Democrats are trying to figure out a way forward after their bruising ballot box defeat last fall. Some in the party are pushing for a new generation of leadership, saying the current gerontocracy hasn’t kept up with the political reality.

One such person challenging the party establishment is Saikat Chakrabarti, who announced he's running for Congresswoman Nancy Pelosi's seat in 2026. Chakrabarti made his fortune as an engineer at the payment platform Stripe, before leaving the tech industry to enter politics. He worked for Bernie Sanders' 2016 presidential campaign and helped get Alexandria Ocasio-Cortez elected to Congress, briefly serving as her chief of staff.

Chakrabarti joins Marisa and Scott to offer his take on how Democrats can find their way out of the political wilderness.

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He’s Challenging Nancy Pelosi — and the Democratic Party