* BlackSheepHit: The [[ClicheStorm cliché-heavy]] ballad "Then", in comparison to many of his songs being uptempos and/or novelties.
** In addition, his highest charting song on the Hot 100 is "Remind Me," a ballad with Music/CarrieUnderwood; Also different from his novelty songs.
* CreatorCouple: With actress Kimberly Williams-Paisley.
* OneOfUs: "Online" and "Welcome to the Future" both make it known that he likes his video games and computing. The video for "Start a Band" also makes several completely accurate ''VideoGame/GuitarHero'' references.
* ProductionPosse: Ever since his first album, he has written the vast majority of his songs with Kelley Lovelace, Chris [=DuBois=], and sometimes Lee Thomas Miller.
* UnintentionalPeriodPiece: A minor example. When "Online" came out, everyone had a Website/MySpace, so he mentioned it. He now changes the line to "Go check out my Website/{{Facebook}} page" when he sings it live.
* WhatCouldHaveBeen: Music/AlanJackson, Music/GeorgeStrait, and Music/GarthBrooks all expressed interest in recording "I'm Gonna Miss Her (The Fishin' Song)" before Brad ultimately cut it himself.