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Hugh Craigie Halkett has a diverse work experience spanning several industries. Hugh is the Managing Director and Founder of Stamp Free Limited, a company that uses Artificial Intelligence to enable customers to send parcels, letters, and online returns without the need for postage stamps or printed off postage. Prior to this, Hugh worked as a Director at Financial Risk Mitigation, Inc., where they assisted clients in mitigating financial, regulatory, and reputational risks through investigative due diligence reporting programs. Hugh also founded H.D. Management Limited, a change management consultancy, where they served as CEO for nearly two decades. Hugh was the CEO of Vestech plc, an IT due diligence company that evaluated the technology component of corporate finance transactions. Hugh worked as a Quality Assurance and Business Process consultant as a self-employed individual, and as a Business & Development Manager at CSR. Before that, Hugh worked as an Account Manager at Shells of Scotland, where they supplied top hotels and restaurants with various seafood and mushrooms. Hugh had a work placement at Knight Frank, where they fulfilled various support roles.

Hugh Craigie Halkett attended Harrow School from 1982 to 1986. There is no information available regarding any degrees or fields of study pursued during this time. In terms of additional certifications, Hugh obtained a Digital Skills certification in Digital Marketing from Accenture in May 2020. Hugh also acquired a Digital Skills certification in Social Media from the same institution in May 2020. Furthermore, Hugh obtained an EFR Mental Health Awareness certification, although the specific month and year of completion are not provided.