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Wisconsin Politics Group Chat: Crowley shines, Tiffany falters in lone gubernatorial debate

From tax plans to education to abortion to Zuckerbucks (apparently), we break down the one and only debate in the general election race for governor. Bottom line? You can’t trust Tom Tiffany.

The Wisconsin Politics Group Chat podcast features Dr. Kristin Lyerly, Pat Kreitlow (The View from UpNorth) of UpNorthNews, Kate Duffy of Motherhood for Good, and Dan Shafer of The Recombobulation Area.

MILWAUKEE, WISCONSIN: Wisconsin Democratic gubernatorial candidate David Crowley (L) and Republican gubernatorial candidate, U.S. Rep. Tom Tiffany (R-WI) participate in a WISN 12 News debate at Marquette University Law School on October 21, 2026 in Milwaukee, Wisconsin. (Photo by Scott Olson/Getty Images)

There is so much happening in the Wisconsin political universe, and your friends at the “Wisconsin Politics Group Chat” podcast are here to break it all down.

This episode aired live on Pat Kreitlow’s YouTube Channel on Thursdy, Oct. 22, at 9 a.m.


On this episode, we reacted to the one and only gubernatorial debate between David Crowley and Tom Tiffany.

If you missed the debate, watch it here:


For a beat-by-beat breakdown of the episode, see below:

  • 0:00 Cold open, show intro, 12 days to the Nov. 3 election

  • 2:59 How are we feeling 12 days out?

  • 5:00 Debate overview: Crowley vs. Tiffany performance

  • 10:53 Crowley’s message: “You can’t trust Tom Tiffany”

  • 13:24 Tiffany’s 2020 election answer and Zuckerbucks

  • 15:17 Wisconsin Elections Commission and democracy concerns

  • 18:49 Tiffany’s “magic math”: freezing taxes, the surplus, income tax cuts

  • 23:54 Rebate checks, tax-cut messaging and trickle-down economics

  • 32:02 Abortion and reproductive rights

  • 37:02 Political fallout and the DSA “gotcha” question

  • 39:34 Tiffany in lockstep with Trump

  • 40:18 Schools, vouchers and Moms for Liberty

  • 44:39 Rural health care and the Rural Health Transformation Fund

  • 46:05 Evers’ shared revenue and Crowley’s Act 12 record

  • 49:12 Closing statements, Tiffany’s plane crash and rural EMS

  • 51:25 I-94 Milwaukee project and the “Milwaukee bashing” playbook

  • 55:46 Vibes: charisma, style and the generational contrast

  • 56:53 Crowley’s personal story vs. Tiffany’s unchallenged career

  • 58:34 Billionaire ad spending and the final 12 days

  • 1:02:07 Panel sign-off

  • 1:02:34 Pat Kreitlow’s history lesson

  • 1:06:49 Sign-off and GO BREWERS!!!


Watch this and every episode of the “Wisconsin Politics Group Chat” on The Recombobulation Area’s YouTube Channel:

You can find every episode of the “Wisconsin Politics Group Chat” on The Recombobulation Area’s podcast feed, available on Spotify, Apple Podcasts, and right here on Substack.


Missed the previous episode of the Group Chat? Find it here:

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Follow Dan Shafer on Twitter at @DanRShafer, at BlueSky at @danshafer.bsky.social, and on Threads at @danshafer.

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