Harry Jackson is the son of a tanker crew member who died in a 2003 crash which involved Marone Industries captain Nick Marone. Grateful that Nick took him under his wing following the accident, Harry traveled the world working on Marone freighters until he came to Los Angeles, where Harry was hired to refurbish Nick's houseboat. Harry met Phoebe Forrester, who caught him stealing money out of the tip jar at the Insomnia coffee house; Harry and Phoebe enjoyed a brief flirtation. It bothered Harry when Phoebe was blackmailed into dating once homeless Shane McGrath, the only witness who could potentially clear Phoebe's mother, Taylor Hayes, in the vehicular manslaughter of Darla Einstein Forrester.

Harry misunderstood when he caught Shane comforting Phoebe and immediately assaulted him. Later, Harry and Phoebe's attempt to kiss was interrupted by Shane, who wanted to take Phoebe to dinner; Harry worried how Shane would react if he suspected Phoebe was only seeing Shane to ensure his testimony on Taylor's behalf. Indeed, Harry and Shane fought when Shane got wise to Phoebe; Harry was knocked unconscious by Shane, who slipped away before the police could arrive. Harry went to look for Shane but never returned to the canvas, and has not been mentioned since.