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Dimaggio Rigby (CISMP) has a diverse and extensive work experience in the insurance and underwriting industry. Dimaggio'smost recent position is as the Head of Cyber Technology and Media E&O at United Insurance Brokers Limited, where they lead a team specializing in arranging complex placements and quantifying cyber exposures for businesses. Prior to this role, they worked at Elmore Insurance Brokers Ltd as a Client Executive, focusing on Cyber and Technology E&O. Dimaggio also has experience as a Cyber Underwriter at CFC Underwriting, Ltd., a Graduate Underwriter at Tokio Marine Kiln, and an Operations Technician at The Navigators Group, Inc. In addition, they have interned at Tokio Marine in both their Operations and Claims departments. Earlier in their career, they served as the Student Union President/Governor at Lambeth College - The Careers College.

Dimaggio Rigby (CISMP) pursued higher education at Coventry University from 2012 to 2015. During this time, they obtained a Bachelor's degree in Finance and Investment (BA Hons) with a focus on banking, corporate finance, securities, and quantitative asset valuations. Prior to this, from 2009 to 2011, Dimaggio Rigby attended Lambeth Sixth Form, where they studied Government and Politics, Business Studies, and ICT.

In addition to their academic qualifications, Dimaggio Rigby also obtained certifications that further enhance their professional profile. In 2016, they completed the CII Level 3 Certificate in Insurance from the Chartered Insurance Institute. More recently, in June 2022, they obtained the BCS Foundation Certificate in Information Security Management Principles from BCS, The Chartered Institute for IT.