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Kaila Gregory has a diverse work experience spanning over several companies and roles. Kaila started their career at Skandia, where they served as a Customer Services Assistant Manager and later became a Regional Sales Office Manager. During this time, they focused on improving customer experience, developing service changes, and influencing the wider business to support customer experience improvement initiatives.

In 2009, Kaila joined Old Mutual plc as a Customer Retention and Sales Support Lead Specialist. Here, they developed strategies to improve net client cash flow results and worked closely with stakeholders to implement generated ideas. Kaila also managed the Sales Support function, ensuring high-quality support was provided to sales and advisers.

After that, Kaila joined Old Mutual Wealth in 2016 as the Head of Strategic Adviser Support & Customer Retention. Kaila took on the responsibility of building and maintaining excellent relationships with internal and external customers, and actively sought feedback from financial advisers to enhance the company's proposition and service delivery strategies.

Currently, Kaila is serving as the Head of Customer Service at Guardian Financial Services since 2018. Unfortunately, specific information about their role and responsibilities in this position is not provided. However, their previous experience suggests their expertise in customer service and retention roles.

Kaila Gregory attended Maidstone Girls Grammar School from 1988 to 1991. Kaila then went on to Havant College where they studied from 1991 to 1993. The degree and field of study for both schools are unknown.