Customer Education & Enablement Specialist - Canada (Part-time)

At Jobscan, we’re passionate about empowering job seekers to land more interviews with AI. We have helped millions of job seekers get more interviews in 100+ countries. Jobscan’s platform benefits job seekers, employers, universities, and communities. We’re a fast-growing startup 🚀. Since its founding in 2014, Jobscan has thrived for 11 years as a 100% self-funded company, achieving consistent profitability and rapid growth without VC investment. Recently, we’ve transformed into an AI-first company, leveraging cutting-edge tools to enhance operations and our product. This independence allows us to stay laser-focused on our customers, delivering impactful solutions for job seekers. Join us if you wish to be a part of a company that makes a real difference in people’s lives ❤️! Summary Jobscan is building a premium B2B business serving outcome-driven institutions that care deeply about employment results. This is not a script-following, high-volume support role. As a Customer Enablement Specialist, you own the critical bridge between a signed contract and a thriving, fully engaged customer. You will lead onboarding, deliver live training, and curate educational resources across our university, outplacement, and enterprise partners. This role is ideal for a proactive communicator and educator who excels at driving product adoption, simplifying complex concepts, and guiding partners toward long-term success. What you’ll be doing: Customer Onboarding — lead standard onboarding and implementation sessions; deliver live virtual faculty, student, and coach training; run recurring office hours; confirm implementation is complete before handing accounts to the CSM. Education & Content — own and maintain all customer-facing educational resources (Resume Builder, AI Optimizer, and LinkedIn guides; faculty guides and student assignments; Knowledge Base, video library, FAQs); keep content current as the product evolves. Adoption Programs — build and run Train-the-Trainer certifications, semester launch kits, email sequences, and adoption campaigns that drive Time to First Value. Customer Marketing Coordination — coordinate timing and launch of onboarding-phase campaigns and supply CS briefs to Marketing, which produces the assets (graphics, flyers, campaign production sit with the Marketing team). Customer Operations — own onboarding-phase HubSpot updates, meeting summaries, Fireflies AI note management, training schedules, follow-up emails, and resource distribution. (CSMs continue logging their own relationship and renewal calls.) Data & Reporting — track webinar attendance, adoption metrics, and resource utilization, and report training effectiveness to the CS team. (Dashboard design and build are owned by CS leadership.) AI Workflows — implement and maintain AI-assisted workflows defined by CS leadership: day-to-day operation, monitoring, minor tweaks, and escalating anything that needs redesign. (Automation strategy, prioritization, and build are owned by the Director.) What will help you succeed here: 1–3 years in customer education, training, instructional design, or customer operations. Comfortable facilitating live virtual training with diverse audiences (faculty, students, HR professionals). Strong written communicator — can independently produce guides, newsletters, and documentation. Working knowledge of CRM tools; highly organized with strong follow-through — closes loops. Curious about AI tools and quick to adopt new technology. Based in Canada with work authorization; available on Pacific/Mountain/Eastern time zones. We’d love it if you also brought: HubSpot experience specifically (admin or power user). Experience in higher education, career services, or workforce development. Hands-on use of AI assistants (Claude, Fireflies, or similar) in a work setting. Webinar/LMS platform experience; basic video production or editing. Train-the-Trainer or certification program experience. $30 - $35 an hour Benefits ‣ Competitive salary ‣ Fully remote work environment We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.