Cheryl May Email and Phone Number
My primary focus is on the scholarly and practice communities related to systemic design, which aligns with my research on systemic leadership in organizations with complex missions. I am actively exploring interdisciplinary and transdisciplinary work in sensemaking and problem-solving, particularly in relation to cybernetics, possibility science, serendipity, and transformational design. My interest lies in understanding the role of design and systems within performative futures.I am currently a doctoral researcher at LSBU, with expected completion in 2025. Previously, I completed an eight-year tenure as strategic advisor and board member at the Canadian Race Relations Foundation. I was the social innovation practice lead at MaRS, an internationally recognized innovation centre. I have served as an executive director five times, with a notable achievement being my role as executive director of Findhelp Information Services, where I led the development of the 211 information system in Canada. This initiative was honoured with the Head of the Public Service Award for Excellence in Service Delivery.Throughout my career, I have been involved in numerous initiatives that I would describe as evolutionary, blending action and community to address unpredictability and dynamic interactions. My work spans diverse areas, including upcycling, social theatre, eco-parenting, information access and personal privacy, and diversity, equity, and inclusion. I have extensive experience in strategic development and business modelling, including fundraising, and have raised over 100 million CAD.I hold an MDes in Strategic Foresight and Innovation from OCAD University, Canada, and a BA in English and Theatre from the University of Toronto, and studies in Business and Entrepreneurship (University of Toronto).
Systemic Design Association
View- Website:
- systemic-design.org
- Employees:
- 9
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Executive Editor, Contexts—The Systemic Design JournalSystemic Design AssociationToronto, On, Ca -
Advisor & Editor, Relating Systems Thinking And Design, Rsd13The Oslo School Of Architecture And Design Nov 2023 - PresentNorway -
Editor, Special Issue, Expanding Conceptions For Research On PossibilityPossibility Studies Network Jun 2024 - PresentUnited Kingdom -
Strategic ConsultantTransformations Community Jul 2024 - PresentUnited States -
Strategic AdvisorFlourishing Enterprise Institute Feb 2024 - PresentCanada -
Contexts—The Systemic Design Journal, Executive EditorSystemic Design Association Oct 2022 - Present -
Relating Systems Thinking And Design, Board LiaisonSystemic Design Association May 2016 - Present -
Rsdsymposium.Org, Designer & DeveloperSystemic Design Association Jun 2020 - Present -
Executive Board MemberSystemic Design Association Nov 2021 - Oct 2023 -
Advisor & Proceedings EditorGeorgetown University Nov 2023 - Jun 2024United StatesRelating Systems Thinking and Design, RSD12 -
Advisor & Proceedings EditorUniversity Of Brighton Nov 2022 - Jun 2023United KingdomRelating Systems Thinking and Design, RSD11 -
Advisor & Proceedings EditorDelft University Of Technology Nov 2021 - Jun 2022The NetherlandsRelating Systems Thinking and Design, RSD10 -
Researcher & AuthorMars Discovery District Jan 2022 - Apr 2022CanadaCanadian Business for Purpose Report https://www.marsdd.com/service/business-for-purpose-network/ -
Designer & DeveloperThe Oslo School Of Architecture And Design May 2021 - Mar 2022Oslo, NorwaySystems Oriented Design -
Board MemberCanadian Race Relations Foundation Apr 2018 - Mar 2022CanadaCRRF is a Canadian Crown corporation. Board positions are Governor in Council appointments. -
Strategic AdvisorCanadian Race Relations Foundation Apr 2016 - Mar 2018CanadaBoard of Directors -
Senior DirectorCanadian Race Relations Foundation Feb 2014 - Mar 2016CanadaStrategy and Development -
Advisor & Proceedings EditorNational Institute Of Design Jun 2020 - Jun 2021IndiaRelating Systems Thinking and Design, RSD9 -
Designer & DeveloperWoundpedia May 2020 - Sep 2020Canadaincluding International Interprofessional Wound Care Course -
Designer & DeveloperCommon Approach To Impact Measurement May 2020 - Aug 2020Canada -
Evaluator, Innovation & ExperimentationNorth York Community House Mar 2020 - Aug 2020Toronto, Ontario, CanadaEvaluation for a three-year innovation project that simultaneously sought to improve service delivery and contribute to a culture of innovation. -
Strategic Advisor, Fourth Sector 2030, United Nations FoundationFourth Sector Group Nov 2018 - Jun 2020United Kingdom -
Design Researcher, Dalla Lana School Of Public HealthUniversity Of Toronto Jan 2020 - Apr 2020Toronto, Ontario, CanadaA study for the Ontario Tobacco Research Unit (/www.otru.org) that explores youth vaping. VapeHack was a two-day hackathon-style event with seven facilitated online sessions, based on participatory co-design methods. -
Adoption Strategist, Impact DashboardCentre For Social Innovation (Csi) Jun 2019 - Apr 2020Canada -
Researcher & AuthorToronto Workforce Innovation Group (Twig) Aug 2019 - Feb 2020Toronto, Ontario, CanadaMicrowork Study https://www.microtasking.online/ -
Strategic AdvisorSocial Innovation Canada Aug 2019 - Jan 2020CanadaNational Initiatives -
Strategic AdvisorVilla Charities Inc. Jun 2019 - Sep 2019Toronto, Ontario, Canada -
Designer & DeveloperProject Echo May 2019 - Jul 2019OntarioOntario Skin and Wound Care -
Designer & Project DirectorCommunity Innovation Lab Sep 2017 - Apr 2019Durham Region, OntarioThe Refinery—a multi-scalar approach to an accelerator program for women in the start-up phase of their ventures. -
Researcher, Futures Of Canadian IdentitiesOcad University Oct 2016 - Mar 2017CanadaDepartment of Canadian Heritage (Federal Government) and Resilience Design Lab: Action Research and Capacity Building Project. -
Project Manager, Relatings Systems Thinking And Design, Rsd5Ocad University Jul 2016 - Nov 2016 -
Project Director, The Base, Shared PlatformMakeway Dec 2012 - Jan 2014CanadaLive prototype—a platform for charitable initiatives with annual operating budgets between $25,000 and $100,000, with potential for growth and/or long-term impacts. -
Executive DirectorSkills For Change Oct 2010 - Nov 2012Toronto, Ontario, Canada -
Practice Lead, Social InnovationMars Discovery District Aug 2009 - Sep 2010Canada -
Social Entrepreneur In ResidenceMars Discovery District Jun 2008 - Jul 2009Canada -
Interim Executive Director, The Neighbourhood CentreAccess Alliance Multicultural Health And Community Services Sep 2008 - Aug 2009Toronto, Ontario, CanadaFocus: programme design and strategy. Merger with Access Alliance. -
Strategic Consultant, Findhelp | 211 CentralFindhelp | 211 Jan 2008 - Sep 2008Canada -
Strategic Consultant, Centre For Global Ehealth InnovationUniversity Of Toronto Jan 2008 - Mar 2008Canada -
Inaugural Executive Director, FoundationArtscape Jul 2007 - Dec 2007Toronto, Ontario, Canada -
Executive DirectorFindhelp | 211 Central Oct 2002 - Aug 2007Canada -
Director, Strategic DevelopmentFindhelp | 211 Central Apr 1999 - Sep 2002Canada -
Project Manager, Possibilities Project Virtual Employment CentreFindhelp | 211 Central Oct 1997 - Mar 1999Toronto, Canada Area -
Manager, Corporate SponsorshipCanadian Stage Sep 1996 - Sep 1997Toronto, Ontario, Canada -
Founder & Ceo (Absolutely Diapers, Social Purpose Enterprise)Hip Baby Jan 1989 - Aug 1996Founded and scaled national retail corporation. Developed purpose-led business and social franchise model dedicated to reusable products, and gender-neutral, no-logo clothing and toys. Business units built: retail, wholesale, manufacturing, import and export. Opened 13 stores in Canada, one in Vienna. Exited in 1995. Acquired by Hip Baby. -
Producer, Flexible Packaging PlantCheryl May Projects Sep 1985 - Jan 1989Independent theatre company: Dora Award for Best Actor, and Nomination, Dora Award for Best Production -
Theatre Director And DesignerCheryl May Projects 1984 - 1988Canada -
Graphic Artist And Content WriterCheryl May Projects 1978 - 1987Toronto, Canada Area -
Clothing Designer And ManufacturerCheryl May Projects 1979 - 1982Toronto, Canada AreaUpcycler. Label: Mayhem -
Executive Assistant, Dr. Donald Low, Chief Of MicrobiologyMount Sinai Hospital, Toronto Jun 1987 - Dec 1988Toronto, Ontario, Canada -
Manager, Helen Gardiner Phelan PlayhouseUniversity Of Toronto 1985 - 1987Toronto, Canada Area -
Columnist And Features WriterSun Media May 1978 - Aug 1986Toronto, Canada AreaToronto’s alternative scene in music, theatre, art and entrepreneurship. -
Forms DesignerForesters Financial 1979 - 1983Toronto, Canada Area -
Compositor, Graphic ArtistSun Media 1977 - 1978Toronto, Canada Area
Cheryl May Education Details
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Laws And Social Sciences -
Strategic Foresight And Innovation -
Business, Professional, And Entrepreneurial Studies -
English And Drama -
Publishing And Design
Frequently Asked Questions about Cheryl May
What company does Cheryl May work for?
Cheryl May works for Systemic Design Association
What is Cheryl May's role at the current company?
Cheryl May's current role is Executive Editor, Contexts—The Systemic Design Journal.
What schools did Cheryl May attend?
Cheryl May attended London South Bank University, Ocad University, University Of Toronto School Of Continuing Studies, University Of Toronto, Centennial College.
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