In what Shane calls "The Worst Week of 1999" he takes a look at two films that really don't help his argument for it being the best year in the history of cinema. First up is the absolutely terrible film "Instinct" where Shane takes a look at the plot of the book, and then the ridiculous premise of the film. Following that, he discusses a film that he actually enjoys: John Sayles' "Limbo" - and he discusses how the final frame of this film has bothered him for the past 25 years.

Shane returns to Shane Talks '99 to celebrate the 25th Anniversary of the films released in 1999. Shane begins by looking at the Richard Curtis written rom-com "Notting Hill" and discusses his love for Curtis' writing. Things then shift to the very underrated sci-fi drama "The Thirteenth Floor" - which was critically and financially unsuccessful, so Shane digs into the reasons he didn't like it back then, but after a re-watch thinks he knows what went wrong in 1999.

Shane and Jason get together to chat about their home state of Indiana. The guys look at a long list of films and TV series that are set in the state of Indiana, then they run down a list of fictional characters and real-life entertainers from the Hoosier state. Finally, they talk about life in Indiana and various things they do for fun.