How can Democrats do a better job of messaging to voters? Which party is hurt more by Independent candidates? And are poll numbers as helpful as pundits claim? In this episode, Claire McCaskill and Jennifer Palmieri answer your listener questions.

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How do you win an unprecedented election that could see a criminally indicted ex-president take on the current Commander in Chief? How do you win crucial down-ballot races that will ultimately shape the power dynamics for whoever wins the White House? And how do you win over voters – of ANY party -- when mistrust in leadership is at an all-time high? Our hosts, Claire McCaskill and Jennifer Palmieri, are two of the most well-respected voices in American politics today and have some ideas. Listen to “How to Win 2024” wherever you get your podcasts.

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Is retribution a winning campaign issue? That’s the question Senator Claire McCaskill and former White House Communications Director Jennifer Palmieri want to answer this week. And the striking contrast of the two presidential candidates comes into sharper focus: while one meets with G7 world leaders after honoring the fallen heroes of D-Day, the other tells his supporters he doesn’t care about them, he just needs their vote. Then: what is more of a kitchen table issue to voters than stubbornly high food prices? Montana Senator Jon Tester sits down with Claire and Jen to lay bare the effects of corporate consolidation on food production and what it means for your next grocery run.

Stark Contrasts, Steep Prices

As a bonus for listeners, we’re sharing a special preview of the second season of the award-winning original series, “Rachel Maddow Presents: Ultra.” In the chart-topping second season, Rachel Maddow returns to uncover the shocking history of the ultra-right’s reach into American politics. Listen to the entire first episode now, and follow the show to get the whole series: https://link.chtbl.com/rmpust_fdlw. You can also subscribe to MSNBC Premium on Apple Podcasts for early access to every episode the Friday before it drops, and ad-free listening to all episodes of Ultra seasons one and two.

BONUS: Season 2 of “Rachel Maddow Presents: Ultra”

What a difference a week makes. Last Senator Claire McCaskill and former White House Communications Director Jennifer Palmieri spoke, the jury was deliberating, and now the contrast of the two incumbents is in stark relief. The pair frame how to talk about running against an opponent found guilty on 34 criminal counts, and how desperate Republicans seem to be-- to undermine our judicial system and call for retribution, just to curry favor with Trump. Then Kelley Robinson, President of the Human Rights Campaign, joins to kick off Pride Month and zero in on what issues are most urgent for LGBTQ+ voters. And before signing off, Claire and Jen take a beat to lay out the hard but necessary executive action President Biden took this week to stem the flow of immigrants crossing the border illegally, as the GOP stand idly by.

Pride and Prejudices

There’s been a lot of hand wringing this week as Democrats read Chicken Little headlines, leading to some nerves about Biden’s prospects this fall. But Senator Claire McCaskill and former White House Communications Director Jennifer Palmieri seek to calm the waters and highlight what Biden has going for him beyond his legislative record: laying the foundation for a robust ground game operation. Guy Cecil, former head of the Super PAC Priorities USA, joins this episode to describe what a sturdy operation looks like on the ground and how to use SuperPAC money to get your message out. We may not like dark money in our elections, but as Claire says, this is the hand we’ve been dealt- so we've got to play it.

Building a Killer Ground Game

When thinking about how to win 2024, don’t sleep on the swing voter. That’s the takeaway Senator Claire McCaskill and former White House Communications Director Jennifer Palmieri hope to get across. But it’s a “Yes, and...” scenario. Biden needs to keep touting his wins on the economy and jobs, while highlighting where Republicans are blocking progress: on reforms to immigration and policing. Then, former U.S. Attorney and law professor Barbara McQuade stops in to recap the highs and lows from Donald Trump’s criminal trial as the jury preps for deliberations next week. And beyond the legal impact, Claire and Jen take a beat to analyze the political impact the jury’s decision will have this fall.

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