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One thing nobody's mentioned is that charitable deductions are subject to income limits - you can't just donate your entire income and pay zero tax. For cash donations, you can deduct up to 60% of your AGI. For appreciated assets (stocks, etc.), it's limited to 30% of AGI. Also, the phase-out of itemized deductions can reduce the benefit for very high earners. And if you're subject to AMT (Alternative Minimum Tax), the deduction value can be different than your normal tax rate. The tax code around charitable giving is SUPER complicated and most people (including many tax preparers) don't fully understand all the strategies and limitations.
Thanks for bringing up the AGI limits! I got hit with this last year when I made a larger-than-usual donation to my alma mater. I didn't realize there were different limits for cash vs. property donations. Do unused charitable deductions just disappear, or can you use them in future years?
You can carry forward unused charitable deductions for up to 5 years! So if you exceed the AGI limits in one year, you don't lose those deductions completely. They carry over to future tax years subject to the same percentage limits. For example, if you donate $100k in cash but can only deduct $60k this year due to the 60% AGI limit, that remaining $40k can be used in years 2-6 as long as you have sufficient AGI in those years. The carryforward deductions are used after you've maximized your current year donations within the limits. This is actually a key part of tax planning for larger charitable gifts - you can bunch several years' worth of donations into one year, get the immediate tax benefit spread over multiple years, and potentially stay in lower tax brackets by smoothing out the deductions.
The key insight you're missing is that wealthy people often aren't just trying to minimize their current tax bill - they're playing a much longer game with wealth preservation and transfer. Here's what really happens: When someone creates a charitable remainder trust (CRT), they can donate appreciated assets, get an immediate charitable deduction, avoid capital gains tax, AND still receive income from those assets for life. Then whatever's left goes to charity. So they're not really "giving away" the full amount - they're restructuring how they access that wealth while getting tax benefits. For family foundations, the ultra-wealthy can donate assets, get the deduction, maintain control through board positions, employ family members, and the foundation only needs to give away 5% annually while the other 95% grows tax-free. Over generations, this can actually preserve more wealth than paying taxes would have. The real strategy isn't about being "less poor" than paying taxes - it's about maintaining control and influence over capital while getting tax advantages. They're essentially converting taxable wealth into tax-advantaged wealth that still benefits them and their families, just in different ways.
3 Just to add - I've worked in tax preparation for years, and I want to emphasize that the IRS absolutely can tell the difference between an honest mistake and deliberate fraud. Remember that your employer sent a copy of that W-2 to the IRS already, so eventually their automated matching system would flag the discrepancy. But by filing an amended return before they contact you, you're demonstrating good faith. The IRS generally looks at patterns of behavior. A single forgotten W-2 that you correct voluntarily? Not a big deal. Repeatedly "forgetting" income or claiming false deductions year after year? That's when they start looking more carefully.
8 Is there a time limit on when the IRS would catch this on their own? Like if I forgot a W-2 from 2021, would they still find it?
3 The IRS typically processes information returns (like W-2s) and matches them against filed tax returns within 1-2 years, but they can go back up to 3 years routinely, and up to 6 years in some cases. For 2021 returns, they're definitely still matching those against information returns. When they find a discrepancy, they send a CP2000 notice (proposed tax adjustment), which will include the additional tax plus interest and possibly penalties. The penalties are typically higher if they catch it versus you correcting it voluntarily, which is why filing an amended return is usually the best approach.
18 There's a LOT of misinformation about going to jail for tax mistakes. To be clear: the IRS has to prove WILLFUL evasion to pursue criminal charges. Forgetting to include a W-2 is not going to meet that standard! I used to work at a tax resolution firm, and in 5 years I never saw a single case where someone went to jail for an honest mistake like this. The people who face criminal charges are the ones who set up elaborate schemes to hide millions, file totally fake returns, or consistently lie to IRS agents during an audit. File your amendment, pay what you can, and set up a payment plan for the rest. I promise you'll be fine.
11 This is really reassuring. I've been worried about a similar situation. What about penalties though? Are those automatic or can you get out of them?
Penalties aren't always automatic - you can often get them reduced or waived if you have reasonable cause. For first-time offenders who file an amended return voluntarily, the IRS is usually pretty lenient. When you file your 1040-X, include a letter explaining it was an honest mistake and that you discovered the error yourself. They have something called "first-time penalty abatement" that can eliminate penalties entirely if you have a clean compliance history. Even if you don't qualify for that, they'll often reduce penalties when you can show reasonable cause for the error.
I was in this exact situation in February. According to Internal Revenue Manual 13.1.7.2, TAS is required to accept cases meeting specific criteria regardless of workload. However, in practice, they're currently screening cases very strictly. I documented my financial hardship (impending car repossession due to delayed refund) and referenced the specific IRM section when I called. They initially tried to defer me but ultimately accepted my case when I politely insisted and cited the regulations.
Thanks for sharing that IRM reference! That's really helpful. I'm dealing with a similar situation where my refund delay is causing financial strain, but I wasn't sure about the specific regulations that might apply. Did you have to provide written documentation of your car repossession notice, or was verbal explanation sufficient when you cited the IRM section? I want to make sure I'm prepared with the right approach when I call.
I had to provide written documentation - specifically a copy of the repossession notice from my lender showing the timeline. They wouldn't accept just verbal explanation when I cited the IRM. The key was having the actual notice that clearly showed my financial hardship was directly related to the IRS refund delay. I'd recommend gathering any official notices or bills that demonstrate immediate financial harm before calling. The documentation needs to show a clear connection between the IRS issue and your hardship.
OMG this EXACT thing happened to me!!! š¤ The IRS verification system is SO broken this year! I'm seeing this issue EVERYWHERE in tax groups. Here's what works: IGNORE the message disappearing and verify anyway! The verification requirement is still in their system even if it's not showing up. I was freaking out when this happened but verified with my control number anyway and got my refund 11 days later! Don't wait for the message to reappear because it probably won't. Trust me on this one! šÆ
I can relate to this frustration - it's like the IRS is playing hide and seek with important notices! Based on what others have shared here, it seems the verification requirement is still active even when the message disappears from your account. Since you have the physical letter with the control number, I'd recommend proceeding with verification rather than waiting. You can go directly to idverify.irs.gov or call 800-830-5084 to complete the process. It's better to verify and potentially do it unnecessarily than to let your refund get held up for months. The consensus from everyone's experiences here seems to be that the system glitch is cosmetic - the verification hold is still there behind the scenes.
Zoe Wang
As someone who's dealt with multiple IRS notices over the years, I want to add that the 12C letter will have very specific instructions about what documentation to send and where to send it. Don't send everything you have - only what they specifically request. I made that mistake once and it actually delayed my case because they had to sort through unnecessary paperwork. Also, if you're missing any of the requested documents (like a lost receipt), you can often substitute with bank statements showing the transaction, canceled checks, or even a sworn statement explaining the missing documentation. The key is to respond within the timeframe given - usually 30 days from the letter date - and to be thorough but focused in your response.
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Kaylee Cook
ā¢This is really valuable advice about being specific with documentation. I'm curious - when you mention using bank statements or canceled checks as substitutes, do those need to be certified copies or are regular printed statements from online banking sufficient? Also, how detailed should the sworn statement be if you need to explain missing documentation?
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Gael Robinson
ā¢Regular printed statements from online banking are typically sufficient - the IRS doesn't usually require certified copies for standard documentation requests like a 12C. For sworn statements, keep them concise but specific: include the date of the expense, amount, business purpose, and reason why the original documentation is unavailable (lost, destroyed, etc.). I usually format it as a simple affidavit with my signature and date. The IRS Publication 463 has some good examples of acceptable record-keeping alternatives if you need more guidance.
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Manny Lark
I received a 12C letter about 6 months ago regarding some business equipment deductions I claimed as a freelance photographer. The process was actually much smoother than I anticipated. The letter clearly outlined that they needed receipts for camera equipment purchases over $2,500 and documentation showing the business use percentage. I gathered my purchase receipts, created a simple log showing when I used the equipment for paid shoots vs personal use, and included a brief cover letter explaining my business model. The whole thing was resolved in about 5 weeks with no changes to my return. One tip: if you're still waiting for the letter to arrive, start organizing your 2023 tax documents now - receipts, 1099s, bank statements, etc. Having everything organized made my response so much easier when the time came.
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