Brian welcomes political strategist and founder of Oath, Brian Derrick to the podcast. Recording the episode on National Coming Out Day, the Brians share their college coming out stories, and guest Brian explains how it was coming out that inspired him to shift gears from pursuing a medical career to a political one. He describes how his platform, Oath, helps people ensure that the money they donate to political causes is going where it can be most effective, and talks about the importance of optimism, the difference between hope and certainty, and what can be done to correct the current political trajectory sooner than later. He admits to two Daddy Issues: one personal, his penchant for Daddies, and one political, that half the country believes Trump to be their literal Daddy and is completely sub for him. He also talks about his dating life, his relationship with the apps, and how he meets people in person. Before leaving the basement, guest Brian points out the midterm races that Democrats have the potential to win that could make a significant impact, explains why every single race on the ballot is important, and pleads that nobody should leave any vote blank. Jeremy then returns to help Brian respond to a Go Ask Your Dad question from a listener who is starting to enter the leather community and wants help relocating his confidence when it suddenly disappears.