


Ask the community...
I'm an accountant (not a CPA) and want to add something important to this discussion. For a situation this complex with unfiled returns spanning 15 years, personality fit and communication style matter almost as much as credentials. Some extremely qualified professionals have terrible bedside manner and will make your neighbor feel judged or embarrassed, which can make the whole process even more traumatic. Since there's a language barrier involved, finding someone patient who communicates clearly is crucial. When interviewing potential pros (whether CPA or EA), pay attention to how they explain things. Do they use plain language? Do they seem judgmental about the situation? Are they willing to work with language limitations? These factors will significantly impact your neighbor's experience through what will likely be a months-long process.
That's such a good point I hadn't considered. My neighbor already feels so much shame about this situation that having someone make them feel worse would be terrible. Do you have any specific questions you'd recommend asking during consultations to gauge their communication style?
I'd suggest asking these questions during consultations: "Can you explain how you typically handle communication throughout a complex resolution case like this?" This reveals their process and how frequently they update clients. "What's your approach when working with clients who have limited English proficiency?" Their answer will show if they've dealt with similar situations and what accommodations they might offer. "How do you explain complex tax concepts to clients who aren't familiar with tax terminology?" This tests their ability to translate complicated ideas into plain language. Also, pay attention to how they react when hearing about the 15 years of unfiled returns. Do they seem judgmental or solution-focused? The right professional will skip the lecture and move straight to creating a plan. Trust your gut feeling about whether they seem patient and understanding.
One thing nobody's mentioned that's super important - the Statute of Limitations! The IRS generally can't assess taxes beyond 6 years (in some cases 3 years) if returns were never filed. So while your neighbor technically should file all 15 years, a good tax pro might focus on the most recent 6-7 years. I went through this with my dad who hadn't filed for 9 years. His EA filed the most recent 7 years and then drafted simple "zero returns" for the older years just to close them out. Saved us thousands in preparation fees and penalties.
Remember that donations to individuals (like GoFundMe for someone's medical bills) aren't tax-deductible no matter how worthy the cause. Only donations to qualified 501(c)(3) organizations count. This trips up a lot of people. Also, if you received anything of value in return for your donation (like merchandise, tickets to events, etc.), you need to subtract the fair market value of those items from your donation amount.
What about political donations? I also gave about $1,500 to various campaigns last year - I'm guessing those aren't deductible either?
Political contributions are indeed not tax-deductible. This includes donations to political campaigns, political action committees (PACs), political parties, and organizations that primarily engage in political activities. The IRS specifically excludes these from qualifying as charitable contributions. This is a common misconception since you're giving money to support a cause you believe in, but the tax code treats political and charitable giving differently. The same applies to lobbying organizations, even if they're advocating for issues you consider charitable in nature.
Has anyone had experience with the IRS questioning donation amounts? I'm in a similar situation (donated about 15% of income) and worried about audit risk.
Just a tip - if you're using TurboTax, there's no reason to be "adamant" about not filing Schedule D. The software automatically generates and fills it in for you. You just enter the info from your 1099-B and click next. You're not actually filling out or printing extra forms yourself. It's literally just clicking a few buttons.
Yeah I realized that after I posted. Turns out my frustration was more about the principle of the thing than the actual work involved. Do you know if the free version of TurboTax handles Schedule D or would I need to upgrade?
The free version of TurboTax doesn't support Schedule D - capital gains/losses require upgrading to at least the Deluxe version which is around $60-70 depending on current promotions. If you're concerned about paying that much for reporting a $0.31 loss, you might want to look into the IRS Free File options or other free tax software like FreeTaxUSA which handles capital gains for free. Credit Karma Tax (now Cash App Taxes) is another free option that includes Schedule D.
The first time I got a 1099-B I freaked out about all the little transactions too. But here's a workaround that might help - some brokerages allow you to summarize multiple transactions of the same stock on Schedule D rather than listing each tiny transaction separately. Check if your brokerage provides a summary 1099-B with the "consolidated" option!
Don't forget to track all the improvements you made to your 2016 house! Those get added to your cost basis and reduce any potential capital gains. Keep receipts for things like: - New roof - HVAC systems - Kitchen remodels - Bathroom renovations - Finished basements - Major landscaping - Driveways - Windows & doors I made the mistake of not tracking these over the years and probably lost out on thousands in tax savings when I sold my house in 2024.
So these improvements would increase my basis in the home and therefore reduce the calculated gain? I've done quite a bit to the house over the years - replaced all windows, completely renovated the kitchen, added a bathroom, and put in a new HVAC system. I didn't realize those would factor into the capital gains calculation.
Exactly right! All those improvements you mentioned increase your cost basis, which means less taxable gain when you sell. The formula is basically: Sale price - (Purchase price + Improvements + Selling costs) = Capital gain. Those renovations you mentioned are perfect examples of what qualifies. The new windows, kitchen renovation, additional bathroom, and HVAC replacement all increase your basis. Make sure you have documentation for these expenses if possible. Even if you don't have every receipt, estimates with supporting evidence (like before/after photos, contractor statements, etc.) can help if you're ever audited. This could potentially save you thousands in taxes!
Has anybody mentioned the "safe harbor rule"? If you've used your 2016 property as a rental at all during the last few years, there's a specific provision that might help.
Yuki Kobayashi
I just got my amended return processed after waiting 5 months. What worked for me was calling the IRS at exactly 7:00 AM Eastern time when they first open. The wait was only about 15 minutes rather than the hours I'd spent before. The agent told me that amended returns are being processed, but there's a massive backlog from 2023. They said paper-filed amendments take the longest (up to 8-9 months), while electronically filed ones are moving a bit faster (3-6 months). Hope this helps someone!
0 coins
Zara Mirza
ā¢Did they tell you anything specific about why it takes SO long for amended returns compared to regular returns? My regular return came in like 3 weeks but this amended one is taking forever.
0 coins
Yuki Kobayashi
ā¢From what the agent told me, amended returns require manual review by an actual person - they can't be fully automated like regular returns. Each one has to be compared with the original return and checked line by line, which takes a lot more time. What's worse is that they're still understaffed from all the pandemic-related issues and working through a huge backlog. The agent mentioned that they prioritize regular returns during tax season, so amended returns get pushed to the back of the line. That's why we're seeing such crazy wait times compared to normal returns.
0 coins
Carmen Vega
My 2023 amended return was finally processed after 7 months!!! A few tips that might help others: 1) If you're using the "Where's My Amended Return" tool, try entering your info with slightly different formats. Sometimes it wouldn't work if I used dashes in my SSN but would work without them. 2) Amended returns seem to move in batches. My friend and I both submitted around the same time and both got processed within the same week. 3) Paper checks for amended returns seem to take about 3 weeks after approval to arrive. Hope this helps someone. The waiting is torture but they ARE processing them!
0 coins
Andre Rousseau
ā¢Congrats on finally getting yours! Did you get the full amount you were expecting? I've heard some people are getting partial amounts with no explanation.
0 coins