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Winning the Tough Ones

Justin Grubbs

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Winning the Tough Ones

Winning the Tough Ones

Justin Grubbs

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About Us

Dig deep into campaigns of every level. We bring on as guests some of the most influential and successful politicians and campaign strategists to get the the insider's perspective on what went down before, during, and after election day. Join our host, Justin Grubbs, as he sits down with winning political professionals from all sides of the spectrum.

Latest Episodes

Joe Lakin, Fending off Spoilers in Cierpiot 2017

Campaign Strategist Joe Lakin tells us the story of how he won his 2017 Pollie Award. All campaigns are hard, but run-offs are another beast altogether. And when a well-known figure in your own party decides to run as an independent the difficulty is hard to measure. And yet in spite of these obstacles, Lakin and the Victory Enterprises team would successfully take Mike Cierpiot to a victory in the Missouri State Senate 2017 Run-off Election.

33 MINJAN 22
Comments
Joe Lakin, Fending off Spoilers in Cierpiot 2017

Nicole Schlinger, on How Calling your Representative Changes the World

Nicole Schlinger, President of the Campaign Headquarters call center, walks us through some her toughest battles, including Iowa Tax Bills, Merrick Garland's Nomination controversy, and the fight around the Affordable Care Act.

37 MINJAN 21
Comments
Nicole Schlinger, on How Calling your Representative Changes the World

Dave Kochel, Campaign Strategist for Jeb! 2016

Dave Kochel, campaign strategist for Jeb Bush's 2016 presidential run, walks us through the trials and tribulations of working on a campaign that Donald Trump targeted early and effectively.

27 MIN2019 DEC 27
Comments
Dave Kochel, Campaign Strategist for Jeb! 2016

Jeff Roe, on leading Ted Cruz to victory in the Iowa Caucus

Jeff Roe, Campaign Manager for the Ted Cruz 2016 Presidential Bid, tells us the story of that campaign, and the strategies they used to take Iowa right from under Donald Trump's nose.

31 MIN2019 DEC 18
Comments
Jeff Roe, on leading Ted Cruz to victory in the Iowa Caucus

Jeff Link, Battling with Paul Manafort in Ukraine 2010

Jeff Link, Campaign Manager for Senator Tom Harkin and Paid Media Consultant on the Obama campaign, tells us about his work on the Ukraine 2010 Presidential election, fighting against Victor Yanukovych and future Trump Campaign Advisor Paul Manafort.

23 MIN2019 DEC 18
Comments
Jeff Link, Battling with Paul Manafort in Ukraine 2010

Eric Branstad on Trump 2016; How the Midwest was Won

Eric Branstad was the Iowa State Director for President Donald Trump's 2016 bid for office. He worked alongside Corey Lewandowski, Rudy Guiliani, Senator Joni Ernst, and his own father, former Governor Terry Branstad, to build a unified coalition in Iowa and a rabidly enthusiastic base. And then Trump asked him to do the same thing in Wisconsin, with just months left to go.

29 MIN2019 DEC 14
Comments
Eric Branstad on Trump 2016; How the Midwest was Won

State Senator Chuck Larson, and the Greatest Campaign Ever Run

Chuck Larson is an army veteran, the former US Ambassador to Latvia, and in the early '90s he ran what has been called The Greatest Campaign Ever Run. I sat down with Chuck to ask about his secret, and learned about the lengths one can go in polishing a campaign.

24 MIN2019 DEC 14
Comments
State Senator Chuck Larson, and the Greatest Campaign Ever Run

Swimming Against the Tide, with Dave Heller

Dave Heller, the award-winning Democratic Media Consultant who has worked on the campaigns of Senators Elijah Cummings, Joe Donnelly, and Maxine Waters to name a few, walks us through some of his toughest races in North Carolina, Indiana and Minnesota, as well as the strategies he employed to tip the balance in their favor.

23 MIN2019 NOV 27
Comments
Swimming Against the Tide, with Dave Heller

Three Strategies to Move the Undecided Voter Your Way

14 MIN2019 APR 17
Comments
Three Strategies to Move the Undecided Voter Your Way

The Failproof Fundraising Letter for Candidates

11 MIN2019 APR 3
Comments
The Failproof Fundraising Letter for Candidates

Latest Episodes

Joe Lakin, Fending off Spoilers in Cierpiot 2017

Campaign Strategist Joe Lakin tells us the story of how he won his 2017 Pollie Award. All campaigns are hard, but run-offs are another beast altogether. And when a well-known figure in your own party decides to run as an independent the difficulty is hard to measure. And yet in spite of these obstacles, Lakin and the Victory Enterprises team would successfully take Mike Cierpiot to a victory in the Missouri State Senate 2017 Run-off Election.

33 MINJAN 22
Comments
Joe Lakin, Fending off Spoilers in Cierpiot 2017

Nicole Schlinger, on How Calling your Representative Changes the World

Nicole Schlinger, President of the Campaign Headquarters call center, walks us through some her toughest battles, including Iowa Tax Bills, Merrick Garland's Nomination controversy, and the fight around the Affordable Care Act.

37 MINJAN 21
Comments
Nicole Schlinger, on How Calling your Representative Changes the World

Dave Kochel, Campaign Strategist for Jeb! 2016

Dave Kochel, campaign strategist for Jeb Bush's 2016 presidential run, walks us through the trials and tribulations of working on a campaign that Donald Trump targeted early and effectively.

27 MIN2019 DEC 27
Comments
Dave Kochel, Campaign Strategist for Jeb! 2016

Jeff Roe, on leading Ted Cruz to victory in the Iowa Caucus

Jeff Roe, Campaign Manager for the Ted Cruz 2016 Presidential Bid, tells us the story of that campaign, and the strategies they used to take Iowa right from under Donald Trump's nose.

31 MIN2019 DEC 18
Comments
Jeff Roe, on leading Ted Cruz to victory in the Iowa Caucus

Jeff Link, Battling with Paul Manafort in Ukraine 2010

Jeff Link, Campaign Manager for Senator Tom Harkin and Paid Media Consultant on the Obama campaign, tells us about his work on the Ukraine 2010 Presidential election, fighting against Victor Yanukovych and future Trump Campaign Advisor Paul Manafort.

23 MIN2019 DEC 18
Comments
Jeff Link, Battling with Paul Manafort in Ukraine 2010

Eric Branstad on Trump 2016; How the Midwest was Won

Eric Branstad was the Iowa State Director for President Donald Trump's 2016 bid for office. He worked alongside Corey Lewandowski, Rudy Guiliani, Senator Joni Ernst, and his own father, former Governor Terry Branstad, to build a unified coalition in Iowa and a rabidly enthusiastic base. And then Trump asked him to do the same thing in Wisconsin, with just months left to go.

29 MIN2019 DEC 14
Comments
Eric Branstad on Trump 2016; How the Midwest was Won

State Senator Chuck Larson, and the Greatest Campaign Ever Run

Chuck Larson is an army veteran, the former US Ambassador to Latvia, and in the early '90s he ran what has been called The Greatest Campaign Ever Run. I sat down with Chuck to ask about his secret, and learned about the lengths one can go in polishing a campaign.

24 MIN2019 DEC 14
Comments
State Senator Chuck Larson, and the Greatest Campaign Ever Run

Swimming Against the Tide, with Dave Heller

Dave Heller, the award-winning Democratic Media Consultant who has worked on the campaigns of Senators Elijah Cummings, Joe Donnelly, and Maxine Waters to name a few, walks us through some of his toughest races in North Carolina, Indiana and Minnesota, as well as the strategies he employed to tip the balance in their favor.

23 MIN2019 NOV 27
Comments
Swimming Against the Tide, with Dave Heller

Three Strategies to Move the Undecided Voter Your Way

14 MIN2019 APR 17
Comments
Three Strategies to Move the Undecided Voter Your Way

The Failproof Fundraising Letter for Candidates

11 MIN2019 APR 3
Comments
The Failproof Fundraising Letter for Candidates
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