House Democrats investigate what they call Donald Trump's "effort to steal $230 million from American people." Also, American farmers are hit hard by Trump's policies. And the ACLU takes on the Trump administration's migrant detention policies. Rep. Eric Swalwell, Skye Perryman, Toluse Oloruppina, Rep. John Garamendi, and Lee Gelernt join Jacob Soboroff.

Congress faces a November 1 deadline to extend Affordable Care Act subsidies. And Donald Trump is criticized for his relationships with autocrats. Plus, Lawrence shares some of his conversation with Rachel Maddow from the recent MSNBC Live '25 event. Sen. Sheldon Whitehouse and Amb. Michael McFaul join Lawrence O'Donnell.