Jim was born in Youngstown, Ohio, and later moved to New Orleans where he was worked on Mardi Gras floats and as a door-to-salesman, he than moved to California where he worked odd jobs before he got into voice acting. Cummings is known for his ability to mimic Sterling Holloway's high voice.
His most notable characters for Disney are Pete, Darkwing Duck, Big Bad Wolf, Winnie the Pooh, Tigger, Cheshire Cat, King Louie, Humphrey the Bear, Bonkers D. Bobcat and various other characters listed below.
- Cummings is the third person to voice Winnie the Pooh and Kaa, after Sterling Holloway and Hal Smith.
- Not related to fellow voice actors Brian Cummings or Todd Cummings.