In 1996, after a short break from recording to design basses for Peavey and touring as a clinician, Bromberg signed with Zebra Records. In February 1998, he released "You Know That Feeling", which as recorded with Rick Braun, Joe Sample, Jeff Lorber, and Everette Harp. The album became Bromberg's most successful, later to be topped by "Wood", and his first smooth jazz number one record of his career. "You Know That Feeling" had three singles in a row that each went to number three on the charts. It spent seventeen consecutive months on the charts, eight months in the top ten, nearly six months in the top five. Bromberg's album was the fifth most-played album from the top 100 albums of the year in smooth jazz. Songs from "You Know That Feeling" are still regularly played in smooth jazz stations across America. Additionally, in 2003, Bromberg made a record simply titled "Jaco" in which he performs many of Jaco Pastorius's notable songs.