BT & Sal kick off a fiery debate on their Three Random Questions segment after having Giants legend Phil Simms on the show. The first question puts Simms head-to-head with Boomer Esiason in a one-game Super Bowl showdown, forcing the hosts to weigh Esiason's talent and MVP versus Simms' clutch performances and championship pedigree. Next, Sal recounts his recent disaster at MSG—sitting in gum—and asks which is worse: the sticky embarrassment or having a homeless person throw water in your face? The segment concludes with a question on survival: Could you survive a prison sentence if you were allowed to have your phone with you at all times? Tierney admits he'd crumble, while Sal argues the phone, and modern prison realities (like TikTok and streaming), might make the mental challenge bearable.