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Another tip about capital losses - watch out for mutual fund distributions at year-end! I got burned last year because I was showing a paper loss on a mutual fund, so I sold it to harvest the loss in December. But the fund had a capital gain distribution a week later that I would have received as a shareholder. Since I had sold, I avoided that distribution, which would have increased my cost basis. But what I didn't realize is that the NAV (price) of the fund dropped by the exact amount of the distribution right after the ex-div date. So I ended up selling at an artificially low price and my tax loss was smaller than it would have been if I'd waited until January! Always check distribution schedules before harvesting losses in mutual funds.
That's a really good point about fund distributions! Conversely though, sometimes it's better to sell BEFORE a distribution if you were going to sell anyway, since you avoid getting taxed on the distribution. Seems like timing is everything with this stuff.
You're absolutely right that tax-loss harvesting isn't some magical money-making strategy - it's really just basic fairness in the tax code. But there are a few strategic elements that make it more powerful than it initially appears. The biggest one that hasn't been fully emphasized is the timing flexibility it gives you. Instead of being forced to pay taxes on gains in the year they occur, you can strategically realize losses to offset them. This is especially valuable in volatile markets where you might have paper losses available to harvest. Another key benefit is that it allows you to "reset" your cost basis on investments you want to keep long-term. You can sell an underperforming position for the tax loss, wait 31 days to avoid wash sale rules, then buy it back at the new (hopefully lower) price. You've locked in the tax benefit while maintaining your investment thesis. The $3,000 ordinary income deduction is also more valuable than people realize because it's "above the line" - meaning it reduces your AGI, which can help you qualify for other tax benefits or avoid phase-outs that kick in at higher income levels. So while you're correct that it's not "gaming the system," the strategic timing and flexibility aspects make it a legitimate and valuable tax planning tool beyond just the basic math.
Does anybody know if filing for an extension changes anything about the statute of limitations for unfiled returns? Like if I filed for an extension but then never actually submitted the return, does that at least buy more time?
This is such an important topic that doesn't get enough attention! I learned this the hard way when I had to deal with some unfiled returns from my freelance work years ago. The "no statute of limitations" rule for unfiled returns is absolutely real and can be terrifying. One thing I'd add to the great explanations here is that even if the IRS doesn't actively pursue old unfiled returns, they can still create problems down the road. For example, if you ever need to apply for certain loans, professional licenses, or government positions, having unfiled returns in your history can be discovered during background checks and cause major issues. The key takeaway is: if you have unfiled returns, don't wait hoping the problem will go away. It won't. The sooner you address it, the better off you'll be. Even if you owe money, getting into compliance stops the clock on additional penalties and interest, and the IRS is often willing to work out payment plans once you're back in the system.
Just throwing this out there - might also wanna check that ur state withholding account has the right address too! When I regstered mine the info got messed up somehow between the state and federal systems. Ended up with letters going to 3 different addresses š¤¦āāļø Had to fix each one separately.
This happened to me too! The state had one address, the IRS had another, and the state unemployment office had a third. Total nightmare for like 6 months until I got everything synced up.
This exact scenario happened to my consulting business last year! When I registered for state payroll withholding, it definitely triggered an old CP148A notice - turns out the IRS had been sitting on it since I had filed a change of address form months earlier but never received confirmation. The key thing is that CP148A notices are just informational - they're confirming an address change, not demanding any action. But the 2020 date is definitely weird and suggests a system error or backlog issue. I'd recommend calling that Business & Specialty Tax Line number mentioned earlier AND filing Form 8822-B just to be safe. When you call, specifically ask them to verify what address they have on file for all your business tax accounts (income tax, payroll tax, etc.) because sometimes they don't sync up properly between different IRS systems. Also, double-check your state withholding account registration to make sure the address there matches what you want the IRS to have. These cross-system triggers can create a domino effect if the addresses don't align perfectly.
quick question - if i claim the 2021 child tax credit now by amending my return, will that trigger an audit? i'm worried about opening a can of worms with the irs.
Amending to claim a credit you were entitled to but missed isn't an audit trigger by itself. The IRS actually sent letters encouraging people to claim the credit if they were eligible. Just make sure everything else on your return is accurate and you have documentation for your children (SSNs, proof they lived with you, etc).
Hey Omar! I was in almost the exact same boat - got that IRS letter in 2021 about potentially qualifying for the child tax credit but life got crazy and I completely forgot about it. Last year I finally filed an amended return and got back over $4,000! The good news is you still have time since the 3-year window doesn't close until April 2025. With kids aged 4 and 7 in 2021, you could potentially get $6,600 ($3,600 + $3,000) if you didn't receive any advance payments. Start by creating an IRS online account if you don't have one - you can see your payment history there to check if you got any monthly payments between July-December 2021. If not, you're likely eligible for the full amounts. Then just file Form 1040-X. TurboTax can walk you through it, or if you want to be extra sure, a tax preparer can help. Don't let that money sit there - it's rightfully yours!
StarSurfer
Don't forget to check reviews! Google "[company name] scam" and show her results. When my grandma almost fell for one, I showed her their 1.2 star BBB rating and pages of complaints from seniors who lost thousands. Also search for their company on the FTC website - many have been sued for deceptive practices. Just Google "FTC tax relief scam [company name]" and show her the government actions against them. The AARP website has a great article about tax scams targeting seniors too - might be worth printing that out for her.
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Ravi Malhotra
ā¢This is what worked for my mom! She trusts the AARP completely so when I showed her their warning about these exact companies, she finally backed off. Google reviews were eye-opening too - so many people saying "they took my money and disappeared.
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Yuki Tanaka
I'm going through this exact situation with my elderly aunt right now. What really helped was sitting down with her and going through the actual numbers together. I asked her to show me the letter from the tax relief company and we calculated what she'd actually save versus what they were charging. Most of these companies charge $2,000-$5,000 upfront, but when you look at what they're promising to save, it often doesn't even break even. In my aunt's case, they wanted $3,500 to "reduce her tax burden" when she actually gets a refund every year! I also found it helpful to remind her that the IRS has payment plans and their own hardship programs that are FREE if someone truly can't pay. No legitimate tax professional should be asking for thousands upfront before they've even reviewed your situation. The fear tactics are really what get to them. Maybe try reassuring your mom that being current on her taxes actually puts her in a great position - she's doing everything right and doesn't need "protection" from anyone.
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