Offer your thoughts or opinion on the input financial query or topic using your financial background.

Class of shares specifically for retirement accounts with contribution limits
The fair price of a stock is the present value of its future payments.  That means the stock you have described would have a "fair" value that is quite high and you wouldn't be able to put much of it in your 401(k) or IRA. The IRS requires that "fair value" be used for calculating the value of IRA and 401(k) assets. Of course, if the stock is not publicly traded, then there's not an obvious price for it.  I'm sure in the past people have said they spent a small amount of money for assets that are actually worth much more in order to get around IRS limits.  This is illegal. The IRS can and sometimes will prosecute people for this. In order to address abuses of the system by inclusion of hard to value assets in retirement accounts, the IRS has additional reporting requirements for these assets (nonpublic stock, partnerships, real estate, unusual options, etc.) and those reporting requirements became more stringent in 2015.  In other words, they are trying to clamp down on it. There are also likely problems with prohibitions against "self-dealing" involved here, depending on the specifics of the situation you are describing.