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You know David Axlerod...the chief strategist for President Obama, CNN commentator, and founder of the University of Chicago Institute of Politics. The Obama years come up a bit in this conversation, but we focus mostly on his 20+ years as a working political media consultant before connecting professionally with then-State Senator Obama. We talk cutting his teeth in NYC, how the appeal of Chicago politics drew him to the Windy City, why he made the jump from political journalist to political operative, & stories, lessons, and insights from his 40+ years in and around politics.

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IN THIS EPISODE….

David’s early political memories growing up in NYC…

The political appeal that drew David to Chicago for college…

David tells the story of Chicago machine politics through 3 influential figures…

What made David make the jump from journalism to become a political operative…

The story behind David’s first campaign working for Congressman Paul Simon…

The Axelrod approach to political ads…

David talks his time working for iconic Chicago Mayor Harold Washington…

The historic 1992 Illinois Senate race that might not have happened without Axelrod agitation…

How the 1992 Illinois Senate race foretold the 2004 rise of Senator Barack Obama…

David’s take on the “self doubt” present among many who work in politics…

AND Jill Abramson, Paul Begala, Jessie Berry, Madison Brown, bullshit meters, Jane Byrne, Mike Calabrese, James Carville, cashing in stamps, the Chicago Tribune, chiseling, civilian review panels, Forrest Claypool, Cardiss Collins, George Collins, colorful Chicago lore, the Commissioner of Rodent Control, Rich Daley, Richard J. Daley, Bill Dawson, Alan Dixon, David Doak, Lloyd Doggett, dopes, Stephen Douglas, Rahm Emanuel, Carter Eskew, Jerry Finkelstein, Erwin France, gambling syndicates, Newt Gingrich, golfing with Dan Quayle, hammer-and-tong battles, Fred Hampton, Henry Henderson, Anita Hill, Al Hofeld, homespun wisdom, Hyde Park, impostor syndrome, Ben Lewis, John Lindsay, luminescent figures, JFK, RFK, the Jewish Kennedys, Vince Larkin, Jerry Liebner, Jim Ross Lightfoot, Abraham Lincoln, Little Rock, machine cogs, Jane Mayer, Mark McKinnon, Ralph Metcalfe, Kiki Moore, Carol Moseley Braun, Mike Murphy, Dr. Odom, Jesse Owens, PS 40, Deval Patrick, pastry and cash, Charles Percy, quixotic races, the Reagan Revolution, realpolitik, Republican golden boys, Dan Rostenkowski, Joe Rostenkowski, Mrs. Roth, secret sauces, Bill Singer, slate-making, Bob Squier, Andrew Stein, Stuyvesant Town, Tammany Hall, Clarence Thomas, unerring noses, the University of Chicago, Tom Vilsack, ward bosses, the wheel of history, David Wilhelm, the Wigwam, the Wizard of Oz Syndrome & more!