Herb is best known for his atrocious taste in clothes. He always wears a white belt and white shoes; most of his suits are made of polyester and are covered in loud plaid patterns. He claims to get his suits in a golf pro shop across the river in Northern Kentucky; no one else makes his kind of clothes anymore due to anti-pollution laws. While Herb's co-workers mock his fashion sense ("Somewhere there's a Volkswagen without seat covers"), Herb claims that his suits put his clients at ease, conveying the message "trust me, sign my deal! I know what I'm doing." He is proven right in the episode "Changes", when he switches over to a tasteful wardrobe; his lowbrow clients don't trust someone with such a highbrow wardrobe, and Herb quickly returns to his old way of dressing. He is one of the few cast members to embrace disco; when Johnny Fever morphs into the smarmy disco-loving Rip Tide, Herb and Rip become fast friends.