Secor is a multi-instrumentalist, playing fiddle, banjo, harmonica, guitar and other instruments, and is known for infusing old-time Americana and Appalachian music with more modern punk influences.

[5] Secor attended New Hampshire's prestigious Phillips Exeter Academy, where he learned to play banjo and discovered the music of Jerry Garcia and Bob Dylan.

While traveling and busking with Fuqua, Secor met Old Crow Medicine Show co-founder Willie Watson in upstate New York, and Kevin Hayes in Maine, where he worked raking blueberries.

[6] In 1999, Secor and bandmates moved to Boone, North Carolina, settling in a rural barn with no running water, where they worked on their music (and learned to make corn whiskey).

In 2000, the group were busking outside Boone Drug downtown on King Street when the daughter of folk-country legend Doc Watson heard them playing, and brought her father back to hear them.

[7] The gig proved to be a big break for the band, resulting in an invitation to play at the Grand Ole Opry where they met and were mentored by Marty Stuart, and got the opportunity to open for Dolly Parton at the Ryman Auditorium.

[12][17] Secor frequently collaborates and writes music with American bluegrass guitarist Molly Tuttle who occasionally tours and appears with Old Crow Medicine Show.