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Olivia Martinez

Need help! Missed filing 2021 and 2022 tax returns for both personal and C Corp (Form 1120) - what's my next step?

I completely dropped the ball on my 2021 and 2022 taxes and now I'm in a bind. Finally got my books in order about 3 months ago and sent everything to a tax prep service, but they've been totally unresponsive lately. I'm starting to think they're not going to do my returns at all. I'm feeling more mentally capable of tackling this myself now, but wondering if that's realistic or if I'm in over my head? Here's my situation: I have a C corporation that's pretty straightforward - just me as the owner with a few employees on payroll. I used QuickBooks Payroll so all that payroll tax stuff should be squared away. I also have self-employment income (various 1099s) that would go on Schedule C for a completely different line of work than my C corp business. My personal situation is uncomplicated - single filing status, no dependents, no property ownership or anything fancy. For years I did my own taxes with QB when I just had self-employment income, but I stopped DIY'ing after forming the C corp. I need to file Form 1120, Form 1125A, and Florida returns for the corporation, plus Form 1040 with Schedule C for my personal returns - all for both 2021 and 2022. I've heard people say if your situation is simple, filing yourself isn't that hard. While mine isn't super simple, it's not crazy complex either. What should I do next? Is DIY realistic or am I asking for trouble?

Charlie Yang

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You're in what we call "catch-up mode" but don't panic - this is totally manageable. Since you've already done your books, you're ahead of many people in similar situations. For your C corporation returns (Form 1120), the complexity isn't necessarily in filling out the forms but in understanding the tax implications of various decisions. The Form 1125A is just for cost of goods sold, which shouldn't be too difficult if your QuickBooks is properly categorizing expenses. Your Schedule C situation sounds straightforward since you've done it before. The biggest challenge will be making sure you properly separate your personal business income from your C corp activities - no commingling! Here's what I suggest: If you're comfortable with accounting software and have a decent understanding of business tax principles, you could attempt this yourself using tax software like UltraTax or even higher-end versions of TurboTax that handle business returns. However, given you have multiple years and a C corp involved, working with a professional would be more efficient and potentially save you money through proper tax planning. Don't go back to the unresponsive service. Instead, find a local CPA or Enrolled Agent who specializes in small businesses. Many offer reasonable flat-fee packages for catch-up filings.

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Grace Patel

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What about penalties? Aren't they going to get hammered with fees for being this late on both personal and business returns? Especially the C corp stuff - I thought those penalties were brutal.

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Charlie Yang

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Yes, there will likely be penalties, but they're not as catastrophic as many fear. For the personal returns, the failure-to-file penalty is 5% of unpaid taxes per month, capped at 25%. There's also a failure-to-pay penalty of 0.5% per month. For the C corporation, the penalties follow a similar structure, but the amounts can indeed be higher depending on the tax liability. However, the IRS does have reasonable cause provisions that sometimes allow for penalty abatement, especially for first-time offenders with otherwise clean compliance histories. Getting compliant now is much better than continuing to delay.

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ApolloJackson

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After dealing with a similar nightmare (missed filing for 2 years), I found an amazing solution with https://taxr.ai that saved me tons of stress. I had tried using regular tax software but kept getting stuck on how to handle my previous unfiled returns and how to properly classify some business expenses across multiple entities. The taxr.ai system analyzed all my docs and statements, then organized everything for my multi-year filing. It even flagged potential audit triggers in my C corp expenses that I would have completely missed. Their AI caught that I was inconsistently categorizing some expenses between my Schedule C business and C corp, which could have raised red flags. What I really appreciated was how it handled the reconciliation between my QuickBooks data and what needed to go on the actual tax forms. Made it super clear what needed to go where, especially with Form 1125A which was confusing me.

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Does it actually prepare the returns for you or just help organize everything? I'm wondering if it's more of a prep tool or if it does the full filing process. And how does it compare to just hiring a CPA for catch-up filings?

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Rajiv Kumar

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Sounds interesting but I'm skeptical about AI handling complex tax situations. How does it deal with state-specific requirements like the Florida returns they mentioned? And what about things like reasonable compensation issues for C corps which always seem to trip people up?

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ApolloJackson

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It doesn't file the returns for you - it analyzes and organizes all your documentation and provides guidance. Think of it as doing all the hard prep work that would take a CPA hours to sort through (which is why they charge so much for catch-up filings). You can then either file yourself with much clearer direction or provide the organized information to a tax professional who will charge you less since the heavy lifting is done. The system handles state-specific requirements quite well. For Florida specifically, it recognized that while Florida doesn't have personal income tax, it does have corporate filing requirements and sorted those separately. As for reasonable compensation issues, it actually flagged potential problems with my salary-to-distribution ratio and suggested documentation I should maintain to support my compensation decisions.

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Rajiv Kumar

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I was really skeptical about using https://taxr.ai after seeing it mentioned here (honestly thought it might be some kind of scam), but after struggling with my unfiled returns for months, I decided to give it a try. I was absolutely shocked by how well it worked for my situation. I had 2 years of unfiled returns with both business and personal components, and the system immediately identified inconsistencies in how I was treating certain expenses. The most valuable part was how it organized everything into a clear filing roadmap that showed exactly what forms I needed and where specific numbers needed to go. After using their analysis, I was able to file everything myself using regular tax software because I finally understood exactly what went where. The documentation analysis saved me thousands compared to what the accountants were quoting for my catch-up filing scenario. Wish I'd known about this months ago!

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If your main issue is getting through to the IRS to discuss your unfiled returns or set up payment plans, I highly recommend using https://claimyr.com - it completely changed my experience dealing with the IRS. I was in a similar situation with multiple unfiled years and couldn't get anyone on the phone for weeks. With Claimyr, I got through to an actual IRS agent in about 15 minutes instead of waiting on hold for 3+ hours (or worse, getting disconnected). The agent was able to tell me exactly what I needed to do about my late C corp and personal returns, and even helped set up a reasonable payment plan for the penalties. You can see a demo of how it works here: https://youtu.be/_kiP6q8DX5c - basically it navigates the IRS phone tree for you and calls you when an actual human picks up. Saved me days of frustration and helped me get clear guidance directly from the IRS about my specific situation.

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Liam O'Reilly

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How exactly does this work? Do you still talk to the IRS yourself or does someone else talk to them for you? I've been trying to get through about my unfiled returns for weeks.

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Chloe Delgado

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This sounds too good to be true. The IRS phone lines are notoriously impossible - I find it hard to believe any service could actually get through in 15 minutes when everyone says it takes hours or days of trying. What's the catch?

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You absolutely talk to the IRS yourself. The service just handles the waiting and phone tree navigation. Once an actual IRS agent picks up, you get a call connecting you directly to that agent. It's like having someone wait on hold for you so you don't have to waste hours of your day. There's honestly no catch - it works because they use a system that continuously tries different IRS phone lines and entry points until they find an opening. They essentially do what professional tax resolution firms do (these firms have staff whose only job is to keep calling IRS lines looking for openings). Most regular callers give up after an hour or get disconnected, but their system just keeps trying until it gets through. When I was dealing with my unfiled returns situation, it saved me literally days of frustration.

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Chloe Delgado

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I have to eat my words about Claimyr. After posting my skeptical comment, I was desperate enough to try it with my own unfiled tax situation. Got through to the IRS in about 20 minutes when I'd been trying unsuccessfully for weeks. The IRS agent I spoke with was actually incredibly helpful about my late filing situation. They walked me through exactly what forms I needed to submit, explained the reasonable cause letter I should include to request penalty abatement, and even noted my account that I was actively trying to resolve the issue which apparently can help reduce penalties. For anyone in a similar late-filing situation, getting actual guidance directly from the IRS was game-changing. They explained options I didn't know existed and gave me a specific action plan instead of the general advice I'd been finding online.

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Ava Harris

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From personal experience, DIY filing multiple back years with a C corp involved is asking for trouble. I tried this last year to save money and ended up paying a CPA even more to fix my mistakes. The C corp return (Form 1120) has so many potential pitfalls, especially around reasonable compensation issues, business expense documentation, and depreciation calculations. The IRS scrutinizes C corps much more carefully than pass-through entities. One specific issue I ran into was properly handling the accumulated earnings tax and demonstrating business purpose for retained earnings. Also completely missed some tax elections that would have saved me money. If you insist on DIY, at minimum get a consultation with a CPA who can review your approach before you file.

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Did you use any specific software when you tried to DIY your C corp returns? I'm trying to understand if I need special corporate tax software or if the regular versions of TurboTax/HR Block would work. Also wondering about your experience with the Florida state filings specifically.

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Ava Harris

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I used TurboTax Business, but it was really frustrating for C corp returns. The software kept asking questions I wasn't sure how to answer correctly. The interface is built more for pass-through entities in my opinion. It technically worked, but didn't provide enough guidance on C corp-specific issues. For Florida, I had to file the Florida corporate income tax return (F-1120) separately. Florida's corporate filing is actually pretty straightforward compared to other states, but you still need to understand how federal taxable income translates to Florida's requirements. The Florida Department of Revenue website has the forms, but again, minimal guidance on proper completion. My biggest mistake was not properly carrying over certain federal adjustments to the Florida form.

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Jacob Lee

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Quick question about FL filing requirements - are you sure you need to file Florida corporate returns? I thought if your corporation was under a certain income threshold, you might be exempt? Not trying to give advice, just wondering because I'm in a similar position with a small C corp.

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Charlie Yang

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Florida requires C corporations that are doing business in Florida to file Form F-1120 (Florida Corporate Income Tax Return) regardless of whether they have any tax liability. Even if your corporation falls below the income threshold where you'd owe tax, you typically still need to file the return. There is an exception for corporations not doing business in Florida and corporations that have no income reportable to Florida. So it depends on where your C corporation is operating and generating income. Florida does have filing exemptions for certain entities like S corporations and certain non-profits, but standard C corporations generally need to file.

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One thing to consider - if you owe taxes for those unfiled years, you might want to look into the IRS Fresh Start program. I was in a similar situation with unfiled returns and substantial tax debt, and qualified for an installment agreement with some penalties reduced. Don't let fear of penalties prevent you from filing. The penalties for not filing are much worse than the penalties for filing late. And remember that the failure-to-file penalty stops accruing once you file, even if you can't pay right away. Also, be sure to e-file your current year (2023) return on time while you're catching up on past years. You don't want to fall further behind.

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