Cover art for podcast The Wilderness

The Wilderness

23 EpisodesProduced by Crooked Media Website

What will it take to defeat Donald Trump in November? In season 2 of The Wilderness, Jon Favreau looks for the path to victory in 2020 by talking to voters, strategists, organizers, and candidates in the battleground states that will decide the election.

23 Episodes | 2018 - 2020

The Wilderness, Season 1 Trailer

July 6th, 2018

3:29

The Wilderness is a documentary from Crooked Media and Two-Up Productions about the history and future of the Democratic Party. Pod Save America’s Jon Favreau tells the story of a party finding its way out of the …

Chapter One: The Democracy

July 16th, 2018

47:24

How did we get here? The history of the Democratic Party, from its birth in the 1820s through the election of Barack Obama. Learn more: www.thewildernesspodcast.com The Wilderness with Jon Favreau is presented by Honey. …

Chapter Two: The Change

July 16th, 2018

40:39

What is Barack Obama’s legacy? A closer look at how an historic presidency shaped the party and the country. Learn more: www.thewildernesspodcast.com The Wilderness with Jon Favreau is presented by Honey. Join for free …

Chapter Three: The Nightmare

July 16th, 2018

54:34

Why did Democrats lose the 2016 election? The candidates, campaigns, and conditions that led to America’s worst person becoming president.  Learn more: www.thewildernesspodcast.com The Wilderness with Jon Favreau is …

Chapter Four: The Voters

July 16th, 2018

52:21

How do we fix what’s wrong with the Democratic Party? Focus groups of Democratic voters in Texas and Michigan, along with thousands of callers, offer their views.  Learn more: www.thewildernesspodcast.com The Wilderness …

Chapter Five: The Backlash

July 23rd, 2018

51:15

How do we fight for justice and equality in the face of racism? The struggle to break the cycle of progress and backlash that defines race and …

Chapter Six: The Big We

July 30th, 2018

41:55

How can Democrats build a multiracial coalition that adds up to an electoral majority? A discussion about whether it’s necessary or possible to win …

Chapter Seven: The Newcomers

August 6th, 2018

1:01:48

What’s the best way to fight for a humane immigration policy? Immigration advocates talk about the decisions that shaped the debate and where we go …

Chapter Eight: The 1%

August 13th, 2018

41:08

Why do we have an historic level of inequality in this country? The economic transformations and political decisions that have diminished the …

Chapter Nine: The Second Bill of Rights

August 13th, 2018

57:01

What does a bold, progressive economic agenda look like? Policy experts talk about the big ideas that can shape the Democratic Party’s platform. …

Chapter Ten: The Blob

August 20th, 2018

52:28

How can Democrats avoid conventional thinking on foreign policy? A discussion about what a new era of American leadership might look like. Learn …

Chapter Eleven: The Filter

August 27th, 2018

1:06:51

How can Democrats break through in today’s media environment? A strategy for rethinking the way we communicate with the public. Learn more: www.thewildernesspodcast.com The Wilderness with Jon Favreau is presented by …

Chapter Twelve: The Party

September 3rd, 2018

59:18

How democratic should the Democratic Party be? The evolving relationship between party leaders and grassroots organizers. Learn more: 

Chapter Thirteen: The Bench

September 10th, 2018

46:06

How can we recruit a new generation of winning candidates? Three young, recently-elected Democrats talk about what it’s like to run for office. Learn more: www.thewildernesspodcast.com The Wilderness with Jon Favreau is …

Chapter Fourteen: The Ceiling

September 17th, 2018

1:01:54

What are the unique challenges facing women in politics? A first-time candidate who’s running to be a state legislator tells her story. Learn more:

Chapter Fifteen: The Story (with Barack Obama)

September 24th, 2018

57:44

In the series finale, Barack Obama and Jon Favreau have a conversation on the story we need to tell about America. What should the Democratic Party’s …

The Wilderness, Season 2 (coming January 13, 2020)

January 6th, 2020

3:41

Jon Favreau looks for the path to victory in 2020 by talking to voters, strategists, organizers, and candidates in the battleground states that will decide the election.

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Chapter 1: The Stakes

January 13th, 2020

43:49

What can the 2018 midterms teach us about 2020? A deep dive into how the Blue Wave shapes the race against Donald Trump and the path to 270.

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Chapter 2: The Northeast

January 13th, 2020

51:32

How can grassroots organizers flip a red state? We talk to women who are trying to turn Pennsylvania blue and defeat Susan Collins, and sit down with …

Chapter 3: The Southwest

January 20th, 2020

45:59

Are the Sunbelt’s suburbs key to victory in November? We talk to Romney-Clinton voters in Arizona and follow a candidate who’s trying to flip her …

Chapter 4: The Southeast

January 20th, 2020

48:00

How can Democrats turn out new voters? We talk about expanding the electorate with Stacey Abrams and spend time with organizers and occasional voters in Florida.

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Chapter 5: The Midwest

January 27th, 2020

49:46

How can Democrats beat Trump’s divisive politics? We spend time with Obama-Trump voters in Milwaukee, and sit down with political leaders and …

Chapter 6: The Path

January 29th, 2020

46:21

What’s the winning message in 2020? We talk about how to overcome Trump’s massive media advantage and deliver a message that resonates everywhere with the smartest people we know.


Jon Favreau sits down to answer some of …

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