Vault: He needs help approaching women

Brandon, a 21-year-old intern with zero dating experience beyond a single long-term relationship, is publicly coached by The Bert Show on how to approach women in bars—a skill he admits he’s never attempted. The episode dismantles the myth that confidence comes from looks, revealing that even good-looking men like Dolvett struggle with self-doubt. Instead, the host argues that real confidence is built through action, not performance: simply introducing yourself by name—'Hi, I'm Brandon'—is the most powerful opener. The team turns the bar into a training ground, with Dolvett acting as a magnet who forces Brandon into conversation through 'leftovers'—women who approach Dolvett, leaving him to pick up the pieces. This 'gutter to the room' strategy turns social anxiety into practice, proving that the key isn't perfection, but presence. The episode reframes dating not as a performance of charm, but as a muscle built through repetition, where the only thing to lose is the fear of trying.