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Cassandra Kingsley has a strong background in customer service and financial hardship assistance. Cassandra initially worked at National Australia Bank, starting in 2013, where they held various roles such as Lead of NAB Assist Quality Checking and Lead of NAB Assist Training Hub. During their time at NAB, they focused on improving business performance and driving customer advocacy through innovative initiatives. In 2019, they joined Transurban as the Linkt Assist Manager, where they established and led their dedicated national hardship assistance program. Their responsibilities included developing innovative ways to assist customers, increasing awareness of the program, and driving customer advocacy. In 2020, they were promoted to the role of Head of Customer Service at Transurban.

Cassandra Kingsley completed their VCE at Wesley College. Cassandra then went on to attend Swinburne University of Technology, where they obtained a Diploma of Leadership & Management in 2016. From 2016 to 2018, they pursued a Bachelor of Business (Management) degree from the same university.