Theo and Brenna MacMillan are originally from Winchester, Kentucky where they grew up with ten other siblings. A variety of creative talents among all of the siblings were recognized, encouraged and supported in their childhood home. Theo and Brenna assembled the Theo & Brenna Band in 2018, cut their first record (When You Go), and spent 2019 playing shows throughout the Southeast.
Growing up, Brenna sang harmony parts in bluegrass bands, children's choirs, church choirs, and family gatherings. She began to play the banjo when she was nine. Throughout highschool, she dabbled in various genres of music, performing anything from R&B hits to gospel numbers. Through adoption, the family changed dramatically in size and lifestyle when she was eleven, and at this time her love for the rhythm of a banjo roll developed from researching the banjo in West Africa and listening to Liberian drumming. In college, she joined Theo in the college bluegrass band, an experience that solidified a latent love for playing bluegrass music. Brenna toured with the Berea College Bluegrass Ensemble in the United States and Europe, and was the recipient of the Red Foley Memorial Music Award in 2018. She completed her Bachelor's Degree in Chemistry and then moved to Nashville in May of 2018.
Brenna is often praised for her exciting banjo playing and gentle soprano singing. Her vocal abilities are highlighted by tonal purity. She loves traditional roots music, classic country, waltzes, and sad songs; she creates her own songs out of personal stories and writes regularly.
From a young age Theo had an intense interest in music. Performing in local choirs, churches, family concerts and talent shows kept him on the stage. He started playing piano at five years old and fiddle at seven. His interests in writing grew when he picked up guitar at eleven. Theo was introduced to bluegrass when Brenna was given a banjo that same year. Theo continued to write throughout high school and began to make plans to move to Music City after a visit to Nashville in 2010.
While attending Berea College, Theo was connected with Al White, the director of the Bluegrass Music Ensemble at Berea College (previously of the Bluegrass Alliance, McClain Family Band). Theo played with the Bluegrass Ensemble for three years, singing lead, harmonies and playing fiddle. His senior year Theo was given the Red Foley Memorial Music Award by Berea College for his role in the Bluegrass Ensemble and his active involvement promoting roots music on campus. After graduation Theo moved to Nashville where he works as a software engineer in addition to playing with the Theo & Brenna Band.
Theo writes and co-writes regularly, supplying the band with new material to supplement originals from Brenna, traditional songs, and covers.
Maddie Denton is a third generation fiddle player from Murfreesboro, Tennessee who began playing at the age of five. She is the 2016 Grand Master Fiddle Champion, the first Tennessee-born contestant to ever win, plus the 2009 National Oldtime Junior Fiddle Champion. Since 2008, Maddie has won fourteen state championship titles spread over the states of Alabama, Kentucky, Indiana, Georgia, and Tennessee. She is an accomplished tenor guitar player and frequently backs up her fellow competitors. Maddie also plays mandolin, banjo, and standard guitar.
Aside from music, Maddie is a recent graduate of Middle Tennessee State University with a degree in Organismal Biology and Ecology and a minor in music. While at MTSU, she played NCAA Division I golf for four years and helped the Lady Raiders win back-to-back Conference USA Championships. She now teaches biology at Siegel High School where she is also an assistant golf coach.
A native of Western Missouri, Mary Meyer grew up singing and playing music with her many brothers and sisters. These experiences uncovered a keen sense for harmony singing, an exceptional ear, perfect pitch, and instrumental acumen. Mary developed an impressive skill set on many instruments, but spent the bulk of her time playing the mandolin in various bluegrass groups. An iteration of her childhood family band “Meyerband” took first prize at the SPBGMA Band Contest in 2013, which led to Mary eventually moving to Nashville.
Since living in Music City, Mary has touched virtually every aspect of the music industry, working as a producer, session player, lead and background vocal both on stage and in the studio, as well as writing and co-writing songs with artists and friends from a number of genres. Mary has an infectious onstage presence that makes her a much sought-after performer in the acoustic music format and beyond.
Originally from Connecticut, Evan is a Berklee College of Music 09' graduate, and now resides in Nashville. Following in the footsteps of his father, Evan took up the electric bass and has since become a multi-instrumentalist with the upright bass, acoustic and electric guitar, and mandolin.
Evan has toured domestically and internationally, done recording work for TV and movies, played festivals, and has had the opportunity to play with many incredible musicians. He has played on stage with John Mayer, Ed Helms, Willie Watson of Old Crow Medicine Show, actor John C Reilly, The Preservation Hall Jazz band, Kesha, among countless others.
Evan is a seasoned musician, a hard and devoted worker and easy to get along with. He is constantly honored to be playing alongside high-quality musicians and friends while always maintaining a humble attitude.