Jollee entered the porn industry in 2003 after promoting herself on her home-made website. She was recruited by a production manager from Anabolic Video. Her first titles for the company were Nasty Girls 30 and Spring Chickens 4. In 2004, she traveled to Prague to perform in the 50 Guy Creampie series and in the same year, signed a directing contract with Anarchy Films and Python Pictures. Her first movie under the contract was The Narcassist. Jollee also directed the Mayhem series Young Bung. She was only supposed to perform in the movie but replaced Lauren Phoenix as director when Phoenix left the production over creative differences.