After graduating, Tiley completed compulsory military service by serving in the South African Army.
[5] Tiley was hired by Ron Guenther in 1992 at the University of Illinois at Urbana Champaign to serve as the Director of Instruction at the Atkins Tennis Center.
[4][6] In 1998, Tiley assumed coaching duties as the captain of South Africa for the Davis Cup, and remained in this position until 2001.
[12] Tiley left Illinois in 2005 to accept a position with Tennis Australia to serve as their Director of Player Development.
[13] There were calls for Tiley to resign from Tennis Australia after he facilitated a travel visa for Novak Djokovic to play in the 2022 Australian Open despite earlier advice from the Australian government that Djokovic's recent COVID-19 infection did not warrant the provision of a medical exemption.