Your casting instincts are pretty good, with the exception of Soros or Spitzer as Thurston Howell, III, the millionare. They’re not nearly as “Locust Valley Lockjaw” pretentious-sounding as they’d need to be. Soros sounds flat out foreign, Spitzer sounds like a moderately educated thug.
How about “Ahoy Polloi” John Kerry, with “Terayza” playing Lovey. Husband and wife in life and on screen. It’d be a hoot. She’d need a boatload of gin-soaked raisins to stay sweet enough for the duration of filming, though.
just have to make sure there plenty of locals for horseface to shoot in the back as well...