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Eduardo Silva

Small business tax returns and personal returns - Should we file jointly or separately?

So my husband has two small businesses he started last year, and I'm trying to figure out how all this works with our taxes. We've always filed joint returns since we got married, but now I'm wondering if I need to do separate returns for his businesses or if they should be combined with our personal taxes. The businesses are both set up as S-corporations if that matters. I've been handling all our tax stuff for like 15+ years and I'm pretty comfortable with the personal returns, but these business ones are new territory. Is this something I need to hire an accountant for, or can I tackle it myself given my experience with our personal taxes? I've looked at the forms and they seem complicated but not impossible. I'm mostly worried about making mistakes that could get us in trouble with the IRS. Any advice from people who've dealt with this before?

This is a great question! For your personal taxes, you and your husband can still file jointly - that hasn't changed just because he owns businesses. The S-corporations are separate entities that file their own tax returns (Form 1120-S). Here's how it works: The S-corps will file their own returns, but they don't actually pay taxes themselves. Instead, they issue Schedule K-1 forms showing your husband's share of income, deductions, and credits. That information then gets reported on your joint personal tax return (Form 1040). As for doing it yourself vs. hiring an accountant - while you have good experience with personal returns, S-corporation returns have some complexities. There are specific rules about reasonable compensation, distributions, and maintaining corporate formalities. Making mistakes here can trigger IRS scrutiny. That said, if you're comfortable learning new tax concepts, many tax software packages do handle S-corporation returns. You might consider using one for the first year and seeing how it goes. Just be prepared to spend extra time researching S-corporation requirements.

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Thanks for explaining that! I didn't realize the S-corps would file separately but then flow through to our personal return. That makes sense though. Do you think it would be worth getting an accountant just for the first year to set everything up properly, and then maybe I could take over once I see how it all works?

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That's actually an excellent approach! Having an accountant set things up the first year gives you a solid foundation and a template to follow in subsequent years. The first year is typically the most challenging as you're establishing accounting systems and learning the requirements. A good accountant can also advise on tax planning strategies specific to S-corporations that might save you money long-term. After that first year, you'll have a much better idea if it's something you want to continue handling yourself or if you prefer to keep using professional help.

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I was in a similar situation last year with my wife's consulting business and trying to figure out taxes. After weeks of stress and confusion, I found this AI tax assistant at https://taxr.ai that literally saved me hours of research. It reviewed all our business documents and explained exactly how the S-corp income would flow to our personal return. It even highlighted deductions specific to my wife's industry that I had no idea about! The tool actually explained the whole K-1 situation in terms I could understand rather than the IRS jargon that was making my head spin. What I liked most was that I could upload our previous returns and it showed me exactly what would change with the business income. Might be worth checking out since you're comfortable with taxes and just need guidance on the business aspects.

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How accurate was it with the S-corp stuff specifically? I've tried tax software before that messed up some business deductions and got a letter from the IRS later.

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Does it handle reasonable compensation requirements? That's where my friend got in trouble with his S-corp - taking too much in distributions and not enough salary.

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It was surprisingly accurate with all the S-corp specifics - it actually flagged some potential issues with home office deductions that my previous software had incorrectly calculated. No IRS letters for us! For the reasonable compensation question, that was actually one of the first things it analyzed. It compared industry standards for similar positions and suggested an appropriate salary-to-distribution ratio based on the business profits. It even explained why the IRS looks closely at this and how to document the reasoning for whatever compensation level we chose.

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Just wanted to follow up about my experience with that taxr.ai site. I was skeptical at first (honestly thought it might be some basic calculator), but it's actually pretty sophisticated. I uploaded our documents last weekend, and it identified that I was planning to take too many distributions compared to salary in our S-corp, which apparently is a red flag for audits. It gave me specific guidance on setting a reasonable salary based on my husband's industry and role, then showed exactly how everything would flow through to our personal return. Saved me from making what could have been a costly mistake. The explanations were way clearer than what my tax software was giving me. Definitely recommend checking it out if you're tackling S-corp returns yourself.

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If you're planning to handle the S-corp returns yourself, just be aware you might need to contact the IRS with questions at some point. I tried doing that last year and was on hold for FOUR HOURS before giving up. I eventually used https://claimyr.com which was recommended by someone in my business group. They have this system where they wait on hold with the IRS for you and then call you when an agent is available. You can see how it works in their demo video: https://youtu.be/_kiP6q8DX5c This saved me so much time, especially when I had questions about some S-corp reporting requirements that weren't clear in the IRS publications. I was able to keep working instead of being stuck on hold all day. Just something to keep in your back pocket if you run into issues that need direct IRS clarification.

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Wait, how does this actually work? Do they just call the IRS for you? Couldn't I just have my assistant do that?

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This sounds like a scam. Why would I pay someone to wait on hold when I can just call the IRS myself? They usually answer within 30-45 minutes in my experience.

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They don't just call the IRS for you - their system actually monitors the hold line and only calls you when an actual agent picks up. It's different than having an assistant because they're using automated systems to handle multiple hold lines simultaneously. You must be extremely lucky with your IRS calls! According to the IRS's own data, average hold times have been 2+ hours during tax season for the past few years. The last time I tried calling about an S-corp question, I was on hold for over 3 hours before getting disconnected. That's when I decided my time was worth more than sitting around listening to the same hold music for hours.

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I have to admit I was completely wrong about Claimyr. After my skeptical comment, I decided to try it when I needed to call the IRS about an error on one of my husband's S-corp K-1 forms. The IRS website said the current wait time was "greater than 2 hours." Instead of wasting my afternoon, I used the service and went about my day. Got a call back about 2.5 hours later with an actual IRS agent on the line. The agent helped resolve our issue in about 15 minutes. I would have lost an entire afternoon otherwise! For anyone doing their own business taxes, this is definitely worth knowing about. I've spent countless hours on hold with the IRS over the years, and this was such a better experience.

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Just want to add my two cents as someone who's been filing S-corp returns for my business for 7 years. The first year is definitely the hardest! There's a learning curve, but once you understand the basic concepts, it gets much easier. If you decide to do it yourself, make sure you understand: 1) How to allocate between reasonable salary and distributions 2) Keeping business and personal expenses separate 3) Quarterly estimated tax payments 4) Payroll tax requirements The software I use (TaxAct) actually has decent guidance for S-corps and is way cheaper than hiring an accountant. I'd say give it a try yourself first, and if you get stuck, you can always hire help for the complicated parts.

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Thanks for the advice! Did you use any specific resources to learn about the S-corp requirements when you first started? And approximately how much extra time did it add to your tax preparation compared to just doing personal returns?

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When I first started, I found the IRS's "Tax Information For S Corporations" publication really helpful, along with some YouTube videos from CPAs. The Small Business Administration website also has good resources. As for time commitment, my first year doing S-corp returns took about an extra 8-10 hours beyond my normal personal returns. There was a lot of learning and double-checking. Now I can knock it out in about 3-4 extra hours each year. The key is keeping good records throughout the year - that makes tax time so much easier! If your husband's businesses have clean bookkeeping, you're already halfway there.

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Be careful about DIY with S-corps! I tried doing mine myself last year and missed the requirement to pay myself a "reasonable salary" - took too much in distributions instead. Ended up with an IRS notice and had to pay additional self-employment taxes plus penalties. S-corps have specific rules that personal returns don't. Honestly, the money I "saved" by not hiring an accountant ended up costing me three times as much in the end.

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I had the opposite experience! Paid an accountant $1,800 for S-corp returns that weren't very complicated. Learned how to do it myself the next year and saved a ton. Just needed to read up on the rules first.

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