SECTION I · THE BRIEF
Brief #42259Updated 03 SEP 2026TORONTO, ONLeverFIRST ROUND CAPITAL
Employbl Company Profile

AI Enablement Specialist

Rupa Health is a telehealth solution that makes it easier to practice root cause medicine. The company was established in 2018 and was founded by Tara Viswanathan in San Francisco, California.

Location
Toronto, ON
Company size
100–200
Posted
Today
Via
Lever
Section II · Full ProfileFree with an account
  • 01Comp band & equity packageLocked
  • 02Seniority & experience requirementsLocked
  • 03Interview process & rubricLocked
  • 04Hiring manager & team contextLocked
  • 05Growth trajectory in this roleLocked
  • 06Offer & decision timelineLocked

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AI Enablement Specialist · Rupa Health

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Job title
AI Enablement Specialist
Job location
Toronto, ON
Job description
About Fullscript

We’re an industry-leading health technology company on a mission to help people get better. We started in 2011 with one simple idea. Make it easier for practitioners to access the products they trust so they can deliver better care.

That simple idea grew into a platform that powers every part of care. Today, more than 125,000 practitioners use Fullscript for clinical insights, lab interpretations, patient analytics, education, and access to high-quality supplements. Over 10 million patients rely on Fullscript to stay connected to their care plans and follow through on treatment.

We build tools that make care smarter and more human. Tools that save time, simplify decisions, and help practitioners stay closely connected to the people they care for. When everything they need is in one place, they can focus on what matters most: helping people get better.

This is your invitation.

Bring your ideas, your grit, and your care for people.
Join us and shape the future of care.
The Opportunity
Fullscript is looking for an AI Enablement Specialist to help Fullscripters use AI confidently, responsibly, and effectively in their day-to-day work.

You will join Team GSD, Fullscript's AI and automation enablement team. GSD helps departments improve how work gets done by combining practical AI education, workflow discovery, and scalable automation. This role will own the human side of that work: turning fast-moving AI capabilities and internal tools into clear, useful learning experiences that meet people where they are.
This is primarily a content, enablement, and adoption role. You will build the self-serve resources, interactive learning experiences, communications, and support models that help teams learn independently. You will also work with stakeholders to uncover workflow pain points, assess AI and automation opportunities, and translate what you learn into clear inputs for the GSD roadmap.
You will not be expected to build machine learning models or act as a full-time trainer. You should, however, be hands-on and credible with modern AI tools, curious about how people learn, and comfortable facilitating a live session or webinar when it is the best way to help a group move forward.
What you'll do
  • Own the creation of Fullscript’s AI training and development content, including practical guides, slide decks, blogs, videos, playbooks, templates, and role-based learning paths.

  • Build and continuously improve interactive, self-serve learning experiences that make Fullscript’s AI knowledge easy to find, understand, and apply independently.

  • Identify user groups, learning needs, and skill gaps across Fullscript, then tailor content to their workflows, business context, and level of AI fluency.

  • Stay current on AI tools, capabilities, use cases, and emerging trends, using that knowledge to keep Fullscript’s learning materials accurate, relevant, and practical.

  • Partner with AI Champions to shape departmental adoption roadmaps, equip them with reusable resources, and support the rollout and internal go-to-market of new AI tools.

  • Build strong relationships across the business, observe how teams work, and uncover operational pain points, knowledge gaps, and opportunities for AI or automation.

  • Gather requirements and frame opportunities by documenting the problem, users, current workflow, expected impact, data needs, feasibility, and risk, then translate those insights into clear recommendations for GSD roadmap planning.

  • Serve as a frontline enablement partner for GSD applications, turning recurring questions, adoption barriers, and user feedback into better content, product guidance, and roadmap inputs.

  • Measure and improve enablement through signals such as content engagement, tool usage, proficiency, support trends, time saved, and business impact.

  • Facilitate select workshops, webinars, office hours, or onboarding sessions, share useful practices across teams, and occasionally represent Fullscript at relevant industry events.

What you bring to the table
  • Experience in learning and development, technical enablement, digital learning, knowledge management, change enablement, developer education, or a related field.

  • Hands-on fluency with modern AI tools such as Claude, ChatGPT, Gemini, or similar platforms, along with a practical understanding of what large language models can and cannot do.

  • Experience designing clear, engaging learning content for people with different roles, levels of technical knowledge, and ways of learning.

  • A track record of building self-serve resources or digital learning experiences that improved adoption, confidence, or performance.

  • Strong business analysis skills. You can uncover the real problem behind a request, map a workflow, gather requirements, and translate business needs into clear next steps for a technical team.

  • Excellent written communication and information design skills, with the judgment to make complex ideas simple without making them inaccurate.

  • Strong relationship-building skills and the ability to earn trust with both technical and non-technical stakeholders.

  • Strong project management and prioritization skills, with the ability to move several enablement initiatives forward without losing sight of quality or outcomes.

  • A practical, people-first approach to change. You understand that adoption depends on relevance, trust, clarity, and support, not simply access to a new tool.

  • Comfort facilitating a live learning session, webinar, or group discussion when needed.

Bonus if you have
  • Experience with low-code or no-code automation tools such as n8n, Zapier, or Make.

  • Experience creating interactive learning experiences or lightweight web applications using low-code, no-code, or AI-assisted development tools.

  • Familiarity with AI workflow concepts such as agents, connectors, model selection, evaluation, and human-in-the-loop review.

  • Experience launching internal tools or leading adoption and communication programs in a technology-driven organization.

  • Experience building or supporting a champions network, guild, cohort, or internal community of practice.

  • Familiarity with AI governance, data privacy, or enablement in healthcare or another regulated environment.

  • Experience speaking at industry events, facilitating communities, or creating external thought-leadership content.

What we can offer you
  • Remote-first flexibility to work where you work best, with Ottawa, Toronto, or Calgary preferred for this role.

  • Flexible PTO and competitive pay, because work-life balance matters

  • RRSP/401k match and competitive compensation packages to invest in your future

  • Premium benefits package with customizable coverage, paramedical services, and an HSA.

  • Fullscript discounts to save on high-quality wellness products

  • Continuous learning opportunities to grow your skills and career

Compensation range

The salary range for this role is between $80,000 and $90,000 (CAD). Fullscript shares salary ranges to support transparency and help candidates make informed decisions. The range shown reflects base salary only. The range shown reflects base salary only. Additional incentives, perks, and benefits may be available as part of Fullscript’s total rewards package.

Final compensation depends on experience, skills, and location. We review pay regularly to stay aligned with market data and internal equity. Benefits and total rewards may vary by region.

Why Fullscript

Great work happens when people feel supported, trusted, and inspired. At Fullscript, we stay curious and keep finding smarter ways to make care better. We grow together, take on new challenges, and focus on impact. We put people first, work as a team, and leave egos at the door.

What to Know Before You Apply

We’re grateful for the interest in joining Fullscript. To make sure your application reaches our hiring team, please apply directly through our careers page.

A quick note: Due to the high volume of applications, we’re not able to respond to phone or email inquiries about application status. If there’s a match, our team will reach out directly.

Fullscript is an equal opportunity employer committed to creating an inclusive workplace. Accommodations are available upon request at accommodations@fullscript.com.

All offers are contingent on successful background checks conducted in compliance with federal, state, and provincial laws.

We use AI tools to support parts of the hiring process, including screening and reviewing responses. Final hiring decisions are always made by people and follow all applicable privacy and employment laws in Canada and the U.S.

Learn More
@fullscriptHQ on instagram
@fullscript on YouTube
FullScript on LinkedIn
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Rupa Health headquarters

San Francisco, CA

Company size

100200 employees

Founded

2018

Total raised

$25,800,000

View company profile ↗

Funding rounds