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With the long-awaited premiere to Season Five imminent, Mad Men is on many a person’s mind. For the next thirteen weeks, some may revel in a neverland of glamorous mid-60s living fraught with social strife; others may wonder what jaw-dropping, life-changing events await their favorite characters. But for us here at Press Play, it’s about the moments. Moments that have us instantly rewinding our DVRs as soon as an episode is over, or poring over blog recaps all Monday long while real work lies unattended. Mad Men has yielded four seasons stuffed with such moments. We decided to produce a series of videos dedicated to spotlighting some of the best.

This was no easy task and involved a fair amount of deliberation in selecting four iconic moments to produce the video essays that are our specialty here at Press Play. We decided to pick just one moment from each of the previous four seasons that lent itself best to video essay treatment. What surprised us was how each selected moment organically led to distinctly different approaches in our analysis. Watch each video and see what we mean. If anything they will have you salivating for more from Matt Weiner, Jon Hamm & company.

Press Play is especially fortunate to have as co-producer of the series Deborah Lipp of the popular Mad Men blog Basket of Kisses. Deborah co-runs the blog with her sister Roberta Lipp (who lent her estimable voice talents to three of these videos) and was an invaluable presence in bringing this series to fruition. Not only are we proud to co-present these videos with Basket of Kisses, we are doubly excited to announce that Deborah will serve as Press Play’s very own Mad Men specialist, writing episode recaps throughout the season. Look for her first recap this Sunday IMMEDIATELY following the end of the two-hour season premiere, which starts at 9PM on AMC. For the next thirteen weeks, Press Play will be an essential destination for replaying another season’s worth of Mad moments.

Index of “Mad Men Moments” Video Essays:

It’s a Mad World: A video essay by Serena Bramble, essay by David Ehrenstein

Season One: The Carousel by Tommaso Tocci and Kevin B. Lee

Season Two: The Sad Clown Dress by Deborah Lipp, Roberta Lipp and Kevin B. Lee

Season Three: The Lawnmower by Amanda Marcotte, Roberta Lipp and Kevin B. Lee

Season Four: The Fight by Serena Bramble, Deborah Lipp, Roberta Lipp and Kevin B. Lee

Top Five Mad Men Moments, selected by the Mad Men blog Basket of Kisses

Deborah Lipp is the co-owner of Basket of Kisses, whose motto is “smart discussion about smart television.” She is the author of six books, including “The Ultimate James Bond Fan Book.”

Kevin B. Lee is Editor in Chief of IndieWire’s PressPlay Video Blog and contributor to Roger Follow him on Twitter.

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