Could Jesse Jackson Jr. Win Back His Old Seat?

Chuck Todd examines the mounting political and institutional strain as the government shutdown drags on — and why Democrats may need to declare a partial victory just to move forward. The episode explores how Trump’s rise has exposed deep vulnerabilities in the American system, from unchecked profiteering and politicized justice to the growing entanglement of big tech, big money, and government power. Todd breaks down the Democrats’ limited leverage, the GOP’s dependence on Trump’s engagement, and the urgent need for new constitutional and institutional guardrails. Plus, he looks at the emerging generational clash in the Democratic Party senate primary in Maine, as Janet Mills and Graham Platner become avatars for an “old vs. new” fight that could reshape the party’s future.

Then, Chuck sits down with veteran Democratic strategist and data expert Tom Bonier to unpack one of the biggest political mysteries of the Trump era: why Democrats are losing voter registrations—and how the GOP got so good at winning them. From the fallout of the Bernie-Clinton primary to the brand erosion under Biden, Bonier traces how Democrats’ messaging, outsourcing, and demographic targeting have backfired while Republicans quietly built lasting grassroots infrastructure, particularly among younger and working-class voters.

The conversation dives deep into the changing dynamics of party loyalty and political identity—why Gen Z and Latino voters are shifting, how Trump reactivated the “missing white vote,” and why college campuses have become unlikely conservative battlegrounds. Todd and Bonier also explore the Democrats’ shrinking Senate map, the Midwest’s populist tilt, and how data-driven strategies like “mixed mode” polling could determine which party defines the next generation of American politics.

Finally, he gives his ToddCast Top 5 list of potential political comebacks where politicians could win their old seat back, then answers listeners’ questions in the “Ask Chuck” segment.

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Timeline:

(Timestamps may vary based on advertisements)

00:00 Chuck Todd’s introduction

06:15 Democrats need to find a way to declare victory and end shutdown

07:30 Democrats drew attention to healthcare, but will see diminishing returns

08:15 Trump’s rise has exposed tremendous vulnerabilities in our system

09:45 There’s nobody in Trump’s feedback loop that will expose him to bad info

11:00 Democrats need how to learn to embrace small victories

13:30 Democrats only have the power to win the argument

15:15 Republicans won’t move without Trump engaging on shutdown

16:30 Trump takes victory lap on Israel, hard part is making agreement stick

17:30 If profiting off the presidency goes unchecked, we risk more in the future

18:45 Emoluments clause is not enough, need a constitutional amendment

19:30 Big tech, big money and the government have all become intertwined

22:00 Two big reforms that could help fix the democracy

24:00 We need to reform the Justice Department to prevent politicization

25:30 Companies that capitulated to Trump had the law on their side

27:00 The country needs to build new guardrails

28:00 Janet Mills vs Graham Platner will become avatars for “old vs new”

29:45 The older generation of Democratic leaders refuses to retire

31:30 If Mills wins, she’ll be the oldest freshman senator of all time

32:15 Graham Platner already has released attack ad against Mills

33:30 Platner vs. Mills will become a headache and money sink for Democrats

36:30 Tom Bonier joins the Chuck Toddcast 

38:15 Where did trend of Democrats shedding voter registrations begin? 

39:15 Bernie/Clinton primary was when Dem brand took initial hit 

40:30 Downturn in Dem brand came during Biden's four years 

42:15 Democrats outsource their registration efforts more than GOP 

43:30 Registration efforts targeted friendly demographics 

44:30 Registered partisan turnout between 20' and 24' was 1 point 

45:30 What can Dems learn from Republicans registration tactics? 

46:30 The 2012 GOP autopsy was right, but didn't foresee Trump 

47:15 Obama's campaign targeted younger voters & won 

48:00 GOP created a consistent presence on college campuses 

48:45 For Gen Z, their first interaction with government was Covid 

49:30 Gender gap amongst younger voters was 25+ points 

50:30 Trump won big with voters who don't consume much news 

52:00 Why Gen X became the generation that most supports Trump 

53:00 When someone registers for a party, that tends to stick 

55:00 Trump brought out the "missing white vote" 

56:00 Dems dominating with higher educated, higher propensity voters 

57:45 Younger white men are overwhelmingly registering Republican 

59:30 Younger voters are generally registering as unaffiliated 

1:00:45 Are Dems counting on Trump voters only showing up for Trump? 

1:01:30 Climate looks similar to 17' except Dems are more unpopular 

1:02:30 What is causing the Democrats "brand problem"? 

1:03:15 Voters didn't know about Biden's accomplishments 

1:04:30 The importance of branding your agenda 

1:05:30 Are there a "hard 7" number of swing states, or could others join? 

1:07:00 Texas trending more blue, Florida trending more red 

1:07:45 Migration patterns have made Florida tough for Democrats 

1:08:30 Democrats have almost no margin for error to win the senate 

1:09:15 What 4-6 states should Dems target to expand senate map? 

1:11:30 Is the midwest out of reach for Dems for a generation? 

1:12:45 Midwest voters are populist more than D or R 

1:14:00 How and where can Dems stem losses in blue states? 

1:15:45 Voter mobilization is easier to fix than persuasion 

1:16:30 Why have Georgia and Arizona become more friendly to Dems? 

1:17:45 API voters swung toward Trump in 24' but are swinging back 

1:18:30 Latino voters are economically sensitive and more swingy

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