Jesse began doing commercials for “Hooters”. She went on to win local and state divisions in the Hawaiian Tropics model search and became a top finalist in the regionals. While competing, Jesse received a walk-on role in BayWatch: The Movie. She was also named “Miss Photogenic” by the American Dreams Pageant. Bikini modeling put Jesse in front of the camera but she wanted fame. Research of sexy film producers led her to Digital Playground. In her first meeting she said, “Knowing that someone would enjoy watching me have sex is the biggest turn on I can imagine.” Digital Playground signed Jesse Jane to exclusive contract immediately. Her natural beauty, savvy mind and outgoing personality spelled instant stardom to company President Samantha Lewis.

Within months, Jesse landed a recurring role on Showtime's “Family Business”. Their cameras followed Jesse onto her first movie set, No Limits. Knowing the world would soon demand much more of this blonde bombshell, Joone gave her a lead role in Beat the Devil and began creating her website, JesseLand.com. Timing Jesse's debut perfectly, Digital Playground secured her cover placement on AVN, Revolver, Front and Access Unlimited magazines in June.

Jesse spent the summer of 2003 filming three new movies. Jesse Jane: Erotique shows Jesse in a stylized and erotic vignette; Three Timing, a fun feature, illustrates Jane's diversity and strength as an actor; Virtual Sex with Jesse Jane, presents Jesse in full POV perspective, in every possible position at every conceivable angle as well as the opportunity to control her every move and manner. Digital Playground also teamed with Cal Exotics to launch Jesse's exclusive line of Virtual Sex Toys.

In the fall, Nightmoves named Jesse Jane 'Best New Starlet'; she received the cover of Oz's People; she was featured in Arena and she became Sex Editor for ICE magazine. AVN also released their 2004 award nominations. No Limits receives 9 nods; Beat the Devil receives 2; Jesse Jane: Erotique takes 3 and Virtual Sex with Jesse Jane is nominated for 'Best Interactive DVD'. In addition, Jesse is nominated for AVN's “Best New Starlet” and AFW put her on the cover of their 2004 Directory.