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Oliver Gleave has a diverse work experience in the technology and property industry. Oliver is the Founder and Managing Director of Loop Software, a rapidly growing estate agency platform in the UK. Prior to this, they founded and managed Jupix, a property software and technology company, which was later acquired and became a part of the Zoopla Property Group. Oliver also worked as a Management Consultant at Capco, where they specialized in technology and worked on global implementation projects for investment banks and financial institutions. Their expertise spans across innovative solutions, property software, technology, and equity sales and trading platforms.

Oliver Gleave attended Cranfield University from 1997 to 2000, where they earned a Bachelor of Science (BSc) degree in Computer Science. In 2010, they attended the Cranfield School of Management for the Business Growth Programme. No specific degree was mentioned for this program.