He has worked as a sessional lecturer at the Wits College of Education, and has trained staff of real estate companies, political formations and religious institutions.

In 2009, Ollis was elected a member of Parliament and currently serves as the party's Shadow Minister of Labour, the political head of the Sandton Constituency and was the Deputy Chairman of the Gauteng Executive of the DA.

In October 2010, Ollis submitted a Private Members' Bill that would hold unions accountable for violence and damage to property caused during strikes.

In February 2011, Ollis issued a statement on the proposed amendments to the Employment Equity Act, citing that the legislative changes would be unconstitutional and create "massive problems" if implemented.

His Master's thesis entitled: "Alleviating Carmageddon with a research-driven Rapid Transit approach" included a survey of motorists on the most congested roads in Massachusetts.