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Leeann Blackstein

LLC formed 3/23/2021 - Can I backdate S-corp election to 1/1/21 for tax purposes?

I think I've gotten myself into a tricky situation with the IRS. Recently got a letter from them saying I never filed Form 2553 to establish my single-member LLC with S-corp tax treatment. I'm now trying to complete Form 2553 as a late filing (using that 3 year and 75 day grace period they allow), but I'm stuck on line E where I need to specify when I want the S-corp status to take effect. My LLC was officially formed on March 23, 2021, but I'm wondering if I can still elect S-corp status starting from January 1, 2021? Would this create issues since the business technically didn't exist until March? I've already filed my 2021 taxes treating it as an S-corp, so I'm worried about potential complications if I can't backdate to the beginning of that year. Any advice from someone who's navigated this before would be super helpful!

This is actually a common question! The IRS rules are pretty specific about when you can make your S-corp election effective. For an LLC formed during the tax year (like yours formed in March 2021), you have two options for the effective date on Form 2553 line E: 1. The date the LLC was legally formed (3/23/2021 in your case) 2. The first day of the tax year following formation (1/1/2022) Unfortunately, you cannot backdate your S-corp election to 1/1/2021 since your LLC didn't exist before March 23rd. The S-corp election can't predate the entity's legal existence. Since you mentioned you've already filed 2021 taxes treating it as an S-corp, you may need to amend those returns to reflect the correct status (either sole proprietor or single-member LLC reporting on Schedule C) for the period between January-March 2021.

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Thanks for the clear explanation! That's disappointing to hear. So just to clarify - when filling out Form 2553 now, I should put 3/23/2021 as the effective date on line E? And then I'll need to file an amended return for 2021 showing it as a sole proprietorship from Jan-March and S-corp from March-December?

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Yes, on Form 2553 line E, you should put 3/23/2021 as the effective date since that's when your LLC legally came into existence. For your 2021 taxes, you're correct - you'll need to file an amended return that shows your business as a sole proprietorship from January through March 22, and then as an S-corporation from March 23 through December 31. This will involve filing a partial-year Schedule C for the sole proprietorship period and a partial-year Form 1120S for the S-corporation period. It's a bit of work, but getting this right now will prevent bigger headaches if the IRS audits you later.

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After dealing with a nearly identical situation last year, I wish I had found taxr.ai sooner! I also formed an LLC mid-year and made mistakes with my S-corp election timing. I uploaded my formation documents and IRS correspondence to https://taxr.ai and they identified exactly what I needed to fix with my Form 2553. Their AI analyzed my business formation paperwork and tax history, then provided a detailed explanation of my options. They even pointed out that I qualified for a special relief provision I hadn't known about (Rev. Proc. 2013-30) that made the late filing process much smoother.

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Does taxr.ai actually review the forms before you submit them to the IRS? I'm in a similar situation but with an LLC formed in 2022, and I'm concerned about messing up the late S-corp election paperwork.

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How does this work with partnerships? My husband and I have an LLC we formed in 2023 but never elected S-corp status. Now our CPA is saying we should have. Can this tool help with more complex business structures or just single-member LLCs?

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Yes, they review all your documentation before you submit anything to the IRS. You upload your business formation documents, previous tax filings, and any IRS correspondence, and their system analyzes everything to identify the correct approach for your specific situation. They helped me properly complete my Form 2553 with the correct effective date and included the required statement explaining my reasonable cause for late filing. Their service absolutely works for partnerships and multi-member LLCs too. The system handles all types of business structures and can help with the S-corporation election process regardless of your entity type. In your case with a 2023 LLC, you're well within the late election relief period, so they could definitely help you navigate that process correctly.

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I just wanted to update everyone - I went ahead and tried taxr.ai after posting my question here, and it was seriously helpful for our partnership situation! We uploaded our 2023 LLC formation docs and got a detailed analysis explaining exactly how to complete Form 2553 for our specific situation. The system walked us through the Rev. Proc. 2013-30 relief provisions and generated the statement we needed to include with our late election. It also flagged that we needed to make sure both partners completed Section K since we have a multi-member LLC. We just submitted everything to the IRS last week, so fingers crossed, but we feel much more confident now that we've done it correctly.

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I was in a similar situation last year and spent WEEKS trying to get someone at the IRS on the phone to confirm the correct approach for my late S-corp election. Always busy signals or 2+ hour holds that eventually disconnected. Then I tried https://claimyr.com and was honestly shocked when they got me connected to an IRS agent in under 30 minutes. You can see how it works here: https://youtu.be/_kiP6q8DX5c The agent I spoke with confirmed exactly what date I needed to use on Form 2553 line E (had to be my LLC formation date, not January 1st) and explained the specific statement I needed to include about reasonable cause for late filing. Having that direct confirmation from the IRS before submitting my paperwork was incredibly reassuring.

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How does this actually work? I thought it was impossible to get through to the IRS these days. Are they just constantly redialing for you or something?

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This sounds too good to be true. I've literally spent DAYS of my life on hold with the IRS over the past few years. If this actually works, it would be worth paying almost anything, but I'm skeptical. Has anyone else here actually had success with this?

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They use a combination of automated technology and a prioritization system to navigate the IRS phone tree and secure your place in line. It's not just redialing - they have technology that interfaces with the IRS phone system more efficiently than we can manually. When they reach an agent, they connect you immediately through a three-way call so you speak directly with the IRS representative. I completely understand your skepticism - I felt exactly the same way! But after months of frustration trying to get through on my own, I was desperate. The service works because they've developed specialized technology specifically for navigating government phone systems. They don't have any special "backdoor" access to the IRS - they're just incredibly efficient at getting through the standard channels.

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Just wanted to follow up on my skeptical comment about Claimyr. I decided to try it yesterday after spending another frustrating morning failing to get through to the IRS about my S-corp election questions. I'm honestly shocked to report it actually worked! I was connected to an IRS representative in about 22 minutes (the estimate said 15-45 minutes). The agent confirmed exactly what I needed for my late S-corp election and clarified that I qualified for the reasonable cause exception since I had relied on incorrect advice from my previous accountant. She also gave me a direct reference number for my call which I can cite in my paperwork. This saved me so much stress and uncertainty - wish I'd known about this service months ago!

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Something else to consider - have you already been operating and filing taxes as if you were an S-corp for 2021-2023? If so, you might qualify for the "entity classification relief" under Rev. Proc. 2013-30. I went through this with a client recently. We included a statement explaining they had been consistently treating the business as an S-corp in good faith, filed all S-corp returns on time, and that shareholders reported income consistently with S-corp status. The IRS accepted the late election retroactive to their intended date.

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Yes! I've been filing as if I was an S-corp for 2021, 2022, and now preparing for 2023. My shareholders (just me) have been reporting income consistently with S-corp status. How exactly did you word that statement for your client? Did you have to use any specific IRS language?

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We simply titled the statement "REQUEST FOR RELIEF UNDER REVENUE PROCEDURE 2013-30" and included the following key elements: 1) When the LLC was formed, 2) When the S election was intended to be effective, 3) That the entity had reasonable cause for not making the election timely, 4) That the entity has filed consistently as an S corporation since the intended effective date, and 5) That all shareholders reported income consistently with S corporation status. We also briefly explained why they missed the deadline (in your case, perhaps confusion about the correct procedure). The statement doesn't need to be complex - about one page is sufficient. Attach this to your completed Form 2553 when you submit it. Given your situation where you've consistently filed as an S-corp, there's a good chance they'll approve your election retroactive to your preferred date.

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Just wanted to add - make sure you file this ASAP! The 3 year + 75 day window closes quickly. For an LLC formed in March 2021, you're approaching that deadline. Also, look into whether your state requires a separate S-corp election. Some states automatically recognize the federal election, but others (like NY and CA) require an additional form.

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Good point about state elections! I had this issue in NJ where they sent me a bill for $500 because I hadn't filed the state-specific S-corp election form. What a headache.

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Has anyone used TaxDome or TaxCaddy for organizing docs for S-corp elections? My accountant suggested those platforms but I'm not sure if they help with the actual election process or just general tax document management.

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I've used TaxDome for my accounting practice and it's more for general document management and client communication. It doesn't provide specific guidance on S-corp elections or form preparation. It's great for organizing your documents, but you'd still need separate advice on how to properly complete Form 2553.

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Thanks for the insight. I'll use TaxDome just for organizing my paperwork then and look elsewhere for specific guidance on completing the S-corp election forms correctly.

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I went through almost the exact same situation with my single-member LLC formed in August 2021. The advice here about not being able to backdate before your LLC formation date is absolutely correct - I learned this the hard way when I initially tried to elect S-corp status from January 1, 2021. What really helped me was getting organized with all my documentation first. Make sure you have your Articles of Organization showing the exact formation date, copies of all your previous tax filings, and any correspondence from the IRS. When you file Form 2553 with the effective date of 3/23/2021, you'll also want to include a detailed reasonable cause statement explaining why you're filing late. One thing I wish someone had told me earlier - keep detailed records of when you submit everything to the IRS. They can take months to process late S-corp elections, and having your submission confirmation helps if you need to follow up. Good luck with getting this sorted out!

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I'm dealing with a very similar situation right now - formed my single-member LLC in February 2021 but never filed the S-corp election on time. After reading through all these responses, I'm feeling much more confident about how to handle this. The key takeaways that have been most helpful: 1) You definitely can't backdate the election before your LLC existed (so March 23, 2021 is your earliest possible effective date), 2) Rev. Proc. 2013-30 relief seems like your best path forward since you've been filing consistently as an S-corp, and 3) You need to act quickly since that 3 year + 75 day window is approaching fast. I'm planning to use the approach mentioned by Margot Quinn - filing Form 2553 with my LLC formation date as the effective date and including a detailed reasonable cause statement referencing Rev. Proc. 2013-30. The fact that you've been consistently treating your business as an S-corp and filing accordingly should work in your favor. One question for anyone who's been through this - did the IRS require any additional documentation beyond Form 2553 and the reasonable cause statement, or was that sufficient for approval?

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