I'm going to clarify some terminology, even though I understand your intent. His investments (houses included) are part of his professional corporation(s). A trust is money/property held for someone other than the client, who might only be considered the caretaker, and the trust usually has some kind of tax-protected status.He doesn't buy h>is own homes. He has a lawyer buy his homes through a trust, that way no one knows what he actually owns. When you are making the kind of money he makes and are from one country, but live in another and work in more countries, you have one hell of a tax attorney and accountant on your payroll. His lawyer and accountant know all about the US tax codes. Really anyone in the US who sells one house to buy another knows about it.
Most actors have professional corporation(s) of one type or another. It has a lower tax rate than personal income tax and enables them to write off more expenses. They do tend to use subsidiary companies with untraceable names to buy homes, to keep the public from finding them and invading their privacy. But he will probably have to pay a fair market value lease if the corporation owns the house and he is literally an employee of the corporation. Other corporate structures would treat him as the direct earner and owner. Different strokes . . .
Odds are, he tells his team what he wants, and they deal with the taxes later, since things can change. When someone is a high earner, the accountants don't sweat the numbers - they're just numbers. But the earner might sweat it. I know because I'm an accountant, and I worked for a Beverly Hills boutique bank - very recognizable client names. A lot of them never forgot when they used to be poor.
When he sold the house, I doubt he worried about rolling over the profit (he hadn't owned a house in the US before), even if he was warned right then. If nothing else, he probably figured he could roll it over in NYC. He could sell his place in NYC (or he may just be leasing), so he may still have this rollover problem. Actually, I tend to think he'll keep the NYC place. Maybe he bought this house because of taxes, and maybe not. Or maybe he was leasing during BLL. It's all unverifiable speculation.
Last edited: