Job Description: Customer Onboarding & Learning Systems Specialist Department Customer Success Location Remote / Hybrid Reports To Director of Customer Success Type Full-Time Role Overview EZFacility is seeking a Customer Onboarding & Learning Systems Specialist to serve as both a hands-on software trainer and an architect of our next-generation onboarding experience. This is a pivotal role that bridges two critical needs: delivering high-quality, personalized training to new EZFacility clients while simultaneously helping us transition from a live-session-heavy model to a scalable, self-guided onboarding ecosystem. Today, new customer onboarding relies primarily on live Zoom training sessions totaling approximately six hours per client. Our goal over the next 12 months is to cut that in half through structured digital learning, in-app guidance, and AI-powered resources — freeing our training team to focus on higher-value, consultative support. This is a builder-and-doer role ideal for someone who enjoys working directly with customers, creating engaging learning experiences, and experimenting with technology to improve how clients learn and adopt software. Key Responsibilities Deliver Client Training & Onboarding Serve as a software expert across all EZFacility products, guiding new clients through the critical first months of implementation. Assess each client's goals and business needs; develop customized training plans that ensure they are set up for success. Conduct live (Zoom-based) training sessions for both basic and advanced software usage, adapting your approach to each client's technical comfort level. Collaborate with Sales and Account Management to ensure onboarding is completed on schedule and aligned with client timelines. Demonstrate patience and professionalism when working with clients to resolve outstanding questions or issues. Make product recommendations based on clients' overall business objectives and act on opportunities to enhance their experience. Build a Scalable Self-Guided Onboarding Program Design and implement structured self-guided onboarding tracks tailored to different customer segments and use cases. Develop a scalable library of learning resources including short training videos, step-by-step tutorials, self-guided courses, and knowledge base articles. Create learning paths for new customer onboarding, advanced product usage, and new feature releases. Reduce reliance on live training sessions by replacing feature walkthroughs with high-quality digital content. Implement Digital Adoption & Learning Tools Own and optimize our digital adoption platform (Userpilot) to deliver in-app guidance, product tours, and contextual help experiences. Implement and manage a Learning Management System (LMS) for structured, trackable training delivery. Design guided product walkthroughs that help users learn the platform in the flow of their work. Integrate AI into Customer Education Content creation and maintenance Use AI to quickly update training materials after each product release, so customer-facing content never lags the platform. Turn recorded onboarding sessions into searchable summaries, short how-to clips, and FAQ entries. Build reusable AI prompt templates for common content types, such as release notes, help articles, and session recaps, to keep output consistent across the team. Personalized onboarding Use AI to analyze a new customer's setup, industry, and goals before kickoff, and tailor the training plan to match. Identify customers who are falling behind in onboarding, based on product usage and engagement signals, and trigger targeted learning content or outreach. Design adaptive learning paths that adjust to a customer's progress and proficiency. Self-service and support deflection Partner with Support to mine ticket data for the top recurring questions, and prioritize new training content based on what the data shows. Audit knowledge base content regularly with AI to find outdated, duplicate, or missing articles. Build contextual in-app guidance that surfaces the right help article or walkthrough at the moment a customer needs it. Collaborate Cross-Functionally Partner with Customer Success, Support, and Product teams to identify friction points in onboarding and design solutions that shorten time-to-value. Work closely with the Training Team Lead to coordinate onboarding activities and share best practices. Leverage Salesforce to track client training progress, document feedback, and streamline training initiatives. Evaluate and document client feedback for the product development team's review. Ensure all education content aligns with current product capabilities and best practices. Measure & Continuously Improve Track key metrics including onboarding completion rates, time-to-first-value, training engagement, and reduction in live training hours. Brainstorm and execute client engagement and retention initiatives such as video tutorials, webinars, and user guides. Continuously refine learning programs based on data, customer feedback, and evolving product capabilities. Qualifications Required 2+ years of experience in software training, customer onboarding, customer success, or a related field. Previous software training, customer service/support, and basic technical experience. Experience creating or delivering structured learning programs, training plans, or onboarding flows. Strong verbal and written communication skills with the ability to translate complex product functionality into simple, approachable learning experiences. Ability to prioritize, multi-task, and work independently with minimal supervision in a fast-paced environment. Strong work ethic and the ability to meet deadlines while managing multiple client relationships. A patient, client-first mindset with a genuine commitment to resolving issues and driving client success. Preferred Experience with Digital Adoption Platforms (Userpilot, WalkMe, Pendo, Appcues, or similar). Experience implementing or managing a Learning Management System (LMS). Familiarity with AI tools for content creation, knowledge management, or training personalization. Knowledge of Salesforce for tracking training progress and client data. Video editing experience for producing training and tutorial content. Prior experience in the SaaS industry; familiarity with the sports, fitness, or recreation industry is a strong plus. Experience working with SaaS customer success or training teams. Skills & Attributes Strong systems thinking and process design — you see patterns and build solutions that scale. Instructional design sensibility — you know how to structure information so people actually learn it. Comfortable experimenting with new tools and technologies, and sharing what you learn with the team. Data-driven mindset — you use metrics to inform decisions and demonstrate impact. Collaborative and communicative — you build strong relationships with clients and teammates alike. Organized and detail-oriented — you can manage multiple client implementations simultaneously without dropping the ball. What Success Looks Like (First 12 Months) Within your first year, you will: Successfully onboard a full book of new clients while delivering high-quality, personalized training. Reduce average live training hours per client from 6 hours toward 3 hours through self-guided content. Launch a structured self-guided onboarding program with supporting video, tutorial, and LMS content. Stand up and optimize our digital adoption platform to deliver in-app onboarding guidance. Introduce AI-powered knowledge and learning resources that measurably reduce support inquiries. Enable the broader training team to shift focus from feature walkthroughs to consultative, high-value onboarding. Why Join EZFacility EZFacility is a leading software platform serving sports facilities, gyms, and membership-based businesses worldwide. Our customers rely on our platform to run and grow their operations — and our team is committed to making that experience as smooth and successful as possible. As we scale, we are investing in modern onboarding and education experiences that empower customers to learn faster, adopt our platform more effectively, and realize value sooner. This role offers a unique opportunity to be both on the front lines with clients and at the center of building the future of customer education at EZFacility. Business Unit: EZ Facility- USA Scheduled Weekly Hours: 40 Number of Openings Available: 1 Worker Type: Regular More About Jonas Software: Jonas Software is a leading provider of enterprise management software solutions, serving a wide range of vertical markets including hospitality, healthcare, construction, education, personal care, fitness, leisure, moving and legal services, to name a few. Within these markets, Jonas is comprised of over 65 distinct brands, each a respected leader in its domain. Jonas’ vision is to be the branded global leader across these verticals and to be recognized by customers and industry stakeholders as the trusted provider of “Software for Life.” We are committed to technology, product innovation, quality, and exceptional customer service. Jonas Software supports over 60,000 customers in more than 30 countries. We employ over 6,000 skilled professionals, including industry experts and technology specialists. Across our broader network, we support a global workforce of more than 30,000 employees. Headquartered in Canada, Jonas Software has a global footprint with offices around the world. We’re a 100% owned subsidiary of Constellation Software Inc., based in Toronto, publicly listed on the TSX (CSU.TO), and a member of the S&P/TSX 60 Index. At Jonas we have long realized that our greatest asset is our employee base. As such we strive to provide our team with a fantastic working environment and an enriching career, which we know will translate into world class service to our valued clients. This allows Jonas Software to maintain and extend our lead as the premier software and services provider in each of our markets. If being part of a growing organization that moves at a fast pace and constantly strives to get better each and every day is what you are looking for, then we want to hear from you. Everyone has heard the sports analogy “to be the best, you have to beat the best”; well at Jonas Software we have tweaked that slightly to fit vertical market software. We believe to be the best you have to hire and retain the best!!! Jonas Software is an Equal Opportunity Employer. If you need accommodation for a disability at any stage of the application process or want more information on our accommodation policies, contact recruitment at jobs@gjonas.com or 905-470-4600 Jonas Softwareis part of a CSI group of companies. << Back to Career Site

Customer Onboarding and Learning Systems Specialist.

more at Talentmanagementsolution.

Quality Assurance Tester

Operations - Associate

Security Operations Intern

similar roles.

Mechanic Standard

Electrical Engineering Technologist - Regina

Mechanical Engineer, Hardware Systems

Compiler Frontend Engineer

Senior Full Stack Engineer – Growth Pod

Plant Project Engineer - Paper Mill