Cheryl May is a consultant and doctoral researcher at London South Bank University. Her research is focused on prosocial leadership within Canadian social purpose organizations. She is a four-time executive director who has scaled-up initiatives by establishing partnership networks and building systems that support collaboration and communities of practice. She worked as a journalist and theatre director before founding a ‘green’ business in 1989 that changed the course of her work. She led the development of the 211 information system in Canada, which received the Head of the Public Service Award for Excellence in Service Delivery. Cheryl was the practice lead for social innovation at MaRS and received her MDes, Strategic Foresight and Innovation, at OCADU. She has been a board member and advisor to Canadian Race Relations Foundation since 2014. Currently, she is a Systemic Design Association board member and organizes the annual Relating Systems Thinking and Design Symposium.