The music video for "Depend on Me" features Webster meeting up again with a little cartoon character called Digital Jimmy who first appeared in Webster's Strawberry Kisses. Digital Jimmy (DJ) was created by Hartly, and Webster thought the idea was fantastic and when she saw the basic drawing she fell in love with him. Webster is on her laptop in her bedroom when she receives a text from her friend Kaylie saying, 'I need cheering up.' She meets up with her friends and they go to Kaylie's house and together perform dance routines, try on clothes, do Kaylie's hair and make-up, look through photo albums and have pillow fights while cartoon character Digital Jimmy joins in. Comedian Doug Chappel has a cameo appearance as Kaylie's father at the end of the music video to find the girls bedroom full of feathers from the pillow fights.