Yes, with each revisit, the show’s ostensibly cool protagonist Don Draper seems like a bigger, shittier piece of shit. I’m not here to talk to you about problematic antiheroes and I’m not here to reopen the case of Don Draper; either he lives in your heart or he doesn’t. But every time I dip back into the show that’s ostensibly his life story, the whole project seems deeper, sadder and funnier—and a different supporting character emerges as an MVP. Last go-round, I became convinced Pete Campbell was one of the great protagonists in all of American fiction; the time before that, it was Peggy. The characters don’t change, of course, but I do; I get older, and they live out the same ten years over and over, their historically tumultuous lives becoming a fixed point in my own turbulent life. (Sometimes I’ll try to line up Dark Side of the Moon/Wizard of Oz style conjunctions to maximize the resonance, timing a winter rewatch so that a Christmas episode like “Shut the Door, Have a Seat” lands during actual Christmas. I used to calculate Don Draper’s age in a given season, taking note of when it matched up with my own, wondering what it would feel like to be 41 in 1967; now I’m older than we ever saw Don get. It’s enough to make a man listen to half of “Tomorrow Never Knows” and then wander dejectedly off to bed.)
You could do this with any show, of course, but I’m convinced Mad Men is the best one to do it with, because it’s so explicitly about the passage of time. Something about the Godlike perspective afforded me as a person who knows far more than Pete and Joan and Peggy do about what’s going to happen to them is a balm for the existential chill of living my own life in a benighted linear fashion, as we all do. To reiterate the theme of this package: TV scene is crazy, shows start up each and every day, special new shows, gotta catch ‘em all. Sure, sure. But at the literal and figurative end of the day, are you a processing system—a machine that turns recommendations from TV critics, who by definition are more into new TV shows than you are, into watched shows? Or are you a human being who uses an entertainment medium for its intended purpose? When in doubt—whether it’s what-to-watch doubt, or sitting-out-on-your-freezing-balcony-just-to-feel-something what-does-it-all-mean doubt—just rewatch Mad Men. Whether it’s your first time or your fiftieth, your best rewatch is like the best cigarette of the day: namely, the next one.
