To The Contrary with Charlie Sykes

Democrats Need a Winning Formula

9 snips
Feb 26, 2026
Adam Jentleson, longtime Democratic strategist and president of The Searchlight Institute, offers a pragmatic take on rebuilding Democratic strategy. He explores immigration messaging, reclaiming working-class voters, and a pro-prosperity populism that tames corporate excess while boosting opportunity. He also assesses Trump's State of the Union and John Fetterman’s political standing.
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INSIGHT

How Special Interests Push Democrats Into Extremes

  • Special interest groups pressure Democrats into extreme positions that serve the group's influence, not electoral victory.
  • Adam Jentleson cites the ACLU questionnaire forcing edgy answers as an example that narrowed the tent and aided Trump's messaging.
ANECDOTE

Kamala Harris Answer Became A Major Attack Ad

  • The 2019 ACLU survey asked Kamala Harris a pointed question about taxpayer-funded gender transition surgery for prisoners and she answered yes.
  • Adam Jentleson says the Trump campaign spent over $100 million amplifying that answer, hurting Harris in 2024.
ADVICE

Avoid Walking Into Political Traps

  • Avoid falling into political traps set by opponents; identify what they want you to do and refuse to comply.
  • Jentleson uses a poker metaphor: if an opponent lays a trap, just walk around it to deny the spectacle.
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