Joe Trippi, CNN Commentator and Strategist for Senator Doug Jones

Joe Trippi is a well-known Democratic strategist who has worked with/for Howard Dean, Ted Kennedy, Walter Mondale, Jerry Brown and Alabama Senator Doug Jones, among many others.  Joe and Roger discuss Joe’s legendary career, the Jones re-election campaign, money in politics and how Democrats can win across the country in November. 

Sisters United Alliance (SUA) specifically targets Texas women who have registered in the past but did not vote. Roger talks with Sherrie & Diana from SUA about how they target these women, their success in getting them out for the 2018 midterms and whether Texas can turn blue in November.  

Future Now gets progressive candidates elected at the state level but they are also an advocacy organization that helps those elected candidates enact their agenda once in office. Aaron and Roger discuss the key states for the 2020 election, the issues that will help Dems win at the state level, and more.

Republican Voters Against Trump (RVAT) collects video testimonials from Republicans across the country who do not support Trump. Sarah Longwell co-founded the group. She and Roger discuss why Trump is losing support from Republicans; the $10 million RVAT anti-Trump ad campaign in swing states; why Biden is winning these voters, and more. 

Amanda Litman, Executive Director of Run For Something

Amanda Litman is the Executive Director of Run For Something, which recruits and supports young progressives running for office at all levels across the U.S.  Roger and Amanda discuss how she went from being Hillary Clinton’s email Director (not those emails!) to launching Run For Something the day after Trump’s inauguration; how the organization finds candidates and decides which ones to endorse; successful candidates they have backed in red states, and more.

David Weissman was a right wing Republican and die-hard Trump supporter. A self-described troll, he was part of the MAGA army on social media and built up a Twitter following of over 100,000. A chance Twitter encounter with comedian Sarah Silverman got him rethinking his beliefs and eventually led to him regretting his support for Trump. David and Roger discuss his journey from the MAGA cult (as he calls it) to becoming a Democrat.

Rick Wilson is one of the most well-known Never Trump Conservatives in the country, through his many TV appearances and NY Times best-selling book, “Everything Trump Touches Dies”. Rick and Roger discuss his new book “Running Against The Devil”, which gives advice to Democrats on how to beat Trump. Rick gives his take on the Dems chances in key red states, evaluates the pluses and  minuses of the remaining Democratic Presidential candidates, and more.

Rachel Bitecofer predicted the exact number of House seats the Democrats would win in the 2018 midterms before any other political analyst and she is already on the record as saying Trump will lose in 2020. Rachel and Roger discuss why Trump won in 2016 and why he likely won’t in 2020; why the Democrats won in 2018 (it’s not the reason many Democrats think); the truth about independent voters, and more.

Why Cities Lose traces the deep roots of the Urban-Rural divide in the U.S. and shows that geography is the main reason the left loses many key elections. Roger and Jonathan discuss how  Democrats are making inroads with suburban voters and which states that is happening in the most; the changing nature of college educated voters; how housing costs in major urban places may be unintentionally helping Democrats, and more.