The Worst Idea Of All Time podcast was started in 2014 by Montgomery and Tim Batt. The podcast follows them as they report upon the viewing experience of the same movie each week for a year. The first season was focused on the Adam Sandler movie Grown Ups 2; the second on Sex and the City 2; and the third season focused on We Are Your Friends. Montgomery and Batt are also the co-hosts of a once-yearly, eternal Paul Blart: Mall Cop 2 review podcasts that will air every American Thanksgiving until all five original hosts die, 'Til Death Do Us Blart. On the 2018 episode of Til Death Do Us Blart, Guy and Tim announced the fourth season of The Worst Idea of All Time, which focused on the first Sex and the City film, and was released through 2019. After the onset of the COVID-19 pandemic, the duo did an "emergency season," in which they watched the film Home Alone 3 every three days until their local New Zealand lockdown orders were lifted. As of the end of September, 2020, Montgomery and Batt have undertaken the fifth season, and instead of rewatching the same movie every week they are watching a different movie from the same film series. The series they are drawing from for the fifth season is the French/American Emmanuelle series of softcore pornography.
