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Tax Tuesdays
Should You Put Your Primary Residence In A Trust?

It’s Tax Tuesday again, and today we’re mixing it up – this episode is hosted by Anderson Advisors’ Michael Bowman, Esq, who welcomes two of Anderson’s expert tax pros, Eliot Thomas, Esq., and Kurt Bergfjord, Esq. And as always we’ve got our talented and experienced tax advisors manning the chat questions in the office.

On today’s episode, the guys review all the documents and receipts that you should be gathering up in preparation for filing your taxes, and answer multiple listener questions around the pros and cons of C-Corps, S-Corps, Partnerships, and the audit magnet – Sole Proprietorships. The discussion also covers our episode title question – are there benefits to putting your primary residence in a trust – which is really only for asset protection and estate planning – there are no tax benefits to doing so.

If you have a tax-related question for us, submit it to taxtuesday@andersonadvisors.


  • “Even if I show income on my tax return from rental and business activity as a sole proprietorship, and self-employed but no taxable income because I use my large net operating loss to cover all taxes, is my income still considered income or will it be a hindrance as far as getting an investment loan or home equity line?” – It depends – Some are going to look at this, it will ding you, and you won’t be able to get a loan. Others will take it into consideration and analyze the tax return.
  • “I currently have two LLCs in California that I file as a partnership. Should I create another LLC as a holding for both LLCs? And should that be disregarded or filed as a partnership as well? Of course, there is the additional cost of $800 for California as well. What’s your suggestion?” – from the legal point of view, it might be a better idea to have that holding company and all those assets coming into it.
  • “How can a full-time LP investor in private equity in real estate syndications as well as stock investor utilizing options for income, structure such as to offset income of these activities with expenses, syndication conferences, to vet sponsors, subscription services, travel for investment briefings, computer equipment, expenses, et cetera? Assets are held in a Wyoming LLC and property trust for the stocks. Would a management C-corp make sense having one ‘client?’ I am aware of people in my circumstances that write off expenses on their schedule C, but I recall Anderson doesn’t recommend that.” – If we could utilize that management corp, maybe we can capture some of those benefits that you otherwise wouldn’t be entitled to.
  • “How is REPS applied to a tax return?” – If you are a real estate professional (REP)for all intents and purposes, then you can actually turn that otherwise passive income into non-passive income. I’s going to be on Schedule E page one or Schedule E page two if you have a K-1
  • “We have seven rental properties set up with the ABA structure. My husband works full-time for the government. I manage our home and rental properties. Two properties are mortgaged, the rest are paid for. Now, both in our 50s, we’re financially comfortable with a large cushion. We got retirement funds, mutual funds, properties, kids, education funds, et cetera, but we are getting killed in taxes every year. I feel like we are working to pay taxes. We don’t live extravagantly, and still drive the same cars for 10–15 plus years. Taxes feel like a punishment for saving when we were younger.” – Ideas to save on taxes include becoming a REP, depreciation, cost-seg study, there’s even a nickname- “short-term rental loophole”
  • “What are the tax benefits of putting my primary residence in a trust?” There is no asset protection, but if it’s in the right kind of revocable trust, then we still get to take advantage of our section 121 of tax exemption from gains on the sale of your primary residence—$250,000 single, $500,000 married filing joint.
  • “I want to be as anonymous as possible. What is the best business structure and ways to submit taxes? I do not want the tax info to flow down to my personal taxes.” – When we talk about anonymity, anyone looking at your personal tax return is really not going to have too much of a purview into your business activities.
  • “Should I do a cost seg for a condo?” It depends – Have you had it for a while? are you a REP? Are you renting it out? Have you been appreciating for a while?
  • “What is the best corporate structure to have in place that can also allow for tax savings?” We’ve covered this – C-corp, S-corp, partnership, and then the worst would be sole proprietorship.
  • “What tax incentives are there for real estate investors to not have to pay an absurd amount in taxes?” – REP status, short-term rentals, cost seg studies, 1031 exchange, keep good books!
  • “As a real estate investor opening my first LLC, which is the best for me to use, S-corp or C-corp? – it depends – do not put appreciating property in a C-Corp, but C is good for short terms or flips.
  • “I started my LLC last year to begin my search for buying a business or real estate. Currently, I am a W-2 employee while I get started. My question is, can I write off any expenses since I did not make any money in my LLC? We’ve incurred expenses, but I don’t have any income.” – was it open for business, or are you in the exploratory phase? timing on when to deduct may be more important.


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Full Episode Transcript:

Michael: All right. Welcome to Tax Tuesday. We’ll let everyone come in and start joining us. I got a cool show today. You guys have seen me a couple of times. Generally, when we’re out in Hawaii, Toby grabs me and we’ll do a joint one. Today I’m taking it over for the day, and I brought a couple of excellent tax professionals.

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