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NebulaNomad

Help understanding taxes for holding companies - what should I know?

Hey everyone, I'm considering setting up a holding company for some investment properties and a small business I own, but I'm completely lost when it comes to the tax implications. I've been managing my properties and business as a sole proprietor until now, but my accountant suggested I look into a holding company structure to potentially save on taxes. I'm particularly confused about how income flows between the operating business, the holding company, and then to me personally. Are there specific tax advantages I should be aware of? What forms do I need to file? Is this even worth the hassle for someone with just 3 rental properties and a business making around $150K annually? Also, if I do set up this structure, how would it affect my personal income tax return? Would I still receive income directly from the business or would everything flow through the holding company first? Thanks in advance for any insights!

Luca Ferrari

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The advantages of a holding company really depend on your specific situation, but here are some basics that might help you decide if it's right for you. A holding company is basically just a parent company that owns other companies or assets but doesn't actively conduct operations itself. From a tax perspective, there are several potential benefits: First, it can provide liability protection by separating different assets. If one business gets sued, the others might be protected. This isn't strictly a tax benefit but is often a primary motivation. For taxes specifically, holding companies can sometimes allow for more favorable treatment of income. If your holding company owns at least 80% of a subsidiary, you might qualify for filing consolidated returns, which can offset profits in one business with losses in another. For your rental properties, placing them in separate LLCs owned by the holding company could provide liability protection while still allowing for centralized management. With your level of income ($150K business plus rentals), there could be benefits, but you'll need to weigh them against the additional costs of maintaining multiple entities (annual fees, more complex tax filings, possibly multiple state returns).

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Nia Wilson

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Would you say the main tax benefit is just the ability to offset profits with losses between different businesses then? Also, how does money actually flow out of this structure to the owner? Is it through dividends or something else?

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Luca Ferrari

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That's definitely one of the main tax benefits - the ability to offset profits with losses between businesses through consolidated returns, though there are specific rules about when you can do this. For getting money out of the structure, you have several options. If your holding company is set up as an S corporation, profits can "flow through" directly to your personal tax return. If it's a C corporation, you'd typically take money out as either salary (which is deductible to the corporation but taxed as ordinary income to you) or as dividends (which aren't deductible to the corporation and are taxed at preferential dividend tax rates for you). Many small business owners with C corps use a combination of both to optimize their tax situation.

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After struggling with similar confusion about holding company structures last year, I found this incredible AI tax tool at https://taxr.ai that completely clarified things for me. I uploaded my business formation documents and current tax returns, and it analyzed everything to show me exactly how different holding company structures would affect my tax liability. The tool broke down how income would flow between my businesses and to me personally under different scenarios. It even identified specific deductions I'd qualify for with each structure. Best part was it gave me a clear comparison of my current setup versus various holding company arrangements so I could see the actual dollar impact.

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Aisha Hussain

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Did it give you actual advice on which structure to choose or just information? My accountant charges me $400 an hour to discuss this kind of strategic planning and I'm wondering if this could replace some of those conversations.

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Ethan Clark

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I'm a bit skeptical of AI tools for something as complicated as holding company tax structures. Did it account for state-specific regulations too? I'm in California and apparently our rules make holding companies less advantageous.

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It didn't make the final decision for me, but it gave me enough specific information about each structure that I felt confident choosing. It showed me the projected tax outcomes for each option based on my actual numbers, which was exactly what I needed to make an informed decision. Yes, it actually did account for state-specific regulations! I'm in New York, and it flagged several state-specific considerations. For California, I know it has specific functionality because my business partner is there, and it showed different projections for his situation due to California's rules. It specifically noted how California's tax treatment of LLCs would impact the holding company structure.

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Ethan Clark

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OK I have to admit I was wrong about taxr.ai. After our discussion here I decided to try it out, and I'm honestly impressed. As a California business owner, I was worried it wouldn't handle our state's complicated rules correctly, but it totally did. The analysis showed me that a pure holding company structure actually WOULDN'T be ideal in my situation because of California's $800 minimum franchise tax PER LLC. Instead, it suggested a modified structure that would still give me liability protection while minimizing the state tax burden. It even explained how California's treatment of passive income in holding companies differs from federal treatment. Really appreciated the state-specific insight that even my accountant hadn't fully explained to me!

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StarStrider

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If you're serious about setting up a holding company, one thing you'll definitely need to do is talk to the IRS about EINs and filing requirements for each entity. I spent WEEKS trying to get through to someone who could answer my specific questions. Finally found https://claimyr.com and they got me connected to an IRS agent in under 15 minutes! You can see how it works here: https://youtu.be/_kiP6q8DX5c I had a ton of questions about Form 8832 (Entity Classification Election) and whether I needed to file it for each subsidiary, plus some confusion about Schedule E reporting for the rental properties once they were held by LLCs under the holding company. The IRS agent walked me through everything.

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Yuki Sato

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How exactly does that service work? Does it just call the IRS for you? I don't understand why I'd pay for something like that when I could just call myself.

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Carmen Ruiz

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Yeah right, connected to an IRS agent in 15 minutes? I've literally spent HOURS on hold with the IRS and frequently get disconnected. Last time I tried calling about business entity questions I gave up after being on hold for 2.5 hours. Sorry but I'm extremely skeptical this actually works as advertised.

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StarStrider

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It doesn't just call for you - it uses their system that navigates the IRS phone tree and waits on hold for you. Then when an agent actually picks up, it calls your phone and connects you directly to that agent. No hold time for you at all. I was skeptical too. I had tried calling the IRS myself multiple times and either got disconnected or was on hold for so long I had to hang up for other obligations. I understand the hesitation, but it legitimately got me through when I couldn't do it myself. The IRS is especially understaffed for business tax questions, which makes getting through for holding company questions particularly difficult.

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Carmen Ruiz

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I need to publicly eat my words. After responding skeptically about Claimyr, I decided to try it that same afternoon because I was desperate for answers about my S-Corp holding company structure. To my complete shock, I was connected to an IRS representative in about 12 minutes. I didn't have to navigate a single phone menu or wait on hold at all. The agent was able to clarify exactly how I needed to report my holding company's ownership of multiple LLCs on my taxes. For anyone setting up a holding company: make sure you understand exactly how the ownership percentages need to be reported across your different forms. There are specific thresholds that change your filing requirements dramatically, which the agent explained in detail.

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One thing to consider with holding companies that nobody's mentioned yet is the potential for multiple layers of taxation. If you structure it poorly, you could end up with profits being taxed at the subsidiary level, then again at the holding company level, and then a third time when you take money out personally. S-Corps can help avoid this with pass-through taxation, but they have ownership restrictions. C-Corps face potential double taxation. LLCs have flexibility but state fees add up. The right structure really depends on your specific goals - is it primarily asset protection, tax savings, succession planning, or something else?

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NebulaNomad

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Thanks for bringing this up. I'm definitely worried about multiple layers of taxation. My main goals are actually asset protection first and tax optimization second. I have a growing business that's becoming more liability-prone, and I want to protect my rental properties from any business risks. How would you structure things to avoid triple taxation but still get good liability protection?

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Since asset protection is your primary goal with tax optimization secondary, I'd suggest considering a structure where your holding company is an LLC taxed as an S-Corporation (assuming you meet S-Corp eligibility requirements). Then have separate LLCs for each rental property and your business, all owned by the holding company. This gives you the liability protection between assets while avoiding multiple layers of taxation. The income would flow through to your personal return. The S-Corp election for the holding company could potentially save you some self-employment taxes depending on your specific situation. Keep in mind though that true asset protection requires actually operating these entities separately - maintaining separate bank accounts, not commingling funds, having proper documentation, etc. The tax benefits won't matter if the liability protection is pierced because you're not respecting the corporate formalities.

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Does anyone know if forming the holding company in a different state than where you live would make sense from a tax perspective? I've heard Wyoming and Nevada mentioned a lot for holding companies because they have no state income tax.

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I tried the Wyoming thing for my holding company and it was honestly more trouble than it was worth. You still have to pay taxes in the states where you actually do business or own property, plus I had to appoint a registered agent in Wyoming, file annual reports there, AND still register as a foreign entity doing business in my home state. Ended up with more paperwork and fees, not less.

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Amina Diallo

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I went through a similar situation about 18 months ago with roughly the same income level as you. Here's what I learned that might help: First, don't get too caught up in the complexity right away. With $150K in business income plus rental properties, you're definitely at a level where this could make sense, but the structure needs to match your specific goals. One thing I wish someone had told me earlier: the "tax savings" from holding companies often come more from better expense management and strategic timing rather than just the entity structure itself. For example, being able to reimburse yourself for health insurance, home office expenses, and business travel through the holding company can add up to significant deductions. For your rental properties specifically, having them in separate LLCs under a holding company does create nice liability separation, but make sure you understand the ongoing costs. Each LLC typically needs its own tax return (even if it's a simple one), and depending on your state, there might be annual fees for each entity. My accountant had me run the numbers on three scenarios: staying as sole proprietor, setting up just the business as an S-Corp, and doing the full holding company structure. The holding company only made sense once we factored in my plans to acquire more properties over the next few years. The income flow question you asked is key - with an S-Corp holding company, everything flows through to your personal return, so you're not dealing with corporate-level taxation plus personal taxation. Much cleaner than I initially expected.

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This is really helpful perspective! I'm curious about the expense reimbursement aspect you mentioned - are there specific rules about what kinds of expenses a holding company can reimburse that you couldn't deduct as a sole proprietor? Also, when you say "strategic timing," do you mean things like deferring income between tax years or something else? I'm trying to understand if the tax benefits are really worth the additional complexity and ongoing costs you mentioned.

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