Former solicitor general Walter Dellinger has a full docket these days: The O’Melveny & ­Myers partner heads a Harvard/O’Melveny Supreme Court and appellate practice clinic, and is a visiting professor of law at Harvard Law School. But there is one evening already blocked out on Dellinger’s calendar: March 25, the season five premiere of Mad Men, a TV show about New York advertising executives in the 1960s. An avid fan since its 2007 debut, Dellinger led a blog discussion of the show’s fourth season for The Wall Street Journal. Senior reporter Amy Kolz spoke with Dellinger about life during the Mad Men years, and his expectations for the upcoming season.

You began your law career during the Mad Men era. What do you think is most realistic about the show’s portrayal of the time?