The AI Enablement Specialist is the go-to person for helping Smart Circle’s teams get real value from Claude, ChatGPT, and the broader AI stack. Beyond training and support, this role turns recurring requests into reusable automation that teams can run themselves, such as Claude skills, prompt templates, and connected workflows. The Specialist works closely with IT and Senior Leadership to keep every use case within company AI governance, data-handling, and security guardrails. This hands-on role is ideal for someone who loves building practical AI tools, leading training sessions, and helping an entire company build confidence with AI.
The Basics:
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Office Location: Richmond Hill, ON (this position is primarily remote/work-from-home; new hires will attend in-office training, with occasional on-site presence as needed thereafter)
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Compensation: $90,000-$100,000 CAN
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Vacancy Status: We’re actively hiring for this role right now!
What You'll Do
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Train users: Run onboarding, workshops, and office hours on Claude, ChatGPT, Salesforce Agentforce, Box AI, and Snowflake Cortex, with role-based learning paths, guides, and job aids
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Build reusable automation: Turn business-unit use cases into Claude skills, prompt templates, and Projects for recurring work like reporting and contract review
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Connect systems: Build and maintain MCP connectors to Salesforce, Box, Slack, and Snowflake within approved access boundaries
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Pilot and scale: Test with small groups, measure results, and iterate before company-wide rollout
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Grow a champions network: Recruit and support AI champions across business units and the field
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Own the library: Maintain versioned skills, templates, training materials, and FAQs; retire outdated or overlapping content
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Measure and improve: Use tickets, questions, and usage data to close skill gaps, and report adoption trends to the CIO
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Support and govern: Serve as the escalation point for AI tool questions and access, explain AI policies in plain language, flag out-of-policy use, and support client due-diligence questionnaires
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Additional responsibilities may be assigned based on business needs and organizational priorities
What You’ll Bring
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3+ years in IT training, technical enablement, or end-user support
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Daily hands-on use of Claude, ChatGPT, or a similar enterprise AI assistant, with strong prompt-engineering skills
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Proven track record building reusable automation others run themselves, not one-off demos
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Ability to tailor training to varied roles and skill levels, and explain technical and policy concepts simply
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Working knowledge of data privacy and AI governance (acceptable use, retention, role-based access)
How You’ll Stand Out
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Built Claude skills, MCP connectors, or agentic automation on real business systems
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Familiarity with Salesforce, Box, Snowflake, or Okta
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Experience supporting field sales, franchise, or independent-contractor users
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Background in instructional design, AI governance, information security, or technical writing
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Built or ran a champions or super-user network
Smart Circle International is a leading broker of outsourced sales and customer acquisition services. We help clients and independently owned and operated sales companies grow together through versatile in-person marketing and sales campaigns inside retailers, businesses and through door-to-door canvassing. Smart Circle operates from two locations: our headquarters in Newport Beach, California, and an office in Toronto, Ontario. Visit smartcircle.com to learn more!
Why You’ll Love It Here:
Smart Circle is committed to cultivating an environment that sparks curiosity, encourages bold thinking, and supports continuous development. We believe people thrive when they’re in roles that align with their strengths and ambitions, so we make space for individuals to stretch and explore new possibilities. Your next move matters so if you're looking for a place where ambition is celebrated and growth is tangible, Smart Circle may be the place for you!
Total Rewards:
Full-time positions qualify for a benefits package that includes vacation, sick leave, paid holidays, medical (with an HSA plan option), dental, vision and company paid Basic Life insurance, opportunity to enroll in Voluntary Life plans, Employee Assistance Program, 401K with employer match, employee referral program, home office stipend and opportunities for team building, growth, and development. Team members have on-demand access to an LMS with a variety of courses to further their professional and personal development.
Equal Opportunity Employer:
We are an Equal Opportunity Employer, committed to building a workplace where every individual is valued, respected, and empowered to grow, regardless of background or identity.
We recruit, hire, evaluate, and promote based on talent and potential, without regard to race, color, national origin, age, sex, disability status, or any other protected characteristic under state or federal law. Discrimination or harassment of any kind has no place here, and we expect every team member to uphold a culture of dignity and respect.
In accordance with applicable law, the compensation range listed within this job posting reflects our good faith estimate of the expected salary for this role at the time of posting. Final compensation will be determined based on a variety of non-discriminatory factors, including a candidate’s qualifications, skills, and experience.
DISCLOSURE TO JOB APPLICANTS PURSUANT TO THE CALIFORNIA CONSUMER PRIVACY ACT
As part of your job application and our evaluation of your candidacy, we collect, receive, maintain, and use your personal information, which as used herein, means information that identifies, relates to, describes, is reasonably capable of being associated with, or could reasonably be linked, directly or indirectly, with you or your household. The following is the personal information we may collect as part of the application process:
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Personal contact details, such as name, title, address, telephone number, and email address; and
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Application information, such as your qualifications, skills, education, references, and other information that may be in your resume, cover letter, and materials you provide to us when applying for employment.
We collect your personal information to evaluate your job application and candidacy for employment, to check your eligibility to work in the country in which you have applied, for background checks, and to comply with employment and other laws. If you become employed by us, we will notify you of additional categories of personal information that we collect, receive, and maintain for business purposes.
