Job Description This role is to help scale a major North American Retailer's strategic digital adoption platform that enables technology business users and teams to adopt digital transformation initiatives to meet & exceed the company’s strategic goals. Reporting to the SAP Training Manager, you will play a key role in shaping how the platform is governed and used across the business, balancing day to day execution with longer term product vision. You will play a hands on ownership role of platform capabilities, and will have the opportunity to build processes, standards, and operating models that do not yet exist. You will help establish scalable governance, content standards and reusability, analyze usage patterns, and help extend the chosen digital adoption platform across the company. You will work through a blue-sky implementation landscape navigating uncertainty and change, backing your expertise and knowledge of the product. This is an opportunity for someone who is motivated by the prospect to build a legacy.

Day to day

Establishing governance guardrails, content standards, naming conventions and role guidelines to ensure hygiene, reusability and scalability

Owning the analytics and insights feature of the platform; analyze usage patterns and make suggestions & recommendations

Driving the operating and enablement model; train users, compile training documentation, and holding office hours (when necessary)

Scaling WalkMe as an enterprise platform by supporting expansion into new use cases and applications while maintaining platform health and technical hygiene

Triaging and working on recent support tickets related to incidents or operational support

Managing the rollout of new training assets, into a larger knowledge base that supports current user on-boarding and rapid adoption

Create content in the DAP Platform – Smart WalkThrus, Launchers etc. and deploy to a user base

Skills and Requirements





You have 5+ years of experience in digital adoption, product, platform, or enterprise SaaS roles, with hands-on experience designing or supporting in-app guidance at scale

You understand Point-of-use enablement, the challenges, the typical user pain points, and know what countermeasures are required

You have direct experience or certification in the WalkMe Digital Adoption Platform

You have solid subject matter expertise in WalkMe or similar DAP Products and can advise new users on the technicalities and troubleshoot issues proactively

You have scaled similar DAP software in your earlier roles and bring a level of curiosity and passion for building

You understand content and governance standards and have implemented these in previous roles

Knowledge of DAP integrations is considered an asset

Experience working in the retail sector is considered an asset. - Retail experience

SAP experience

Walkme Insights Experience

Interest incorporating AI into workflows

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to [email protected] learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

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📌 Walkme Systems Specialist (Winnipeg)
🏢 Insight Global
📍 Winnipeg