He is the former national CEO of advertising agency George Patterson Y&R. Howcroft also served Executive General Manager of Network Ten from February 2013 to February 2017 before moving to PwC just months before the network was placed into voluntary administration. Howcroft holds a Bachelor of Business (Marketing) from Monash University.
Howcroft has been a regular panellist on The Gruen Transfer since the program's inception in 2008. In September 2011 it was announced he would host Saturdays on the Weekend Break afternoon program on Melbourne talk radio station 3AW, filling in for Tom Elliott who was in turn currently filling for Derryn Hinch on the drive program. Howcroft is also a guest panellist on news-chat show The Project. Howcroft was appointed Chair of the Australian Film, Television and Radio School in May 2017.
- "‘No choice but to appoint administrators’". NewsComAu. Retrieved 2017-07-23.
- "Howcroft transfers to radio role". The Age. 16 September 2011. Retrieved 16 September 2011.
- "AFTRS Council Chair appointment", Ministers for the Department of Communications and the Arts (Mitch Fifield), 16 May 2017