Oliver is an Instructor in the Department of Graphic Design at Red River College in Winnipeg, where he has been teaching since 2012.
In 2000, Oliver graduated with his Bachelor of Communication Design degree from Emily Carr University in Vancouver.
Over the next twelve years Oliver worked at agencies and studios in Vancouver and Winnipeg (Praxis, DDB Canada, Manlab), producing work for clients like the Canadian Tourism Commission, Telus, Bank of Montreal, Unilever, Sobeys, Travel Manitoba, The Virtual Museum of Canada, and Upper Fort Garry Heritage Park.
For eight years, Oliver sat on the Board of the Manitoba Chapter of the Graphic Designers of Canada (gdc.net), first as Vice-President and National Rep, and then as Chapter President from 2009 to 2013. He continues to volunteer with the GDC, organizing events like Pecha Kucha Night, and sitting as a member of the National GDC Foundation Committee.