He is best known for his roles as Terry Watson in Water Rats, as Alex Ryan in McLeod's Daughters, and as Matt "Fletch" Fletcher in Wentworth.

[6] Three days later, it was announced Jeffery had joined the cast of Neighbours as Bradley Fox for two months.

[8] In 2021 Jeffery appeared in the AACTA-nominated film Moon Rock For Monday[9] directed by Kurt Martin.

[10] In April 2021, it was announced that Jeffery had been cast in the upcoming Netflix thriller series Pieces of Her, which is adapted from the Karin Slaughter novel of the same name.

[12] In both 2004 and 2007, Jeffery won the Silver Logie for Most Popular Actor in a Drama Series for his role on McLeod’s Daughters.