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James Cannon has extensive work experience in various roles and companies. James started their career at Cannon Services (UK) LTD in 2005 as a Managing Director, where they built the company's turnover to £1.5 million and oversaw business development and delivery of boiler installations. In 2015, they joined Cannon Commercial Services Ltd as a Managing Director, merging it with Cannon Services and successfully growing the business to a £2.5 million turnover with a gross margin of 32%.

In 2018, James founded Cannon Business Consultants and served as the Managing Director until 2020. During this time, they provided consulting services to businesses. In 2019, they joined Flynotes as the Head of Sales and Business Development, then progressed to the role of Head of Commercial Operations and later Chief Commercial Officer. James was responsible for developing a culture of continuous improvement and accountability, driving commercial strategies, and overseeing various departments.

Currently, James is the Head of Partnerships UK at Simpro Software, a position they have held since 2023.

James Cannon completed the MBA Essentials program at The London School of Economics and Political Science (LSE) in 2020. James also obtained various certifications in 2023, including Conducting a SWOT Analysis, Master In-Demand Professional Soft Skills, Selling with Authenticity, and Strategic Thinking, all from LinkedIn.