Trailblaze 2028
Trailblaze 2028
Trailblaze: The Road to 2028 is your insider’s guide to the next great American political showdown. As both parties begin lining up their runners and riders for the 2028 presidential election, this podcast pulls back the curtain on the candidates, the strategists behind them, and the high-stakes decisions that will shape the race long before the first votes are cast. With sharp insight, behind-the-scenes reporting, and a healthy dose of fun, hosts Jamal Simmons and Matthew Butler explore the personalities, power plays, and pivotal moments that will define the road to the White House—making sen...
Be sure to visit the podcast's website and support the creator: www.politicon.com
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Episodes
69: Discontent In Maga-Land 10.03.2026 22:25
Jamal & Matthew explore the current political landscape, focusing on potential 2028 presidential candidates, the impact of recent foreign conflicts, and the influence of Trump and other key figures on the Republican race. Key Topics: 2028 presidential candidates JD Vance and Marco Rubio Impact of recent foreign conflicts on US politics Trump's influence on the Republican primary Prediction mar...
68: How Will Operation Epic Fury Affect The Next Election 03.03.2026 29:37
Jamal Simmons & Matthew Butler delve into the historical context of national security, the impact of military experience on presidential elections, the Democratic response to the Iran conflict, and the importance of foreign policy in shaping America's global standing. It also explores the Democratic strategy and positioning on national security issues. Chapters 00:00 Introduction and Setting t...
67: Will They or Won't They? Candidate Predictions 25.02.2026 21:05
Jamal & Matt discuss the dynamics of the 2028 presidential campaign, focusing on the emerging trend of candidates embarking on book tours as a means of gaining visibility and support. They discuss various potential candidates, including Gavin Newsom, Alexandria Ocasio-Cortez, and Kamala Harris, weighing their chances of running for president and the implications of their decisions. The convers...
66: Mark Cuban For President? 17.02.2026 42:37
This week Jamal Simmons and Matthew Butler are joined by democratic strategist Rodell Mollineau, they reflect on the legacy of Rev. Jesse Jackson and his impact on the Democratic Party, particularly in the context of presidential nominations. They discuss the recent Munich Security Conference, where AOC and Gavin Newsom made headlines, and analyze the implications of their statements. The convers...
65: Don Jr 2028? 10.02.2026 24:22
Jamal Simmons & Matthew Butler discuss the recent rebranding of Kamala Harris's campaign platform, the challenges of engaging younger voters, and the identity crisis within the Democratic Party. They explore the racial dynamics in American politics and the importance of addressing these issues head-on. The discussion also touches on polling and prediction markets, highlighting the current poli...
64: Can Dems Beat MAGA Money? 04.02.2026 21:37
Jamal and Matthew discuss the current political landscape as it pertains to the 2028 campaign. They delve into the fundraising disparities between the Republican and Democratic parties, the importance of infrastructure spending, and the role of individual candidates in shaping the political narrative. The conversation also touches on Westmore's redistricting efforts in Maryland and the challenges...
63: Who Will Succeed Trump? 28.01.2026 28:03
Jamal and Matthew discuss Gavin Newsom's recent appearance at Davos, his political strategies, and the implications for the Democratic Party. They then zoom into the Republican responses to current events, particularly in light of the protests in Minnesota, and the potential candidates for the 2028 election. The discussion highlights the evolving political landscape and the importance of authentic...
62: Will Jon Stewart Run For President 20.01.2026 27:51
Will Jon Stewart run for President? That’s the big question as Jamal Simmons & Matthew Butler analyze the dynamics of the Democratic Party, they explore the contrasting strategies between establishment candidates and progressive voices, highlighting the challenges faced by candidates like Bernie Sanders. The discussion extends to the importance of addressing pressing issues such as wealth ineq...
61: Who Is Running In 2028 13.01.2026 37:23
Jamal Simmons and Matthew Butler discuss the upcoming 2028 presidential election, exploring potential candidates, the dynamics between governors and senators, and the importance of early campaigning and political connections. They emphasize the significance of the current political landscape and how it shapes future elections, particularly focusing on the strategies that candidates must adopt to s...
60: Pete Hegseth: FAFO Strategy 06.01.2026 20:04
Jamal Simmons and Sabrina Singh discuss significant political events, including the anniversary of January 6th, military operations, and the implications of U.S. foreign policy. They reflect on the challenges of government transparency, the perception of the U.S. military, and the internal dynamics within the Department of Defense. Sabrina shares insights from her experience in the Biden administr...
59: Why Trump Hates J.D. Vance 23.12.2025 21:38
Jamal Simmons and Amie Parnes discuss the current state of the Democratic Party following the 2024 elections, the challenges they face in formulating a cohesive message, and the implications of potential impeachment proceedings against Donald Trump. They also speculate on the 2028 presidential race, highlighting Gavin Newsom's prominent position and the challenges faced by other Democratic leaders...
58: Can Jasmine Crockett Win? 09.12.2025 21:48
Jamal Simmons and Antoine Seawright discuss the current landscape of Democratic politics, focusing on the Texas Senate race and the qualities needed in candidates to connect with voters. They explore the dynamics of the MAGA movement, the importance of bridging divides in American politics, and the necessity of diverse voices within the Democratic Party. The discussion emphasizes the need for cand...
57: Is Hegseth A War Criminal? 02.12.2025 15:32
Jamal and Nayyera Haq discuss the recent military actions taken by the Trump administration, particularly focusing on drone strikes against suspected drug boats in the Caribbean. They explore the ethical implications of these actions, the lack of accountability within the military chain of command, and the legal ramifications of using military force in this context. The conversation also touches o...
56: Marjorie Taylor Greene: Welcome To The Resistance 19.11.2025 24:31
Jamal Simmons is joined by his CNN colleague SE Cupp to discuss the evolving political landscape, particularly focusing on Marjorie Taylor Greene's recent shift towards more rational rhetoric. The dialogue explores the internal conflicts within the MAGA movement, the future of conservatism in America, and the need for a coherent agenda from both the right and left to address pressing issues. Cupp...
54: Digital Media in the Trump Era 12.11.2025 17:34
Jamal is joined this week by Ashley Allison discusses her journey from working in the Obama White House to becoming a media entrepreneur with the acquisition of The Root. She shares insights on the challenges of being a CEO, the importance of independent media, and her personal mission to amplify black stories. The discussion highlights the significance of ownership in media and the role of storyt...
55: Election Aftermath with Chuck Rocha 05.11.2025 21:27
Jamal Simmons and Chuck Rocha discuss the recent election results, emphasizing the importance of celebrating victories while remaining cautious about future challenges. They explore the significance of affordability in political messaging, particularly for the Latino community, and the need for Democrats to adapt their strategies for upcoming elections. The discussion also touches on the changing...
53: Jamal Talks to Dem Gov Strategist - High Stakes in VA & NJ 30.10.2025 12:56
Jamal is joined this week by Ofirah Yheskel to discuss the critical stakes of the upcoming gubernatorial elections in Virginia and New Jersey, emphasizing the importance of Democratic candidates Abigail Spanberger and Mikey Sherrill. They highlight the significance of women in leadership roles, particularly those with national security backgrounds, and the vital role governors play in addressing l...
52: What Trump is Hiding This Week 16.09.2025 19:55
Nayyera & Jamal explore the current political landscape, focusing on the Trump administration's impact on foreign policy, economic policies, and the erosion of trust in American institutions. It highlights the tensions in Europe, particularly with Russia, and discusses the implications of corporate transparency and environmental regulations. The discussion also touches on the future of the U.S...
51: Trump Takes Control 26.08.2025 19:29
Nayyera Haq & Jamal Simmons delve into the political landscape surrounding the Federal Reserve, the implications of government control over economic policies, and the militarization of D.C. It highlights the racial dynamics at play and the potential consequences for democracy and elections in America. Watch on YouTube | Listen on Apple Podcasts | Subscribe on Spotify Add your other favorite Po...
50: Twitter War: Newsom vs. Trump 21.08.2025 16:25
Nayyera and Jamal discuss Gavin Newsom's evolving political strategy, the generational differences in political engagement, the importance of authenticity in leadership, and the trends in voter registration among young people. They explore how Newsom's approach resonates with younger voters and the challenges faced by the Democratic Party in maintaining relevance. The dialogue emphasizes the need...
49: Martial Law In DC 12.08.2025 35:12
Nayyera and Jamal discuss various pressing issues facing Washington D.C., including the recent drop in crime rates, the role of the National Guard, economic concerns such as inflation, and the complexities of D.C.'s governance under home rule. They also explore the implications of federal oversight on local governance and the impact of militarization on communities. The conversation features insig...
48: Trump Knows He's In Trouble with Karen Finney 05.08.2025 38:14
Jamal Simmons and Karen Finney, former communications director for the Democratic National Committee, discuss the evolution of politics over the decades. They discuss challenges, changes in political dynamics, coalition building, and their personal journeys into public service. Finney shares her experiences in the Clinton administration and the complexities of American society and the diverse inte...
47: Trump Has Always Been A Scoundrel 01.08.2025 29:41
Nayyera Haq and Jamal Simmons discuss the political landscape surrounding Kamala Harris's decision not to run for governor of California, the implications of fear in politics, the impact of AI on the workforce, and the potential for universal basic income in the future. They explore how political decisions are influenced by past experiences and the current economic climate, emphasizing the need fo...
46: Trump And The Art Of Distraction 22.07.2025 21:54
Nayyera Haq and Jamal Simmons discuss the current state of American politics, focusing on issues such as press freedom, cultural diplomacy, and the distractions created by political figures. They explore the implications of Trump's leadership style and the erosion of trust in government, while also addressing the broader societal impacts of these dynamics.
45: The Epstein Files with Merrick Garland’s chief spokesman 16.07.2025 41:13
Nayyera Haq & Jamal Simmons are joined this week by their friend Anthony Coley, Attorney General Merrick Garland’s chief spokesman, to explore the media’s role in shaping narratives and public perception, focusing on the Epstein files. We’ll examine how media outlets craft stories and public affairs professionals sway opinions. We’ll also discuss the impact of media on society, the power of s...
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