This question is directed to you tax strategists and seasoned entrepreneurs. First, let me explain my situation.
I currently have ownership in multiple LLCs and one general partnership. Income flows from these entities directly to me, at which point I pay income tax and self-employment tax. I've read several books on tax strategies and such. Equipped with this knowledge, I want to maximize my tax savings and minimize my liability.
My best option, as I see it, would be to incorporate a holding company, elect to be taxed as an S-corp, switch my general partnership to an LLC, and put the new LLC along with my other LLCs underneath the holding company.
ALL income would flow through to the holding company. The holding company will pay me a salary up to $50,000/year for managing these assets and pass the rest of the income to me as a distribution. The tax savings are realized in these ways (a) paying myself a salary is a write-off for the holding company, as is a portion of the FICA taxes they match for me, so I only pay income tax and my portion of the FICA taxes. (b) the distributions are not subject to self-employment tax and will be taxed at my income tax bracket which will be low initially. (c) I will be able to write a lot more things off that LLCs cannot write off.
When my companies are creating enough wealth for the holding company to take advantage of the C-corp tax classification, my holding company will switch to C-corp tax election status permanently. The distributions will turn into dividends that will be taxed at the portfolio income tax levels (substantially lower than what the distributions are taxed at now) and I will be able to write a LOT more expenses off. I will also be able to keep money within the holding company for investment purposes and only pay taxes at the corporate level, avoiding double taxation.
My question is: Does this sound like the best strategy? If not, what would you suggest?
Please, no "You should talk to a CPA or tax attorney" answers. If you don't have an educated answer, please don't make a post. If I wanted a CPA or tax attorney's answer, I would have asked one. Their answer will come soon enough when I hire them to enact all of this for me.
I want your answer. Thanks in advance! Please excuse the sloppy wording and terrible flowing of thought throughout this post, I'm half awake but too anxious to wait 'till the morning.





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Glad to see someone else that looks this deep into the tax code!!!


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