


Ask the community...
Quick practical advice that helped me when I missed the extended deadline last year: 1. Pay as much as you can estimate RIGHT NOW through IRS Direct Pay (google it) 2. Get your documents organized ASAP even if you can't complete the return 3. File within 60 days of the missed deadline if at all possible - penalties increase substantially after that 4. If you have a clean payment history for the last 3 years, request "First Time Penalty Abatement" when you do file 5. Include a letter explaining your situation with your late return The 3-year clean compliance history was key for me - got nearly all penalties removed with a simple phone call after filing late by about 3 weeks.
Thank you for this practical advice! Quick question - for the payment estimate, would you recommend just using last year's total tax amount as a starting point? And for the first-time penalty abatement, is that something I request when I file or after I receive a penalty notice?
Last year's total tax is definitely a good starting point. If you know your income increased, add 25-30% to be safe. It's always better to slightly overpay and get a refund than underpay and face more penalties. For First Time Penalty Abatement, you can request it either way. Some tax pros recommend waiting for the penalty notice before requesting abatement, but I found it helpful to include a letter with my late return specifically requesting it based on my clean compliance history. I used IRS guidance from their website about FTA requirements and referenced it in my letter. You can also call after filing to request it, but having it documented in writing from the start worked well in my case.
Something important no one mentioned - if you're truly self-employed, don't forget about your quarterly estimated tax payments! Even while sorting out last year's taxes, make sure you're making estimated payments for 2024 if you haven't been. The Oct 15 deadline happens to fall very close to the Q3 estimated payment deadline (Sep 16 this year). Missing estimated payments creates a whole separate penalty issue (underpayment penalty) that exists regardless of extensions. Even if you get filing penalties abated, underpayment penalties for missing quarterlies typically won't be forgiven.
This! I learned this lesson the hard way. Got all my filing extension stuff sorted only to get hit with a separate underpayment penalty for not making proper quarterly estimated payments. It was like solving one problem just to discover another one.
One thing nobody mentioned yet - check if your employer is withholding the correct amount from your paychecks. This happened to me last year - my company somehow had me listed as "exempt" from withholding for half the year! You can adjust your W-4 to have more taken out each check to cover your freelance income too. For the side gig income, you should really be making quarterly estimated tax payments. The rule is if you expect to owe more than $1,000 at tax time, you're supposed to pay quarterly or you might get hit with underpayment penalties on top of what you owe.
Is there a way to check if my withholding is correct on my pay stubs? And what form do I need to file for those quarterly payments? This is all so confusing!
You can check your pay stub - it should show federal income tax withholding, Social Security, and Medicare. Compare several pay periods to see if the withholding is consistent. If it seems too low (less than 10% of your gross pay for federal taxes if you're single), you might need to adjust your W-4. For quarterly estimated taxes, you'll use Form 1040-ES. It's pretty straightforward - you estimate your total tax liability for the year, divide by 4, and make payments by the quarterly due dates (April 15, June 15, September 15, and January 15 of the following year). You can pay online through the IRS Direct Pay system. If your income is irregular, you can use the "annualized income" method that lets you pay as you earn rather than equal payments.
Don't forget to check if your state has income tax too! I had the same situation with federal taxes but then got hit with another $300 for state taxes I wasn't expecting. Does your tax software recommend any credits you might qualify for like the Earned Income Credit? Sometimes people with lower incomes can get that.
The Earned Income Credit usually requires you to have kids. I'm single with no kids and make about what OP makes, and I've never qualified. But definitely check for education credits if you took any classes!
I actually had the exact opposite problem last year - spelled my son's name correctly but transposed two digits in his SSN. My return was accepted initially but then I got a notice about 3 weeks later asking for verification of his SSN. Had to send in a copy of his social security card and birth certificate. It delayed my refund by about 6 weeks but wasn't a huge deal in the end. The most important part is responding quickly if they do request verification. Don't ignore those notices!
Did you have to file an amended return or did they just request the verification and then process your original return once they had the correct information?
I didn't have to file an amended return. The IRS just sent a notice requesting verification documentation, and once I provided copies of my son's social security card and birth certificate, they continued processing my original return with the correct information. They actually handled it pretty efficiently once I sent in the documents. I just had to wait about 6 weeks longer for my refund than I would have normally. The key was responding to their notice immediately - I've heard horror stories from people who ignored those letters and had much bigger headaches later.
Just to add another perspective - I'm a volunteer tax preparer, and we see name/SSN mismatches fairly often. In my experience, the IRS is most concerned that the SSN is correct, as that's their primary identifier. Name spelling issues for dependents are common and usually resolved without amendments. The system is designed to handle variations in names (like Bob vs Robert, or hyphenated last names entered differently). Your case is borderline since "Davus" vs "Davis" changes the 4th letter, but it's still recognizably the same name. If you get a letter from the IRS, respond promptly with the correct info. Keep a copy of your daughter's social security card handy just in case. But I wouldn't lose sleep over this - the vast majority of these minor issues resolve without any action needed on your part.
Something similar happened to my brother last year. The identity theft department will help, but here's what you absolutely need to do right now: 1. File a police report about the identity theft - some IRS departments require this 2. Pull your husband's credit reports to check for other fraud 3. Put a fraud alert on his credit reports with all three bureaus 4. File Form 14039 (Identity Theft Affidavit) if the IRS hasn't already sent it 5. Consider freezing his credit while this is sorted out Even though it sounds like an IRS error rather than someone actively stealing his identity, these steps protect him in case there's more to it. When this happened to my brother, they discovered someone had somehow gotten access to his SSN and was using it for other purposes too.
Thanks for all these suggestions! We didn't think about checking his credit reports - doing that right now. Do you know if the IRS will require the police report even if they're the ones who made the mistake? And did your brother eventually get his refund?
The police report is a good idea regardless of where the error originated. When the IRS sees you've taken formal steps, they tend to prioritize the case more. Some IRS divisions won't process certain claims without it, so it's better to have it and not need it. My brother did eventually get his refund, but it took about 5 months total. The identity theft department issued him a new IP PIN to use for future tax filings as well, which adds an extra layer of security. Make sure your husband asks about getting an IP PIN once this is resolved - it's the best way to prevent similar issues in the future.
Just to give you a realistic timeline - I went through this exact situation in 2022. The IRS sent my $2300 refund to someone with a similar name. It took exactly 9 months from start to finish to get my money. The identity theft department is thorough but extremely slow. The thing that finally broke the logjam was contacting my congressional representative's office. Their constituent services team has liaisons with the IRS who can often cut through red tape. After 7 months of no progress, I reached out to my representative, and within 6 weeks, the issue was resolved and I had my refund. Don't hesitate to take this step if you're getting nowhere after a few months. It's literally their job to help constituents with federal agency issues.
Sophia Bennett
Something else to consider - if your rental property is in an opportunity zone, there might be additional tax benefits that interact with these passive activity loss rules. We bought a small rental in a designated opportunity zone last year and not only were we able to defer capital gains from another investment, but the way it affected our passive activity calculations was significant.
0 coins
Aiden Chen
ā¢Can you explain more about how opportunity zone investments affected your passive activity calculations? I'm considering an opportunity zone property but mostly looking at the capital gains benefits, hadn't considered passive loss implications.
0 coins
Zoey Bianchi
Here's another wrinkle - if any of your rental property is short-term (like Airbnb or VRBO where average stay is 7 days or less), it falls under different rules and might not qualify for the $25k special allowance at all regardless of your MAGI. Those properties are considered nonresidential and have different passive activity classifications. I learned this the hard way last year when I converted one of my long-term rentals to a vacation rental and discovered I couldn't use those losses against my other income even though I was below the MAGI threshold. Real estate tax rules are full of fun surprises!
0 coins