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Jonathan Macey has a diverse work experience. Jonathan co-founded CHEQ Inc. in 2021 and is currently serving as a Co-Founder. Before that, they co-founded Evoluto, an automotive Restomod company, in 2019. In this role, they were part of the co-founding team responsible for defining the company's mission, vision, and product strategy. Jonathan also successfully fundraised and structured a capital investment. In 2019, they worked as a Strategic Advisor at ROUND, the UK's leading in-venue marketplace app. Here, they were involved in developing the go-to-market strategy, building the leadership team, and fundraising. Prior to this, from 1995 to 2018, they held the position of Managing Director and HBH Board Member at Tysers.

Jonathan Macey completed their education at Harvard Business School from 2015 to 2018, where they pursued a degree in Owner President Manager (OPM) with a focus on Business Administration and Management, General. Prior to Harvard, they attended Anglia Ruskin University for an unspecified period but did not earn a degree. Additionally, they attended Millfield School, although no specific degree or field of study is mentioned.