Through what mechanism can a large net worth individual get a company like Apple to buy things for them? They're not the only shareholder
This is also possible to do today and when it happens the SEC investigates whether a $100M painting for the CEO's office was an appropriate expenditure of other shareholders money. The tax policy doesn't have a bearing on this type of fraud
letters of credit or equivalent, heck there are whole circuits already that work like that, they move around credits at neutral exchange rates so they end up financially as exchanging debts, like sardex.