's hard to find elsewhere!

Has anyone used TurboTax to figure this out? I'm in a similar situation and wondering if the software will help determine what "year" I'm in or if I need to figure it out myself beforehand.

This is such a common confusion! I went through the exact same thing a few years ago. The key thing to understand is that the IRS doesn't care about how many calendar years you've been taking classes - they care about your academic progress. Since you mentioned you've never claimed education credits before and have been taking classes "here and there" without a formal degree program, you're likely still eligible for the American Opportunity Credit if you haven't completed the equivalent of 4 academic years (roughly 120 semester credits). I'd recommend getting a transcript from your community college that shows your total completed credits. Then you can use the rough guideline: 0-30 credits = 1st year, 31-60 = 2nd year, 61-90 = 3rd year, 91-120 = 4th year. Even if you've been taking classes for 6+ calendar years, if you're only at 60 credits, you'd be considered in your 2nd year for tax purposes. The American Opportunity Credit is worth up to $2,500 per year and is partially refundable, so it's definitely worth figuring out if you qualify rather than defaulting to the Lifetime Learning Credit!

I tried TurboTax's import feature last year and it was kinda hit or miss. Got my main W2 from my full-time job but completely failed to import anything from my side gig. My bank's 1099-INT imported fine but Robinhood's forms didn't. Just don't go in expecting it to import everything automatically. You'll probably still need to enter some stuff manually. And ALWAYS double-check the imported values against your paper forms. I caught a few errors last year where the imported numbers didn't match my actual documents.

Great question! As someone who just went through this process myself, I can confirm that TurboTax's import feature is pretty solid but definitely not perfect. Since you mentioned ADP specifically - you're in luck! ADP is one of the major payroll providers that works well with TurboTax's direct import. You'll need your ADP login credentials, and the W2 should import automatically once it's available (usually by late January). For Fidelity, they're also well-supported for importing 1099s. Your investment income forms should come through without issues. The student loan interest (1098-E) import depends on your loan servicer - the big ones like Navient, Nelnet, and Great Lakes typically work fine. One tip: even when everything imports correctly, definitely review all the numbers against your paper/PDF copies. I caught a small error in my imported 1099-DIV last year that would have cost me a few hundred dollars in incorrect taxes. Also, if some forms don't import, don't panic! The manual entry in TurboTax is pretty straightforward and walks you through each field. Good luck with your first solo tax filing!