Shots, Service, and the H-Word: A Sit-Down with Matt Cutler

Send us Fan Mail In this heartfelt and hilarious episode of When Does the Fuckery End?, Todd Nicely reunites with longtime friend and Joshua Chamberlain Society CEO, Matt Cutler. Over Screwball shots and war-time banter, they dive into what makes JCS different—offering lifelong support to wounded veterans, not just a one-and-done gesture. Todd opens up about what real commitment to veterans looks like, while Matt shares the origins and impact of the society. From fast-breaking with whiskey to auctioning off Todd for charity, nothing’s off-limits in this no-holds-barred conversation. Plus, the debut of a new segment—Three Questions—puts Matt’s state capital knowledge (and liver) to the test.