Donald Trump rambles through a military speech as a government shutdown is looming. Also, the government is set to shut down as Democrats fight health care hikes. Plus, Senate Democrats demand the Tom Homan files from Trump officials. And Bloomberg News reports Jeffrey Epstein's emails reveal a support network. Sen. Mark Kelly, Rep. Brendan Boyle, Ken Dilanian, and Rep. Ro Khanna join Lawrence O'Donnell.

Trump Commerce Secretary Howard Lutnick calls Jeffrey Epstein "the greatest blackmailer ever." Also, early voting is underway as the government shutdown upends the Virginia governor's race. And Donald Trump's USAID cuts have devastating effects in Africa. Sen. Adam Schiff, Abigail Spanberger, and Nick Kristof join Lawrence O'Donnell.