The Gilmore Quandary
The Gilmore Quandary is a Jacksonville, Florida–based instrumental group known for blending high-energy musicianship with laid-back, feel-good funk. Formed as a writing collective, the band brings together some of the city’s top players, united by a shared desire to explore music beyond the boundaries of their everyday gigs. What began as a creative outlet quickly evolved into a dynamic studio and stage project. The Gilmore Quandary is a passion-fueled endeavor—fusing technical prowess with groove-driven songwriting to deliver a sound that’s both bold and deeply soulful.
Chris Underdal
Chris is the electric and baritone guitarist for the gilmore quadary. A graduate from the university of north florida’s music program, he has become a staple of the jacksonville music scene. he is the music director for the velvet underground show, alchematic, cluster, and is a member of the 904 vocalist night, kalani rose and the vibe, jessica hope band, and many more. he has shared the stage with jj grey and mofro, shaun martin, Robert “sput” searight, and many others.
Kevin Ramos
Kevin is the Bassist for the Gilmore quandary. after years on the road with Ashley Wineland, kevin returned to jacksonville and started his own project whalin funk. He also became of of the top bass calls in the city, playing with madison hughes, the velvet underground show, 904 vocalist night, and the life atlantic.
Craig Reagor
Craig is the drummer of the gilmore quandary. he is a graduate of A.I.M.m. in atlanta, where he honed his skills as one of the finest drummers in the southeast. He has curated a social media presences built of teaching high level concepts on the drumset. in town, he is the drumer for the rock band chilly rhino, and is one of the top calls in town for various genres of gigs, from fusion, to pop and everything in between.
Kevin Peacon
Kevin is the electric guitarist for the gilmore quandary. he is currently touring with robert lester folsom and sunchild, and also performs with his band star collar, and is anticipating his first solo release in 2025. a higly studied guitarist, he excles at everything from bluegrass to funk.