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Has anyone mentioned the filing deadline implications? If you're planning fundraising activities soon, timing matters a lot here. The IRS generally recommends filing for 501(c)(3) status within 27 months of formation to have tax-exempt status apply from your date of formation. If it's been longer since your club was formed, your tax-exempt status might only apply from the date of application forward. This could impact how you handle any fundraising you do while waiting for approval. Also, don't forget about state requirements! Even with federal 501(c)(3) status, you might need to register for state tax exemptions separately, and some states require charitable solicitation registration before fundraising. I learned this the hard way with our cycling club - we got federal approval but forgot about state requirements and had some complications.
Great thread! I'm dealing with a similar situation for our university soccer club. One thing I haven't seen mentioned yet is the potential impact on your current university funding. When we looked into forming our own 501(c)(3), our student activities office warned us that having independent nonprofit status might affect our eligibility for certain university grants and allocations. Apparently some schools have policies that prevent them from funding organizations that have their own tax-exempt status, since it creates potential conflicts with their own nonprofit designation. We ended up going the EIN-only route for now - it satisfied most of our immediate fundraising needs (restaurant nights, local business partnerships) without the complexity of full nonprofit status. We're planning to revisit the 501(c)(3) application next year once we have more clarity on the university policy implications. @AstroAce - have you checked with your student activities office specifically about how independent nonprofit status might affect your current university funding and RSO status?
Has anyone dealt with state taxes in this situation? I've heard some states have different rules than the IRS about spousal liability, even when filing separately.
Yes, this is important! States like Arizona, California, Idaho, Louisiana, Nevada, New Mexico, Texas, Washington, and Wisconsin are community property states and have different rules. Even with separate filing, you could potentially have liability for half of his tax debt incurred during marriage in these states. You should definitely check your specific state laws.
I'm so sorry for your loss and the stress you're dealing with during this difficult time. Based on your situation, you should have very limited liability for your husband's tax debts since you consistently filed separately and maintained separate finances throughout your marriage. The key protections working in your favor are: 1) You always filed "married filing separately" which generally protects you from the other spouse's tax obligations, 2) You kept separate finances after that joint account incident, 3) You owned no joint property or assets, and 4) You were estranged and living in different states. Since your husband passed away, his estate would be responsible for any tax debts, not you personally. If the estate has no assets to pay the debts, they typically can't be collected. However, I'd strongly recommend getting a consultation with a tax attorney who specializes in these situations - many offer free initial consultations for situations like yours. Also consider contacting the IRS Taxpayer Advocate Service (it's free) to explain your situation proactively. They can help ensure your records clearly show your separate filing status and financial separation. Having documentation ready (your separate tax returns, bank statements showing separate accounts, rental agreements in your name only) will be helpful if any questions arise. You've been through enough - don't let fear of his tax problems add to your burden when you're likely protected.
This is really helpful advice, thank you. I'm curious about the Taxpayer Advocate Service you mentioned - I've never heard of this before. How exactly do I contact them, and what kind of help can they actually provide in a situation like this? I'm worried about accidentally making things worse by contacting the IRS when maybe they don't even know about me yet.
21 Question for anyone - if I have unrealized losses (stocks that have gone down but I haven't sold yet), can I still claim those on my taxes? Or do I actually have to sell to get the tax benefit?
17 You have to actually sell to claim the loss. Unrealized losses (where you still own the stock) don't count for tax purposes. This is why people do "tax-loss harvesting" in December - selling losers to capture the tax benefit.
Great question about unrealized losses! You absolutely have to sell the stock to claim the tax loss - just holding a stock that's down in value doesn't give you any tax benefit. This is actually a strategic consideration many investors face near year-end. If you have stocks that are significantly underwater and you don't think they'll recover, selling them before December 31st lets you claim those losses on that year's tax return. Just remember the wash sale rule I mentioned earlier - if you sell for a loss but then buy back the same stock (or something "substantially identical") within 30 days before or after the sale, the IRS disallows the loss deduction. So if you still believe in the company long-term, you'd need to wait 31 days before repurchasing, or buy something similar but not identical. Some people get around this by selling their losing position in Company A and immediately buying a similar company or ETF in the same sector, so they maintain market exposure while still capturing the tax loss.
Honestly all the chains are expensive imo. H&R Block charged me $320 last year for what I later found out was a pretty basic return. Try looking for an "enrolled agent" in your area - they're tax specialists who usually charge way less than CPAs or the big chains.
Absolutely second this. Found an enrolled agent through the National Association of Enrolled Agents directory, and I'm paying about half what H&R Block quoted me. Plus she's way more knowledgeable about tax law than the seasonal employees at the chains.
Great suggestions everyone! I'm definitely going to look into both the enrolled agent route and credit union options - hadn't considered either of those before posting. For anyone else reading this thread, I ended up calling around to a few places after reading these comments. What I found was that the chains really do vary a lot in pricing even within the same company - the H&R Block near my work quoted me $280 while one across town said $195 for basically the same services. Location seems to matter more than I expected. Also wanted to mention that several of the independent preparers I contacted were willing to give me a rough estimate over the phone once I described my situation (investment income, job change, etc.), which was way more helpful than the chains that just gave generic "starting at $X" pricing. Definitely worth making a few calls before deciding!
That's really interesting about the location pricing differences! I never would have thought to call multiple locations of the same chain. Makes me wonder if it's based on local competition or just different franchise owners setting their own rates. Did you end up finding out why there was such a big price gap between those two H&R Block locations? And when you called the independent preparers, did they seem confident about their estimates or did they say prices might change once they actually looked at your documents?
Dallas Villalobos
For what it's worth, I thought I was going crazy with the same form 8832 situation last month. My solution: I ended up checking my email history for "8832" and found that I actually HAD filed it when setting up my LLC but completely forgot. The IRS had even sent a confirmation letter that I'd filed away and forgotten. Might be worth searching your email, cloud drive, or any paperwork file you have from when you set up the LLC. You'd be surprised what you might find!
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Reina Salazar
ā¢Smart thinking! I just did this and actually found an old email from my formation service mentioning form 8832 options. Turns out I specifically declined to file it when forming my LLC. Would have completely forgotten this detail otherwise!
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Malik Thomas
Another option if you need confirmation quickly: check if you received any IRS correspondence after setting up your LLC. When Form 8832 is filed, the IRS typically sends an acknowledgment letter within 4-6 weeks. If you never received anything like that, it's a strong indicator you didn't file the form. Also, look at your business bank account statements from when you first started operating. If you were paying yourself through regular transfers (not payroll with tax withholdings), that's another sign you're operating as a disregarded entity without the 8832 election. For future reference, most online LLC formation services will explicitly ask if you want to make this election during setup, so if you don't remember making that choice, you probably didn't file it. You're most likely Category 2 - just make sure to tell your client the 1099 should be issued to your SSN, not your EIN.
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Freya Ross
ā¢This is really helpful advice! I never thought to look for IRS correspondence - that's a great way to confirm whether the form was filed. I'm actually dealing with a similar situation where I can't remember if I made any elections when I set up my LLC last year. Quick question though - if I'm operating as a disregarded entity and telling clients to issue 1099s to my SSN, do I still use my EIN for other business purposes like opening accounts or contracts? Or should everything go back to using my SSN?
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