These albums produced eight singles on the Billboard Hot Country Songs chart, including four Top 20 hits: "Pour Me", "On a Night like This", "Just What I Do", and "On a Mission".

[1] The trio began touring throughout the Southern United States and performed regularly at 8 Seconds Saloon in Indianapolis, Indiana.

[4] The group's sixth single overall, entitled "The Bride", was issued that year, serving as the lead-off to their third studio album, R.I.D.E., whose title is an abbreviation for "Rebellious Individuals Delivering Entertainment".

The third single from R.I.D.E., "Ain't Wastin' Good Whiskey on You", featured guest vocals from Tracy Byrd, Joe Diffie, Mel Tillis, Tanya Tucker, and Darryl Worley.

In October 2006, lead singer Heidi Newfield announced that she would be leaving Trick Pony in pursuit of a solo career.

who had previously been eliminated from ABC's television program The One: Making a Music Star, was chosen as Newfield's replacement in 2007.

[9] Collins made her official debut as lead singer in April of that year at the Country Thunder festival in Arizona.

In March 2015, he released a solo single, "Nothin' to Do Round Here", which he wrote with Jeffrey Steele and Shane Minor.

The song features guest vocals from Steele, Ronnie Milsap, Lee Roy Parnell, Montgomery Gentry, and Colt Ford.