Simon’s career spans over two decades at the forefront of digital transformation, tech innovation, and enterprise learning. For more than 11 years, he has served as a trusted lead facilitator and learning designer within Google’s global ecosystem, delivering high-impact programs like the Google Global Sales School and the Google Analytical Academy. As Director of Bear & Fly Limited, Simon also advises executive teams across finance, retail, and tech—from the UK to Australia—on AI adoption and digital strategy. His background bridges early web development and agency leadership with enterprise-scale capability building.
Simon’s superpower is turning complex technical concepts—from AI to data analytics—into clear, practical, and action-oriented learning experiences. He believes that true digital transformation only happens when people feel confident using new tools. Moving away from passive lectures, his immersive sessions focus on active participation, practical experimentation, and mindset shifts. He creates engaging, supportive spaces where leaders build the digital confidence needed to drive strategy and adapt to fast-changing technologies.
Simon specializes in AI adoption, digital transformation, and enterprise learning design. Having trained thousands of professionals—including senior executives at Google, Citi, and Colgate—he excels at scaling global onboarding and upskilling initiatives. He is an experienced public speaker and masterclass trainer known for translating complex topics like search, data-driven decision-making, and future technologies into clear business strategies. His core strengths include high-impact facilitation, curriculum design, and helping organizations build future-ready, innovative cultures.
