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Job Title


Customer Enablement Specialist


Company : Wisedocs


Location : Toronto, Ontario


Created : 2026-03-27


Job Type : Full Time


Job Description

Wisedocs is a fast-growing, venture-backed AI platform that transforms how insurance companies analyze claims. With ~$20M USD raised, 100+ team members globally, and 90+ customers across North America and Australia, were doubling revenue year over year. Founded by experts whove experienced the claims process firsthand, Wisedocs combines deep domain knowledge with next-gen AI trained on 100M+ documents. Our platform turns complex medical records into clear, structured insightsbacked by expert human oversight. Join a mission-driven team building intelligent products that cut through complexity, accelerate decision-making, and make a real impact when it matters most. Role Summary Were hiring a Customer Enablement Specialist to build and scale how customers learn and get value from our platform. This role sits within Customer Success and owns our self-serve content experience from knowledge base governance to shortform video and taskbased guides making it easy for customers to adopt our product independently, at their own pace. Our platform serves a wide range of personas (adjusters, paralegals, lawyers, IME Doctors, nurse evaluators, and clerical staff) across complex enterprise organizations, so content must be persona and workflowdriven: modular, rightsized, and built to scale with the product. Live training for strategic accounts is part of the role, but the primary focus is scalable, selfserve enablement. Looking ahead, were evaluating an LMS to further organize and scale learning paths and this role will be central to that effort. What youll be doing Build and own the selfserve enablement experience Own the structure, quality, and governance of our knowledge base including taxonomy, templates, style standards, and release updates. Produce shortform content across formats: articles, quickstart guides, GIFs, short videos, and taskbased job aids. Translate product features and workflows into clear, personaspecific content for each user type (adjusters, legal, clinical, clerical). Design personabased content and learning paths Develop learning paths mapped to real workflows onboarding, new feature rollouts, and common howto tasks properly scoped with clear objectives and steps. Partner with Product, Support, and CS to keep content accurate and aligned with product releases. Apply content design best practices to support different learning styles across written, visual, and live formats. Support strategic account enablement Design and facilitate live enablement sessions for strategic accounts, tailoring delivery for mixed audiences. Build training plans aligned to customer goals and personas, reusing standardized modules wherever possible. Feed insights from live trainings back into selfserve resources to reduce repeat enablement needs over time. Scale content operations and measure impact Track KB usage, training feedback, and adoption signals to understand whats working and where to improve. Contribute to LMS evaluation and rollout if we proceed including requirements, content migration, and pilot planning. Apply AI tooling to scale content production responsibly, including establishing governance standards for quality and review. You''''re a great candidate if you have 5+ years in customer education, product enablement, content design, or curriculum development with a strong bias toward selfserve and scalable formats. Proven ability to produce shortform content video walkthroughs, interactive guides, taskbased job aids that reduces support and CS dependency. Experience owning curriculum development endtoend in a SaaS environment, translating software workflows into clear, taskbased learning. Experience supporting strategic accounts or large user communities with diverse roles and needs. Strong content design instincts: clear objectives, rightsized modules, reusable components, and multiple modalities (written, video, live, interactive). Excellent written and verbal communication skills with the ability to make complex processes clear and approachable. Nice to have Experience in a regulated industry such as healthcare, insurance, legal, or finance. Experience creating content for clinical or legal audiences (IME providers, claims teams, law firms). Familiarity with KB governance or LMS evaluation and implementation. What we offer Flexible hybrid environment with the option to collaborate inperson at our Toronto HQ. Modern employee benefits, including health and dental coverage. Competitive compensation, with valuable stock options, as were still a young company growing very quickly. An opportunity to develop very rapidly in your career. We can offer you a superimmersive learning environment, and when you thrive there, you will have the opportunity to rapidly develop this opportunity into senior practitioner or management opportunities as you choose. Access to a learning and professional development fund to help you level up your career while youre working with us. We hope to be an incredible step up in your career if you decide to come and work with us. Company events. Generous Paid Time Off. Paid Sick Days. Casual Dress code. Employee Referral Bonus. Tuition Assistance. Plus, many other Recognition Programs! Recruitment Journey at Wisedocs Round 1 People & Culture Chat: 2030 min conversation about your background, goals, and the role. Between Rounds 1 & 2 TakeHome Exercise: If you move forward, our People & Culture team will send you a takehome case study to prepare in advance of your next interview. Round 2 Interview with the Enablement Manager: Youll present your prepared takehome case study and discuss your approach, thought process, and recommendations (1 hr). Round 3 Interview with the Director of Customer Success: Deep dive into your experience and problemsolving approach (45 mins). Round 4 Leadership Conversation: Meet our SVP of Customer Success to learn about their vision and your impact (30 min). Compensation The total ontarget earnings (OTE) range for this position is $60,000 - $100,000 CAD . This range reflects the full growth journey within the role from building and developing skills early on, to becoming highly proficient and ultimately achieving excellence. Where an offer lands within the range is based on your experience, skills, and impact, which we assess throughout the hiring process. Were committed to fair and transparent pay and ongoing career development. If your expectations fall outside this range but youre excited about the role, we still encourage you to apply. Note We use AIpowered tools alongside human review to support a fair, inclusive, and efficient hiring process, helping us work smarter and create better experiences for our customers and team. This posting is for current and future opportunities at Wisedocs. Even if there isnt an immediate opening, were always excited to meet great people. If your experience lines up, we encourage you to apply well reach out when a role opens thats a good fit. *WisedocsAI is an equal opportunity employer and are committed to providing employment accommodation in accordance with AODA. If you require an accommodation, please notify us and we will work with you to meet your needs. #J-18808-Ljbffr