Training and Implementation Specialist

Full-time, permanent position. The role is based in Canada, and applicants must live in Ontario, Quebec, New Brunswick, Nova Scotia, or Prince Edward Island, and the company works remotely.

Salary: $75,000 to $90,000 (depending on experience) plus profit share.

Our customers rely on the risr/ platform to deliver high-stakes and workplace-based assessments that really matter to institutions, professionals, and ultimately patient care. For our software to have the impact it’s designed for, customers need to be onboarded smoothly, configured well, and confident using it independently or as part of a managed service.

This role exists to make that happen not just through great training, but by designing clear, scalable learning and implementation experiences that enable customers to get up and running quickly, with minimal friction and minimal reliance on one-to-one support.

As a Training & Implementation Specialist, you’ll guide customers through the onboarding and implementation of our assessment solutions.

You’ll work closely with customers to understand their goals and processes, support them through change, configure the platform to meet their needs, and ensure their users are ready to launch with confidence.

Crucially, you’ll also help us move away from repeated, manual training by creating clear, solution-focused documentation and learning resources that make onboarding easier, faster, and more consistent for everyone.

Customer onboarding & implementation

• Lead customers through onboarding and implementation, from early discovery through to launch.
• Build on early discovery carried out with our solution specialists, capturing functional requirements and existing processes, so customers experience a seamless transition into onboarding
• Configure systems to support customer needs, working calmly through complexity where required.
• Support customers through change, recognising that new systems and processes can feel daunting.

Learning, enablement & documentation

• Design and maintain clear, practical learning and implementation resources (guides, walkthroughs, solution definitions, SOPs).
• Turn recurring customer questions and challenges into reusable documentation, learning collateral and system improvements.
• Reduce reliance on live granular training by enabling customers to self-serve confidently, freeing up more time to focus on more complex areas of the implementation.
• Continuously improve onboarding materials based on customer feedback, usage patterns, and evolving product capabilities.

Training & support

• Deliver tailored training sessions where they add the most value, focusing on outcomes, not just features.
• Provide thoughtful support during critical moments, using good judgment to resolve, elevate, or enable as appropriate.
• Work alongside the wider Customer Success Team to triage and respond to support requests, always aiming to empower customers rather than create dependency.

Collaboration & improvement

• Work closely with internal teams, including business analysis, engineering and product, to surface trends, risks, and opportunities for improvement.
• Translate customer experience into clear insights that help improve our products, processes, and learning materials.
• Contribute to a calm, collaborative team culture that values ownership, clarity, and continuous improvement.

• Customers onboard smoothly and feel supported, not overwhelmed.
• Users understand how to use the platform confidently without needing repeated one-to-one training.
• Clear documentation and learning resources reduce friction, support tickets, and time to value.
• Customers feel trusted, capable, and well cared for throughout their journey with risr/.

We’re more interested in how you think and work than ticking every box, but experience that will help you succeed includes:

Essential

• Experience delivering software system training or onboarding for end users.
• The ability to explain complex concepts clearly and adapt your approach for different audiences.
• The ability to communicate clearly and confidently in written and spoken English, including when delivering training and…