Following a successful business career, Ross became especially interested in social enterprise models as a way to bring about positive behaviour change and get people thinking and taking responsibility for their own actions. A passionate ideas man, Ross started road safety social enterprise, How's My Driving? in 1995 helping companies to reduce accidents and manage loss control with all profits going back to local road safety projects. In 2015 he co-founded 5asideCHESS as a way to make the mental health and life skill benefits of chess more accessible to all. In 2018 he launched the 5asideCHESS Battling Suicide Bus, visiting 40 towns and cities in 66 days with a campaign message urging people to #checkonyamate.