Jessica Deskin is an American vocalist, pianist, and songwriter, with an eclectic background in music, as well as a voice technician and coach, with classical, jazz, contemporary commercial music and Estill voice training, choir and music director (Chess, A New Brain, Mamma Mia). 

She earned her BM degree in Vocal Jazz/Commercial Performance from Towson University in 2006, where she explored as much as possible, ultimately performing an entire Senior Recital without words, showcasing the voice as an instrument. After living in Nashville and studying with NSAI and ASCAP legend, Ralph Murphy, she returned home to Maryland, opened and ran what became a premiere music school for private and group instruction in Bel Air, also releasing her solo EP in 2015. Jessica’s students have won countless lead roles and awards (district and regional, NATS), and are pursuing their careers at schools like Berklee College of Music, performing on the National Broadway Stage, producing their own albums, touring as national artists, and studying performance, therapy, education, management, and other careers in music. Jessica encourages her students to become independent learners, leaders, and creators. 

Jessica has been performing in the MD/DC area for 20+ years and was lead vocalist/multi-instrumentalist in the premiere Top 40 commercial group, The New Monopoly, for over 15 years. She is a WPOC National Anthem Contest Winner, popular Ripken Stadium Anthem performer, and commissioned songwriter for the Living Legacy. After performing at venues such as 49 West in Annapolis, Mr. Henry’s and Twins Jazz Club (DC) late 2019 into 2020, Jessica transitioned to more online teaching, writing and studies, learning to record professional vocals in her home studio, and gradually building other production skills. She has since become an accomplished session vocalist, recording professional lead, harmony and backup/ad lib vocals (here is an example). Jessica enjoyed her time volunteering at the Warriors Music Foundation as a songwriter, and was honored to premiere an original song cycle composed by international artist Elizabeth Borowsky, “The Nature of Life”, as vocalist. Together, they premiered the work in New Hampshire, Maine and Maryland. Jessica has since performed as soloist, featuring new songs as part of an original program “Choices in Harmony” at a premiere venue in Camden, ME. As of July 2025, Jessica is proud to be a voice faculty member of The Music Institute of Chicago, teaching both private and group lessons in Evanston, IL.

Jessica thrives not only on brainstorming ideas, but on bringing them to life as well. She is known for her business operations, communication and event management skills, recently performing as Executive Director of Maryland Summer Jazz, and Director of Operations/COO of Jazz Wire, Inc., and now as Demand Generation Specialist for reputable for 30+ years IT Company Now Technologies, Inc., handling everything from website design and development to creative content management, SEO and Ads to copywriting. As a lifelong learner, she values growth and is always up for the next adventure, while maintaining a deep appreciation for the process, the journey, and the inspiration we find along the way. Jessica is currently pursuing her Master of Music in Musical Theatre Vocal Pedagogy, and exploring the many musical opportunities in her new local cities, Milwaukee and Chicago.