Michael Wilson

Michael Wilson is a seasoned entrepreneur with a track record of building innovative, solutions-driven businesses. He began his career in the early days of networking and email technologies, founding an IT consultancy that delivered transformative solutions to major clients such as ICI and Sony, as well as public sector organizations including local councils and fire brigades. Over the years, Michael developed a deep understanding of the challenges facing small and medium-sized enterprises (SMEs), particularly the missed opportunities that come from a lack of tailored support. This insight led him to establish Prosper² — not just as a service provider, but as a practical, results-focused partner for business owners. What started as a simple concept has evolved into The SME Problem Solver — the UK’s only business membership program designed specifically to help SMEs address everyday challenges. Prosper² offers a powerful suite of benefits including expert advice, essential business tools, exclusive discounts, and a loyalty program that transforms engagement into tangible rewards. Today, Prosper² is a thriving, collaborative ecosystem where members support one another — a community of SMEs helping SMEs. It’s practical, proven, and built to solve. Building on the success of Prosper², Michael has launched ConnectOS — a platform that enhances the membership experience by combining the power of AI with the human element. Designed for membership-based organisations, ConnectOS fosters a sense of community, encourages meaningful interaction, and drives positive action among members. Outside of business, Michael is passionate about sailing. He draws inspiration from the parallels between high-performance sport and high-performance business, firmly believing that the lessons from one can drive success in the other. He champions the idea of interconnected networks working together to achieve shared and individual goals, through active Listening, facilitating Engagement and providing the tools to Enable success.