Kim Masters and Matt Belloni examine MSNBC’s decision to hold Errol Morris’ immigration documentary Separated until after the 2024 presidential election. They also unpack the various factors that led Todd Phillips’ Joker sequel to flop.

Plus, Masters speaks with writer Gabriel Sherman and Briarcliff Entertainment founder Tom Ortenberg in the first of a two part conversation about The Apprentice. Sherman tells us about the risks he’s undertaken in making a movie about prominent attorney Roy Cohn’s mentorship of a young Donald Trump. And he describes how a cease and desist letter from Trump put the project’s future in jeopardy. Plus, Ortenberg talks about the sprint to get the film to theaters just a month after establishing the distribution deal with his company.