The stock markets were jarred again last Wednesday when the electronic dealer Knight Capital went out of control and sent huge numbers of unintended orders to various exchanges.
Another alternative is to simply transfer discounted minority stakes in the company to a trust over time, but in order to keep that stockout of your estate the trust must be independent, which raises the question of control.
Couple that with the fact that, unlike Apple, JC Penney does not manufacture the product they stock or control the wider Retail environment for their goods, so this approach also may also be out of synch with their core market dynamics.