Roland grew up in a musical family. He first learned music from his mother, a bass player who taught him that you can’t make it in music without a strong groove and feeling. Guerin studied at Southern University in Baton Rouge, where he joined legendary jazz educator Alvin Batiste’s Band, the Jazztronauts. He later began to tour the world as a member of jazz guitarist Mark Whitfield's Band. During this time Guerin explored the jazz genre; which ultimately proved to be an avenue toward success. He had the opportunity to perform with such greats as George Benson, Jimmy Scott, Frank Morgan, Vernel Fournier, and Gerry Mulligan.
In the meantime, he also participated to the recording of several albums with other artists including Ellis Marsalis, Marcus Roberts, and Allen Toussaint. Guerin also explored his spiritual side, as he was given a vision to build a new instrument. The result: a one-of-a-kind acoustic hollow bodied, arched top and back, six string bass guitar. With this instrument, Guerin began to write music for an entire spectrum of genres including pop, rock, R&B, classical, folk, and country.
Roland made his debut as a bandleader in 1998, collaborating with trumpeter Nicholas Payton, guitarist Mark Whitfield, pianist Peter Martin, and drummer Donald Edwards. Guerin's first release, The Winds of the New Land, showcased his innovative style of composition and arrangement. Shortly after its release, he was chosen as a 1998 Contemporary Jazz All Star by New Orleans Magazine and by Jazz Review as a member of their Fantasy Jazz Band.