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Posted about 8 years ago

Solve the Puzzle. Craft a Deal. Part Deux.

     I concluded the first part of this story by suggesting that there might be a way to make what would be a good deal even better. This is the link to Part 1.

     What if I bought this property through my self-directed Roth IRA? Under ordinary circumstances I would not consider buying a rental property through my IRA. Doing so wastes the tax benefits of owning rental property. One cannot realize a tax benefit in a tax exempt account. In this case, since I planned on selling the property immediately, I would not be entitled to claim a tax deduction for depreciation so this did not apply.

     Though I am a careful investor and a good record keeper there is always a risk that an IRS agent might poke around and try to claim that managing a rental property was self-dealing. That assertion, if proved, could destroy the value of an IRA. I know I could reduce that risk by hiring a property manager but something unexpected could come up. What if the property manager inadvertently paid a bill for this property outside of the IRA? What if the neighbor calls and alerts us to the fact that water is pouring out of the house during Winter? (I live in Michigan, this is a sign of broken, frozen pipes and it does happen.) I live nearby. Would I be content to let the water flow until the property manager could address it or might I run over and secure the property myself? Might an IRS agent looking to claim half of my IRA for the government consider this self-dealing? I wouldn’t usually take the chance.

      This transaction is considerably less risky than operating a rental through my IRA. My IRA will own the property for the few minutes it takes to sign the land contract agreement and the memorandum. The property will be transferred on the tax rolls and the investor/buyer will be responsible for the maintenance of the property, keeping it rented, placing insurance and paying taxes. (This investor actually delegates much of the operation of the property to a professional property manager.) I will have no direct involvement with this property. It seems it would be quite a stretch for an IRS agent to claim I was self-dealing now.

     There was a major obstacle to purchasing this property in my IRA. I did not have enough funds available. I did have a few notes outstanding. I called one of the borrowers. They had enough funds available to cover the difference between what I had available and what I needed. They agreed to pay down their note. (I am fortunate to work with people whose success I care about and who care about mine.) While we were on the phone they mentioned that they had another deal coming up soon and they wanted to know if I would like to partner on it. It sounded like a solid deal and since this investor is someone I have partnered with frequently I was able to give preliminary approval to the next project (contingent upon the supporting documentation verifying the scenario—I have no doubt it will). So, I secured the means to purchase this property through my IRA and also set up another investment which will be funded through a different entity.

     This investment now functions much like an investment in a note secured by real estate. Since it is held in a tax free account there will not be any adverse tax consequences to me if the property is sold within a year. I can remove any restrictions concerning the holding time for my buyer. A quick sale will increase my ROI considerably. I have done several deals with this investor and have a high level of trust in their character and ability to perform so I required only a small down payment (some of which was provided by the tenant (seller) in the form of a security deposit and first month rent). My buyer adds a rental property with built in equity to their portfolio that cash flows immediately for little out of pocket cost. I gain an income stream into my IRA which is secured by the equity in the property and which will provide a nice profit when the investor cashes out the land contract. (The land contract is for only 3 years with a balloon payment due at that the end of the 3 year term.)

     This deal had a lot of moving parts. It may not have been worth doing if the pieces could not have been placed in the correct configuration but once the puzzle was solved it became a nice profitable deal.



Comments (7)

  1. Love it, Jeff! My favorite part: buried in your story is the fact that you were working on this one investment but discovered another investment and you laid the groundwork to pick that one up too. Investors need to develop this skill of focusing on one investment to bring it to completion but ALSO watching for other opportunities too.


    1. @Kent Clothier, thanks. Business gets much easier when one pays attention to relationships and cooperates with other investors instead of competing with them. Some of my best investments (and stories) were not my idea. I didn't plan them, in fact couldn't plan them, because I didn't even know they were possibilities. The only reason I could participate in those deals was because another investor invited me to, either because I had something that would help with the deal or because we had done a previous deal that went well and we enjoyed working with each other. 


  2. @Steve Vaughan, I wouldn't do a fix and flip either. If you do any of the work yourself, act as general contractor, or the sales agent you could be considered to be self dealing. You open the IRA to review and the penalties are severe--could essentially lose half the IRA after taxes and penalties for even a small mistake. The rules on a Solo 401k are more lenient and the penalties less severe. If you qualify for one that would be a safer bet for a rental--I still wouldn't do a fix and flip in a retirement account.


    1. Understood. Thank you, Jeff! Shows what I know lol.

      Perhaps a no-touch wholesale deal then. I'll keep it to that or lending. Thanks again!


  3. Nice! I haven't purchased with an IRA yet, so thanks for the idea. Good call on weighing the pros and cons of that and thanks for explaining some of the self-dealing rules and tax reasons to or not to hold RE inside an IRA.

    Was the other land contract that gap-funded this deal also in an IRA already? Or  was the gap small enough to just take the buy-down $ and make a 2016 contribution ? 


    1. @Steve Vaughan, I am not an expert on self directed IRAs but have been using mine for ~5 years now. I generally loan funds short term to flippers in this account. The gap funding I mentioned came from one of my frequent flipper/borrowers. My IRA account had ~$25K less than I needed to complete this purchase. I called the borrower on a note that was already in my IRA, asked them if they had $25K available and if they would be willing to pay down their note a bit early. They had the funds and wired them into my IRA. I was then able to complete the purchase with funds that came exclusively from the IRA. It was an all cash purchase using only IRA funds.


      1. Ok, so the other note that was paid down to help fund this one was in an IRA as well.  Thanks for the explanation.

        If buying inside an IRA, I will do lending or fix & flips as well.  Too many tax advantages built in to buy and holds already.   Avoiding self-dealing on a rental looks like a major pain.  Especially for an extreme DIY-er.   Thanks, Jeff!