@Jarid S. Johnson I debated about responding to your post because I wear two hats -- I am employed by a self-directed IRA custodian, but I also have my own SDIRA account as well. I ultimately decided to respond due to your statement that "it's a scary thought." Insofar as possible, I will try to contribute from the standpoint of how I made the decision to self-direct a portion of my IRA funds.
As anyone in a customer-facing role on the "custodial side of the table" will tell you, one of the toughest challenges is to provide education and information without it sounding like advice (which we are not permitted to give). So we fall back on the standard suggestion -- namely, "consult with your attorney, CPA, and/or financial advisor."
But sadly, the professional most likely to be able to give you this advice (your financial advisor) probably can't help you much because he/she either a) doesn't understand self-directed IRAs, and/or b) is limited in what they can offer in the way of investment products.
So self-direction definitely is a scary thought. It was scary for me. You see, for me personally, I do understand the stock market better than I understand alternative investments..... (which is to say that on a scale of 0 to 10, my understanding of the stock market is about 2 or 3, but my understanding of alternatives is about a 1 or 2.) But I decided that if a prospective client asked me if I have a self-directed IRA account (which many have), I wanted to be able to say 'yes.'
I am able to sleep at night with my self-directed investment because it is less than 5% of my overall retirement accounts. I would suggest, therefore, that you not make an SDIRA investment until you are not scared to do so, either through education, investing only a small amount initially, or both.
As far as education goes, I have a dog-eared copy of Mat Sorensen's book "The Self-Directed IRA Handbook" close at hand on my desk at work. You can easily find a copy on Amazon. It is the most thorough book I have personally been able to find on the subject, and as an attorney he provides summaries of many of the key court cases that have helped to shape how the IRS regulations are interpreted and enforced.
Also, there are a number of little bells that go off in my head when reviewing your thread comments and your profile. When speaking with prospective custodians and TPAs (Third Party Administrators), I suggest you pursue, among other things, some of the following topics:
- You have a background in video production that you wanted to apply to real estate investing. Were you thinking that you would create videos of the properties owned by your IRA? If so, have a conversation about whether the custodian believes that might be a prohibited transaction.
- You mentioned fix and flips in your profile. Have a discussion with the custodian about UBIT as it relates to this strategy if done in your IRA.
- You mentioned your interest in an LLC whose members are all IRA accounts. Talk with the custodian about how the LLC is going to be managed, and who will be doing it.
Good luck, and I hope that my thoughts are of some help to you.