In the 396th edition of the Holy Backboard Podcast, Dustin and Sage discuss the Portland Trail Blazers' challenging week, recapping losses against higher-quality teams such as the Boston Celtics, Oklahoma City Thunder, Golden State Warriors, and Detroit Pistons. They delve into the team's current standings, the diminishing chances of making the playoffs, and prospects. They also critically analyze coaching issues, specifically Chauncey Billups' performance and the team's overall direction. Additionally, they engage in a trivia challenge involving past point guards for the Blazers and preview upcoming college basketball prospects for the NBA draft.