Diane Malefyt
Chief Insight & Imagination Officer @Positivity
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WORK HISTORY
Chief Insight & Imagination Officer @Positivity
Innovation is more than invention, it’s a mindset. One that dares to challenge assumptions, connect the dots in new ways, and build a future that lifts everyone.
EDUCATION
Cardinal Stritch University
Business Management / Computer Science
Harvard Divinity School
Healing and Reconciling Relationships in Conflict: a Dignity Approach, Religions and the Practice of Peace
Boulder College of Massage Therapy
Bachelor’s Degree, Science
Evangel University
Bachelor of Science - BS, PSYCHOLOGY
Arizona State University
MS Forensic Psychology
ABOUT DIANE MALEFYT
I build programs, teams, and operating infrastructure that turn AI and digital strategy into adopted capability and durable business outcomes, especially in regulated environments. Most initiatives stall after the platform decision. The technology works, but incentives, decision rights, data quality, workflow friction, and trust are unresolved. I fix that by starting with the customer or member journey and building the operating model, governance, and execution cadence that makes it work in production, not just pilots. My edge is translating AI into accountable execution. I design the guardrails that protect trust, reduce automation risk, and make adoption measurable. I am strongest where portfolio strategy, data and insights, and operating cadence intersect. What I do • AI and digital portfolio strategy, roadmaps, and adoption • Governance design: decision rights, oversight cadences, compliance gates, and accountability loops • KPI and KRI frameworks, dashboards, QBR cadences, and operating rhythms that stick • Workflow and content operating models from intake to delivery, including approvals, risk review, and speed to market • Cross-functional execution across product, engineering, security, legal, and GTM teams • Responsible AI fundamentals in practice: transparency, human-in-the-loop design, and trust-preserving experiences Impact • $300M annual portfolio impact • Conversion improved from 5% to 20%, CAC efficiency improved 8% to 25% • Sustained $14M quarterly retention and 85% retention through transition • Built and led teams of 250+ across the US, Canada, LATAM, and Europe If you are hiring for Responsible AI, AI governance and adoption, AI operating model buildout, or regulated digital transformation, message me with the role and the problem to solve.
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