Riley started in insurance in 2012. He is a CAIB designated level 3 General Insurance Broker. Riley is also licensed to sell Life Insurance. Additionally, Riley earned a Certificate in Business Management.
Previously, Riley coached hockey for the Steinbach Minor Hockey Association for 4 years. Currently he is acting Treasurer on the board for the Steinbach Golf Club. He also organizes the Golf Marathon Guys' Annual Canadian Cancer Society fundraiser. Since its inception 3 years ago, he has helped raised over $35,000 for the Canadian Cancer Society.