Born in New York City, Jackson began at the age of seventeen as a clarinetist, but quickly changed to bass in the mid-1930s.
[2] Jackson performed and/or recorded with Louis Armstrong, Raymond Scott, Jan Savitt, Henry Busse, Charlie Barnet, Oscar Pettiford, Charlie Ventura, Lionel Hampton, Bill Harris, Woody Herman,[1] Gerry Mulligan, Lennie Tristano and others.
[2] In the 1950s, Jackson worked as a studio musician, freelanced, and hosted some local children's TV shows:[2] Chubby Jackson's Little Rascals,[1] which was seen weekday mornings on WABC TV Ch.
Jackson hosted his last two children's TV shows for WOR TV Ch.9 in New York Space Station Nine, which was seen weekday evenings from January 1, 1962, to January 26, 1962, and he briefly served as the fourth and last emcee of WOR TV's Looney Tunes Show/The Chubby Jackson Show weekday afternoons.
In 2000, Jackson was inducted into the Big Band and Jazz Hall of Fame.