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  1. Podcasts/
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  3. Craig Gilbert

Craig Gilbert

Craig Gilbert is the Milwaukee Journal Sentinel’s Washington Bureau Chief and longtime political writer. Gilbert has covered every presidential campaign since 1988 and chronicled Wisconsin’s role as a swing state at the center of the nation’s political divide.

Series

Beyond the Polls with Henry Olsen•4 episodes

Recent Episodes

Aug 6
August 6, 2026Beyond the Polls with Henry Olsen
Beyond the Polls with Henry OlsenRicochet•August 6, 2026

America’s Dairyland or the Progressives’ Fairyland?

The Wisconsin state motto is one word: "Forward." And after Tuesday's primary in Michigan, we're reminded again that the progressive left has the momentum in the Democratic Party. To dive into what this left-wing insurgency means for Wisconsin, Henry brings back the Badger State's premier election analyst, Craig Gilbert. Craig explains how Democratic Socialist gubernatorial candidate Francesca Hong benefited from opponents' imploded campaigns, moving from fourth (at best) to the top of the field. He and Henry look to the coming general in Wisconsin 3, where Rebecca Cooke is expected to challenge Republican Derrick Van Orden in a rematch. They also consider how the Democrats' leftward lunge may give Tom Tiffany a better shot than previously thought, given his rural House district (Wisconsin 7) and Trump's low approval. Plus, Henry heads to Michigan and beyond to explain that the DSA's moment has come—before imparting some advice to the ambitious within its ranks who might seek the presidency. And, finally, we inspect another ad from Darline Graham, who seems ready to state some positions. Be sure to sign up for Henry's weekly newsletter, Margin of Victory, for his election insights every Wednesday!
Host:
•Henry Olsen
Organization
Ricochet

October 2020

Oct 7
October 7, 2020Beyond the Polls with Henry Olsen
Beyond the Polls with Henry OlsenRicochet•October 7, 2020

Into the Final Turn

The race has entered its last full month with twists and turns galore. Karlyn Bowman sorts the polling out for us this week while the Milwaukee Journal-Sentinel's Craig Gilbert gives us the state of play in the key swing state of Wisconsin. All this and three ads of the week, only on The Horse Race with Henry Olsen!
Host:
•Henry Olsen
Organization
Ricochet

April 2020

Apr 1
April 1, 2020Beyond the Polls with Henry Olsen
Beyond the Polls with Henry OlsenRicochet•April 1, 2020

Open House

Elections are getting postponed, but that doesn't mean politics is in lockdown. This week we look at the race for control of the U.S. House with the Cook Political Report's Dave Wasserman; talk about how the pandemic is affecting Trump's re-election prospects with the Sabato Crystal Ball's Kyle Kondik; and take another look at Wisconsin with the Milwaukee Journal-Sentinel's Craig Gilbert. All this and a trip the local diner, too, in the Ad of the Week!
Host:
•Henry Olsen
Organization
Ricochet

January 2020

Jan 23
January 23, 2020Beyond the Polls with Henry Olsen
Beyond the Polls with Henry OlsenRicochet•January 23, 2020

Schiff of Fools

Calling all political junkies, number crunchers, and poll watchers: this new podcast is for YOU. Washington Post political columnist and Ethics and Public Policy senior fellow Henry Olsen discusses the likely political impact of impeachment with the American Enterprise Institute’s Karlyn Bowman, what it’s like to cover President Trump every day with the White House Correspondent for the Las Vegas Review-Journal, Debra J. Saunders, and does a deep dive into demographic and political trends in 2020’s most important state, Wisconsin, with Milwaukee Journal-Sentinel political report and analyst Craig Gilbert. All that plus a review of the race for House control and what makes the Ad of the Week tick on the Horse Race with Henry Olsen.
Host:
•Henry Olsen
Organization
Ricochet

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