It's implied that the brothers got rich through investing in the tech sector just before the dot com bubble burst. Both later moved to the midwest, but they didn't have much success at horse breeding as proven with Glint 1.0 and 2.0, Glint 3.0's predecessor. It's also revealed shortly after playing the brothers that Booker's ex-girlfriend, Imogen Pelly, is pregnant with their first child together.