Calista Cooper
Director of Ai Business Enablement @Vendasta
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WORK HISTORY
Director of Ai Business Enablement @Vendasta
Saskatoon, SK, CA
I am the Director of AI Business Enablement at Vendasta, focused on building the systems, pathways, and enablement models that help our teams thrive. My work sits at the intersection of learning, product, and operations - translating business outcomes into scalable enablement that supports both human teams and AI-driven workflows.My background spans instructional design, inquiry-based learning, curriculum development, and digital enablement, with experience supporting internal teams, partners, and small-to-medium businesses. I specialize in building outcome-based learning and enablement systems that scale—combining structured learning pathways, governance, documentation standards, and community-driven adoption to support sustainable change.A significant part of my work focuses on developing AI capability across organizations. This includes designing progression pathways that help employees move from AI literacy to confident, responsible building (think citizen developers), while ensuring innovation is supported by clear guardrails. I am also deeply invested in information architecture and knowledge systems. I lead initiatives to create AI-ready, machine-readable documentation systems that make org (and product) knowledge accessible, reusable, and trustworthy. By standardizing how workflows, artifacts, and data are captured, I help ensure that both people and AI systems can retrieve and apply information effectively.
EDUCATION
University of Saskatchewan
Bachelor of Education (BEd), Secondary Education and Teaching
University of Saskatchewan
Master's degree, Educational Technology and Instructional Design
University of Saskatchewan
Bachelor of Commerce - BComm, Marketing
SKILLS
ABOUT CALISTA COOPER
I am the Director of AI Business Enablement at Vendasta, focused on building the systems, pathways, and enablement models that help our teams thrive. My work sits at the intersection of learning, product, and operations - translating business outcomes into scalable enablement that supports both human teams and AI-driven workflows.My background spans instructional design, inquiry-based learning, curriculum development, and digital enablement, with experience supporting internal teams, partners, and small-to-medium businesses. I specialize in building outcome-based learning and enablement systems that scale—combining structured learning pathways, governance, documentation standards, and community-driven adoption to support sustainable change.A significant part of my work focuses on developing AI capability across organizations. This includes designing progression pathways that help employees move from AI literacy to confident, responsible building (think citizen developers), while ensuring innovation is supported by clear guardrails. I am also deeply invested in information architecture and knowledge systems. I lead initiatives to create AI-ready, machine-readable documentation systems that make org (and product) knowledge accessible, reusable, and trustworthy. By standardizing how workflows, artifacts, and data are captured, I help ensure that both people and AI systems can retrieve and apply information effectively.
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