HBO and The Ringer's Bill Simmons is joined by former longtime Vanity Fair editor Graydon Carter to discuss working in a world of satire (6:00), the creation of Spy Magazine (11:00), Trump's threats against Spy Magazine (20:00), the prosperity of the '90s (30:00), the tabloid decade of the 2000s (38:00), Los Angeles as the top American city (52:00), the Vanity Fair Oscars party (1:04:00), and the "grass is always greener" mentality in society (1:12:00).