Democratic political strategist Doug Rubin is a top insider in Massachusetts politics. And, for a while, it seemed like he had the political Midas touch. Over the past 10 years, he's helped usher some of the state's most promising political candidates into office: Deval Patrick, Elizabeth Warren, Joe Kennedy III.

Lately, though, Rubin has had a tougher go of it. His client, former Boston City Councilor Felix Arroyo, didn't make the finals in Boston's 2013 mayoral race, and this fall Rubin lost his biggest race yet when Martha Coakley was defeated by Charlie Baker in the Governor's race.

The Scrum's Adam Reilly and Peter Kadzis visited Rubin at his Northwind Strategies office to talk about reversals of political fortune. Listen to the full episode above.