[4][5] One of Jordan's first big breaks in the adult film industry was meeting Frank Kay, owner of International Video Distributors (IVD).

Kay initially hired Jordan for sales, and then gave him a chance to shoot movies under his established Pleasure and Rosebud labels.

[3] After jobs with Vivid Entertainment and Elegant Angel failed to materialize, he started working for IVD again out of his apartment with just a fax machine.

[3] Jordan helped re-invigorate IVD's Rosebud line in 1999–2000, producing, directing and selling titles such as Bottom Feeders (1-4), Deep Cheeks (6-7), Anal Sluts & Sweethearts (4-5) and Heavy Metal (1-2).

[3] Jordan signed a DVD distribution deal with John Stagliano's studio Evil Angel in 2001, becoming their top-selling director in his first year on their roster.

[3] While working with Evil Angel, he launched signature titles such as Ass Worship, Flesh Hunter and Feeding Frenzy, all three of which would go on to become AVN award-winning series.