Taki Theodoracopulos
His spectator column the high life is probably the best column you can read on a week by week basis. The man exudes crass intellectualism and refined vulgarity. He can also write. He also runs The American Conservative, which has a rather reasonable take on what America's role should be on the world stage.
Gary Brecher: The War Nerd
Best geopolitical analysis on the Internet, and like Taki, he can write! He now has a patron podcast, radio war nerd
George Friedman
Second best geopolitical analysis on the net