QUESTION: Is the following scenario a permissible IRA investment for a self-directed IRA (SDIRA) or a self-directed LLC IRA (SDIRALLC)?
My wife and I own (via a joint revocable trust – for estate planning purposes) 23.25% of a privately held bank holding company. We are the largest stockholders. Two other family members (brother and sister to my wife) own approximately 22% each. Thus, the family owns 2/3rds of the bank holding company. The only asset of the bank holding company is 100% ownership of the subsidiary community bank.
Additionally, I beneficially own part of an existing ESOP (that is part of a KSOP retirement plan). The ESOP has a 14%+ equity interest in the holding company. (I am the largest ESOP beneficiary at 25.4% of the ESOP, or about 3.7% of the holding company.) My ESOP account was acquired when I worked for the bank. My employment with the bank ended in 2007. I was, also until 2007, on the bank’s and holding company’s board of directors. Since 2007 I have not been employed by the bank or holding company nor on either’s board of directors. (My wife has never worked for the bank or holding company, nor has she ever served on the boards of directors of either.)
(Of note, I may go back on the board of directors of either or both the bank and holding company in 2017. There is also a remote possibly that I may once again be employed by the bank, or serve in some consulting capacity.)
My wife and I do have our main banking relationship with the bank. These are all in various deposits accounts (plus a safe deposit box). We have no loans at the bank.
The bank is likely to terminate the ESOP part of the KSOP in 2017. The 401(k) part of the KSOP would remain. The ESOP was established in the early 90s as an add-on to the existing 401(k). It was “active” for three or four years, “active” meaning the bank made contributions to the ESOP for the participants. There have been no ESOP contributions since these first few years. The only current activity is the dividends that are paid to the ESOP for the holding company shares owned by the ESOP trust [and subsequently moved to the respective ESOP beneficiaries’ 401(k)], and former employees who in rare times cash in their ESOP balances for a cash out distribution in which the ESOP is a market maker.
If the ESOP is terminated, I would like to roll my ESOP “shares” into a SDIRA (or SDIRALLC if this is required) rather than take the cash payout to a rollover IRA. This would be a trustee-to-trustee transfer as I am not purchasing any holding company stock with any cash ESOP/401(k) funds. I just want to keep what I have. It is my understanding that ownership by a SDIRA of privately held C Corp stock (which this bank holding company is) is a permissible IRA asset. However, there are numerous “self-dealing” prohibited transactions as it relates to owning privately held stock in situations such as I describe above. Thus, my ultimate question is whether or not I can make a rollover (trustee-to-trustee transfer) SDIRA contribution of my ESOP assets already owned (shares of stock in the bank holding company) should the ESOP be terminated, all based on the facts and circumstances as I outline to you above?