We are JAM CRM, an award-winning, game-changing, forward-thinking, CRM agency tucked away in trendy Liberty Village. We have a current opening for an AI Optimization Specialist to join our team of over 150 1:1 communication experts who are dedicated to creating incredible work, making our client’s proud, and smashing personal and professional goals along the way. With our creativity, outstanding culture, and cool technology we may just be the best kept marketing secret in Canada.
This role will work closely with team leaders across Strategy, Creative, Technology, and Client Service to drive the implementation of AI acceleration at JAM. You will guide how we use Anthropic’s Claude, along with platforms like ClickUp, to build and manage custom AI tools, and lead the evolution of AI-enabled workflows that help our teams deliver better work, faster and more consistently.
Responsibilities Assist in the strategy, structure, and governance for JAM’s Claude environment
Define best practices, safety standards, and usage models across teams
Translate business requirements into scalable AI workflows that support everyday work
Monitor Anthropic platform updates and ensure JAM adopts recent capabilities responsibly and quickly
Manage how Claude connects to our everyday tools through MCP servers and connectors
Build, refine, and maintain shared Claude skills tailored to specific clients, use cases, and internal workflows
Own skill and project instructions to ensure reliable, high-quality behaviour
Partner with internal content owners to evolve knowledge bases and maintain accuracy
Test, troubleshoot,



and resolve advanced model issues that impact quality or performance
Workflow acceleration & enablement Identify high-value opportunities where AI can speed up communication, creative work, QA, reporting, and client-service tasks
Design AI-assisted processes for briefs, emails, decks, research, recaps, and reviews
Train teams on how to get consistent, high-quality outputs from Claude
Develop reusable skills, templates, and prompt frameworks that drive efficiency and improve results
AI innovation & emerging technology Research and evaluate emerging AI tools, agents, automations, MCP servers, and integrations
Prototype new solutions that enhance marketing delivery and operational efficiency
Advise leadership on long-term AI strategy, investment areas, and competitive advantage
Stay ahead of industry trends in generative AI, workflow automation, and marketing technology
Other Experience with prompt engineering, LLM behaviour, or AI-driven workflow design
Understanding of marketing, CRM, creative workflows, or client communications
Ability to translate user feedback into structured, technical improvements
Strong communicator who can coach teams and simplify complex AI concepts
Bonus: Experience with Claude, MCP servers, automation platforms, APIs, integrations (Teams, Outlook)
3-5+ years of experience in AI, digital strategy, marketing technology, or related fields
JAM CRM is an equal opportunity employer committed to creating and maintaining an inclusive and accessible workplace. If you need assistance or require any accommodations during the interview process, please let us know at [email protected].

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📌 AI Enablement Specialist (Ontario)
🏢 JAM CRM
📍 Ontario