- His and Carrie Underwood's "Obamacare By Morning" song at the 2013 CMA Awards. Especially the lead-up involving a Take That! to Miley Cyrus.
- "I'm Still A Guy" is just one big Funny Moment, especially if you know the story behind its being written.
- In the otherwise mostly-serious "Letter to Me", about what he would put in a letter to his past self:
And when you get a date with Bridget, make sure the tank is full
On second thought, forget it, that one turns out kinda cool…
- "Don't you think it's time for me to end this song? (beat) …Me neither!"
- His bit during the opening segment of the 2014 CMA Awards on the P.P.T.S.D.note that Nashville was going through due to Taylor Swift moving to New York City.