AI automation leader building support agents and knowledge systems for Jane’s healthcare SaaS platform. Leading enablement experts and improving customer self-service, efficiency, retention, and conversion.
Responsibilities
Design, build, and ship agents for Customer Team workflow friction points
Identify repetitive tasks, slow lookups, and manual handoffs and turn them into an agent roadmap
Own production AI tooling performance and quality, including accuracy, tone, resolution rates, and human handoff points
Monitor emerging LLMs, agent frameworks, and semantic search
Align architecture and capabilities with the AI Transformation team
Partner with Support stakeholders and subject matter experts to validate agent behaviour
Represent Support needs in company-wide AI discussions and communicate AI direction back to Support
Own and govern the knowledge base and internal documentation
Build content and taxonomy practices usable by humans and AI
Use support data and agent performance to identify and close knowledge gaps
Own customer and prospect self-service answer experiences across guides and the AI answer tool
Analyze customer and prospect queries, search terms, and unresolved questions
Route product-related feedback to Product and partner with Product and Product Marketing
Lead a small team of knowledge and AI enablement experts, including priorities, 1:1s, and skills development
Track AI/self-service quality, efficiency, retention, and conversion metrics
Present findings and roadmap to leadership and recommend future investment
Requirements
5+ years in AI/automation implementation, support enablement, or knowledge/content strategy
Hands-on agent or LLM tooling experience preferred/ideally
Ability to construct an agent or automation workflow, not just specify one
Experience mentoring or leading others, formally or informally
Strong systems-thinking and workflow analysis
Cross-functional experience working with AI engineers and frontline Drivers
Experience owning a self-service or customer content program
Familiarity with HubSpot, Help Scout, Talkdesk, Claude, Gumloop, and AI/automation tooling
Must currently live and work in Canada
Must be eligible to work in Canada without employer sponsorship
No relocation, visa sponsorship, or third-party/employer-of-record employment support
Benefits
Comprehensive benefits package
Regular career development conversations with manager
Compensation growth as experience and meaningful contribution increase
Tools, support, and space to explore, learn, and share AI discoveries
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