Navigating the Legal Labyrinth of Undocumented Immigration

Jim talks with lawyer and former DHS policy person Rachel Winkler about Trump's promise to carry out a large-scale deportation operation. They discuss estimates of undocumented immigrants in the U.S., mixed-status households & the aging undocumented population, the legal standing of an undocumented immigrant, types of undocumented immigrants, the process for pending deportation orders, potential policy changes, prosecutorial discretion, practical constraints on mass deportations, private detention companies, cooperation with Mexico, the Alien Enemies Act & the Insurrection Act, balancing secure borders with the need for immigrants, and much more. Episode Transcript Rachel Winkler is a member of the Cross-Border Risks team. Utilizing experience working with federal law enforcement partners and professionals at DHS, Rachel’s practice focuses on U.S. immigration benefits, compliance, and status defense; visa sponsorship and eligibility; removal defense; forced labor supply chain compliance with Section 307; and international criminal investigations. She also handles customs and I-9 verification issues. Her clients include individuals (including those with white-collar convictions), entities, and startups across various industries including tech and entertainment.