In her early teens, Lynn formed her first band and began performing professionally throughout Manhattan. She began playing the piano in middle school and taught herself the guitar and drums in high school. At sixteen, Lynn penned a song about Alzheimer's disease, entitled "Your Favorite Stranger," which aided in her becoming a published ASCAP writer in the same year. Lynn performed "Your Favorite Stranger" on her father's nationwide PBS television special, Cal - Forever and Beyond...Live In Concert, which was a No. 2 ranked PBS concert. In 2014 she appeared on television in Jessica Lynn: This Much Fun – Live from the Winery at St. George. In the summer of 2014 she performed at the Country Jam USA, Headwaters Country Jam, and Taste of Country Festival. Lynn was signed to Round Hill Music in 2014 by Jonnie “Most” Davis as a songwriter and artist where she traveled to Nashville, Tennessee to write and record with some of the most influential songwriters and producers in the industry, such as Clay Mills, Wade Kirby, Trey Bruce, Rachel Proctor, Mike Mobley, Bryan White, and Greg Bieck. In 2015, in support of her second PBS television special, Lynn went on her second nationwide tour, sharing the bill with major country music talent, such as Keith Urban, Thompson Square, and Clint Black. Lynn also went on tour with country music artist Jo Dee Messina. In 2016, Lynn performed with country music artist and songwriter Phil Vassar at Ridgefield, Connecticut's Ridgefield Playhouse. Lynn also released her first single and music video, "Not Your Woman," which is the lead single off her debut self-titled studio EP. The single spent four weeks at No. 1 on the Iceman's chart, which is the only New Country Countdown show listed and recognized in the Country Music Association's Industry Guide. Lynn's third national tour was in the summer of 2016 where she performed with country music icons Trace Adkins, Shenandoah, and Loretta Lynn, preceded by her first international tour, where she headlined the American Journeys festival in Cambrai, France. Lynn spent the summer of 2017 overseas, once again, where she performed in several countries throughout Europe. During the international tour, she opened for ZZ Top and performed alongside Kenny Wayne Shepherd, Dokken, and Extreme. It was during this trip that she introduced her new EP, Look At MeThat Way to the world. Following the release of Look At Me That Way, Lynn released her second single to radio, "Crazy Idea." To date, Lynn's single has peaked at No. 48 on Nashville's Music Row chart, spotlighting the indie artist among some of the genre's most recognizable names. The "Crazy Idea" followup single, "Let’s Don’t," written with Nashville hit writers Clay Mills and Joey Ebach, was released in 2018 and charted at No. 38. In 2020, Lynn released another new single, "Run To," which immediately charted Top 10 on iTunes Country in Austria and Italy and Top 100 in The United Kingdom. To celebrate her musical successes with fans around the world, Lynn scheduled a headlining tour for 2020–2021, will include over 11 countries around the globe.
Television specials
Following Lynn's 2014 PBS special, Jessica Lynn: This Much Fun – Live from the Winery at St. George, and its success, she was invited to return to the network with a 2015 program. Lynn filmed and recorded her second PBS television special Jessica Lynn - Takin’ Over: Live at The Paramount, which aired nationwide that same year, making its debut in her home state on PBS WNET. Lynn was also featured on the CBS Evening News. In 2020, Lynn's third television special, Jessica Lynn Live at Dramatic Hall, aired on PBS.
Personal life
On December 19, 2014 Lynn got engaged to her lead guitarist Steven Sterlacci, with whom she co-wrote the tracks “Can’t Get Enough” and “Told Me Yesterday” from her first television special. The couple was later married on November 4, 2016. Lynn's father and manager, Peter Calamera, plays bass guitar in her band while her mother, Victoria Calamera, is a background vocalist.
