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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 sense of the politics while never losing sight of the passion.
Jamal Simmons has spent years inside the rooms where presidential politics actually happen—and now he’s pulling back the curtain. A veteran strategist and former senior White House adviser, Jamal knows how campaigns are built, how messages break through, and how small decisions can change the course of history. He’s equal parts insider, storyteller, and straight-talker, bringing sharp insight, humor, and a deep love of the political game.
Matthew Butler lives at the intersection of politics, media, and strategy. He’s worked behind the scenes helping campaigns and political brands find their voice, build momentum, and survive the chaos of modern elections. With a knack for spotting patterns, personalities, and power plays, Matthew brings clarity to the decisions and dynamics that shape the road to the White House.
| Episode | Date |
|---|---|
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77: Is AOC the Next Bernie
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May 05, 2026 |
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76: Run For Something, Anything, Just RUN with Amanda Litman
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Apr 28, 2026 |
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75: How To Produce a Political Convention - Insights from Leah Daughtry
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Apr 21, 2026 |
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74: The Build Up To 2028 Begins
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Apr 17, 2026 |
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73: Democratic Consultants Need To Wake Up with Chuck Rocha
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Apr 09, 2026 |
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72: Inside the DNC Playbook
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Mar 31, 2026 |
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71: Democrats Get Their Choosin' Shoes On
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Mar 24, 2026 |
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70: Talarico For President?
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Mar 17, 2026 |
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69: Discontent In Maga-Land
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Mar 10, 2026 |
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68: How Will Operation Epic Fury Affect The Next Election
|
Mar 03, 2026 |
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67: Will They or Won't They? Candidate Predictions
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Feb 25, 2026 |
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66: Mark Cuban For President?
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Feb 17, 2026 |
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65: Don Jr 2028?
|
Feb 10, 2026 |
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64: Can Dems Beat MAGA Money?
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Feb 04, 2026 |
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63: Who Will Succeed Trump?
|
Jan 28, 2026 |
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62: Will Jon Stewart Run For President
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Jan 20, 2026 |
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61: Who Is Running In 2028
|
Jan 13, 2026 |
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60: Pete Hegseth: FAFO Strategy
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Jan 06, 2026 |
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59: Why Trump Hates J.D. Vance
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Dec 23, 2025 |
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58: Can Jasmine Crockett Win?
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Dec 09, 2025 |
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57: Is Hegseth A War Criminal?
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Dec 02, 2025 |
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56: Marjorie Taylor Greene: Welcome To The Resistance
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Nov 19, 2025 |
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54: Digital Media in the Trump Era
|
Nov 12, 2025 |
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55: Election Aftermath with Chuck Rocha
|
Nov 05, 2025 |
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53: Jamal Talks to Dem Gov Strategist - High Stakes in VA & NJ
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Oct 30, 2025 |
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52: What Trump is Hiding This Week
|
Sep 16, 2025 |
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51: Trump Takes Control
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Aug 26, 2025 |
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50: Twitter War: Newsom vs. Trump
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Aug 21, 2025 |
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49: Martial Law In DC
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Aug 12, 2025 |
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48: Trump Knows He's In Trouble with Karen Finney
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Aug 05, 2025 |
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47: Trump Has Always Been A Scoundrel
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Aug 01, 2025 |
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46: Trump And The Art Of Distraction
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Jul 22, 2025 |
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45: The Epstein Files with Merrick Garland’s chief spokesman
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Jul 16, 2025 |
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44: MAGA Mayhem Over Epstein Files
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Jul 08, 2025 |
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43: BORED BILLIONAIRES
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Jul 01, 2025 |
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42: Tech Bro Colonels
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Jun 24, 2025 |
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41: Bomb Bomb Bomb, Bomb Bomb Iran?
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Jun 18, 2025 |
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40: LA Riots Aftermath
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Jun 10, 2025 |
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39: Why Black Businesses Matter
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Jun 03, 2025 |
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38: Trump’s Meme Coin Scam
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May 27, 2025 |
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37: Are the DEMOCRATS an OPPOSITION party anymore ?
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May 21, 2025 |
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36: Trump's Jet Grift
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May 14, 2025 |
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35: Alcatraz, Canada: NEVER SAY NEVER
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May 06, 2025 |
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34: After 100 Days, Why Trump Deserves An F
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Apr 30, 2025 |
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33: Why Trump Picked An Amateur Like Pete Hegseth
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Apr 23, 2025 |
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32: Is TikTok Our New History Book?
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Apr 16, 2025 |
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31: TLDR: The Tragedy of Trump’s Tariffs
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Apr 09, 2025 |
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30: Did The Campaign Lie To Kamala
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Apr 01, 2025 |
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29: A Reckless Government
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Mar 26, 2025 |
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28: Is This A Constitutional Crisis Yet ?
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Mar 19, 2025 |
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27: The Rise of Billionaire Villains
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Mar 13, 2025 |
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26: Paddles & Pink Suits Are Not Going To Work
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Mar 05, 2025 |
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25: Why Joy Matters
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Feb 25, 2025 |
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24: Why you can’t rely on politicians
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Feb 18, 2025 |
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23: Around The World With Jill Wine-Banks
|
Feb 13, 2025 |
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22: Is This A Billionaires Coup?
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Feb 04, 2025 |
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21: The New Face Of Deportations
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Jan 30, 2025 |
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20: Can Bernie’s Guy Change The Democratic Party with Faiz Shakir
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Jan 21, 2025 |
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19: Optimism About The Climate Crisis
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Jan 15, 2025 |
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18: Does Congress Even Matter
|
Jan 07, 2025 |
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17: 2024: A Year Of Outrages
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Dec 31, 2024 |
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16: Merry Christmas with Reverend Dad
|
Dec 25, 2024 |
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15: Will Mitch McConnell Save Us
|
Dec 18, 2024 |
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14: Why Democrats Need An Attitude Adjustment with Terrance Woodbury
|
Dec 10, 2024 |
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13: Was Biden Right To Pardon Hunter
|
Dec 03, 2024 |
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12: Get Ready For The Crazy
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Nov 25, 2024 |
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11: Why We Need A Shadow Cabinet
|
Nov 19, 2024 |
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10: Trump's Terrible Team
|
Nov 13, 2024 |
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9: What Now ?
|
Nov 07, 2024 |
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8: Is Trumps Campaign Just Racist? with Kelley Robinson
|
Oct 30, 2024 |
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7: When Abortion Is On The Ballot, Dems Win
|
Oct 23, 2024 |
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6: Why Trump Can't Hide The Crazy Anymore
|
Oct 15, 2024 |
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5: Is the Latino Vote A Thing? with Chuck Rocha
|
Oct 09, 2024 |
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4: Is It Time To Get Rid Of The Electoral College
|
Oct 05, 2024 |
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3: What’s up with Kamala Harris and White Dudes?
|
Oct 02, 2024 |
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2: How Trump is Cheating In This Election
|
Sep 25, 2024 |
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1: Trailblaze
|
Sep 18, 2024 |