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Jaie Samson has a diverse work experience spanning multiple industries and roles. They started their career in 2005 as a Team Lead at Newmarket Promotions Limited. From there, they worked as a Print Production Supervisor at TNT from 2006 to 2009. In 2009, they joined the House of Commons as a Print Production Assistant, and later became a Production Supervisor. In 2012, they moved to the role of Production Manager at the House of Commons, where they were responsible for managing a team and overseeing the production of printed publications. In 2016, they transitioned to the Parliamentary Digital Service, initially working as a Programme and Project Officer, and later as a Portfolio Support Manager and Delivery Manager. In 2019, they joined MoJ Justice Digital as a Lead Delivery Manager, overseeing the delivery and strategy of a complex portfolio of products. They also took on various additional responsibilities, including a secondment as Lead Delivery Manager for an Innovation Campaign. Most recently, in 2023, they joined Zaizi as a Principal Delivery Manager.

Jaie Samson completed the ICF Accredited/Postgraduate Certificate in Business and Personal Coaching from Barefoot Coaching Ltd in 2023. Prior to that, in 2022, Jaie took a course from Future Learn, details of which are not provided. In 2018, Jaie completed a Change Management course from APMG International. In 2017, Jaie earned the Managing Benefits Foundation Examination degree from APMG International, specializing in Information Technology Project Management. Additionally, Jaie obtained the Certified ScrumMaster certification from QA training London in the same year. In 2013-2014, Jaie pursued Leadership & Management studies offered by the Institute of Leadership and Management. Furthermore, Jaie attended Howard of Effingham school from 1995 to 1999, but no specific degree or field of study is mentioned for that period. Jaie also holds the ICF Member Badge from the International Coaching Federation, obtained in September 2023.