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Something nobody's mentioned yet - make sure you look into First Time Penalty Abatement! If you had a good filing history before these missed years (or if this is your first time filing), you can often get penalties waived for the first year you missed. This saved me over $2,400 when I was catching up on unfiled returns. Also, for your small business, make sure you have documentation for expenses. Even if you're missing some receipts, bank and credit card statements can usually suffice. For the years where the business wasn't profitable, those losses might be able to offset other income. Don't let shame keep you from getting help. I put off fixing my tax situation for years because I was embarrassed, and it only made things worse. The relief of finally getting current with the IRS was worth everything!
I want to add another perspective here as someone who went through this exact situation. The anxiety you're feeling is completely normal - I literally couldn't sleep for weeks when I finally faced my unfiled returns situation. One thing that really helped me was to break this down into smaller, manageable steps rather than trying to tackle everything at once. First, gather all your financial documents for each year (bank statements, 1099s, business records). Then organize them by year. The IRS actually has a really helpful "Get Transcript" tool on their website where you can see what income documents they already have on file for you. Since you mentioned having a small business that barely broke even, you'll likely be filing Schedule C forms. Make sure you track ALL business expenses - office supplies, business meals, mileage, equipment depreciation, etc. These deductions can really add up and might even result in refunds for some years. Also, don't underestimate the psychological relief of just starting the process. Once I filed my first return, even though I still had several more to go, I felt so much better knowing I was moving in the right direction. The IRS is actually much more reasonable to work with when you're proactive about fixing the situation rather than avoiding it. You've got this! Taking the first step by acknowledging the problem and asking for help here shows you're ready to get this resolved.
Just my two cents as someone who went through this exact situation last year - increasing withholding on your existing W4 is MUCH easier than switching to MFS for withholding purposes. When I switched to MFS on my W4 but filed jointly, it created confusion with our HR department and they kept asking questions. Plus the MFS withholding tables sometimes withhold TOO much depending on how your incomes compare to each other. My husband and I ended up with a huge refund which was nice but also meant we had less money throughout the year.
I went through almost the exact same situation a few years ago and can definitely relate to the stress! Just to add some reassurance - the distinction between your W-4 withholding status and your actual filing status is really important to understand, and several people have explained it well here. One thing that helped me was to think of the W-4 as just instructions to your payroll department about how much tax to take out of each paycheck. It has zero impact on what filing status you actually choose when you file your return in April. So you could absolutely set your W-4 to "Married Filing Separately" to increase withholding, but then file "Married Filing Jointly" next year and your Roth IRA contributions would be perfectly fine. That said, I'd echo what others have mentioned about just increasing your withholding amount instead of changing your status on the W-4. It's cleaner and gives you more precise control. The IRS withholding calculator tends to be conservative (better to overwithhold than underwithhold), so don't be surprised if that $350 biweekly seems high - you can always adjust it down later in the year if needed. Also definitely look into that penalty safe harbor rule that was mentioned. At your income level, as long as you pay in 110% of last year's total tax through withholding, you won't face any underpayment penalties even if you end up owing again.
Thanks for the detailed explanation! This really helps clarify things. I think I'm leaning toward just increasing the withholding amount rather than changing the W-4 status - it sounds like it'll be less confusing for everyone involved. Quick question about the safe harbor rule - when you say 110% of last year's total tax, is that the amount we actually paid in taxes or the amount that was withheld? Like if we owed $4700 this year, does that mean our actual tax liability was higher than what was withheld from our paychecks? I'm going to pull out our 2023 return tonight and do that calculation you mentioned. Hopefully we can get this sorted out before it becomes an even bigger problem!
Same here! My as of date has been stuck for weeks while I see others moving forward. It's so frustrating not knowing what's happening. I've been checking my transcript daily but nothing changes. Really hope we get some movement soon š¤
I feel you! Same situation here - stuck on the same as of date while watching everyone else's transcripts update. It's like being in the slowest lane of traffic š¤ Have you tried looking at your cycle code to see if you're actually on weekly updates? Sometimes it helps to know the pattern even when nothing's changing.
I'm in the exact same situation! My as of date hasn't budged while others in my weekly cycle got the 2/24 update. From what I've researched, it usually means one of a few things: either there's a minor hold/review on your return, you're in a different processing batch, or sometimes the system just processes accounts at different speeds even within the same cycle. The frustrating part is not knowing which one it is! I've been trying to stay patient but it's tough when you see others moving forward. Hopefully we'll see some movement in the next update cycle š¤
Quick question - how long do amended returns typically take to process? I'm in a similar boat (forgot a W2) and worried about timeline.
Thanks for the replies about processing time. Do you know if I need to pay any additional taxes right away or wait until the amended return is processed? I'm worried about interest or penalties building up while waiting for processing.
You should pay any additional tax you expect to owe immediately, even before filing the amended return. This minimizes any interest and penalties. The IRS provides payment options on their website. If you wait until the amended return is processed, you'll definitely accrue interest on the unpaid amount, and possibly failure-to-pay penalties as well. Better to pay now even if your final amount ends up being slightly different.
Pro tip: Make sure you keep detailed records of WHEN you discovered the error and when you took steps to correct it. The IRS is more lenient with honest mistakes that you voluntarily correct promptly. Document everything.
Would it help to include a brief explanation letter with the amended return explaining the situation?
Zoe Papanikolaou
Took me 3 months to get my remaining balance after garnishment last year. The system is broken fr
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Jamal Wilson
ā¢3 months?! thats ridiculous š¤
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Zoe Papanikolaou
ā¢ikr? and they dont even pay interest on the delay smh
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Ezra Bates
This is unfortunately super common with Michigan. I went through the same thing last year - the online system shows the full amount as "held" but that doesn't mean they're taking all of it. The system just isn't sophisticated enough to show partial amounts in real time. Keep calling every week or so to check status, and definitely file that Form 3385 like Ethan mentioned. Also document every call you make (date, time, rep name if they give it) in case you need to escalate later. Hang in there! šŖ
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