Sr. Learning Specialist

Employment Type: [Not Specified] Location Type: [Not Specified] Salary: [Not Specified]

Position Overview

Are you excited by the prospect of having an impact on the performance and development of employees by building a culture of learning? Then Jobber might be the place for you! We’re looking for a Sr. Learning Specialist to be part of our People department.

Jobber exists to help people in small businesses be successful. We work with small home service businesses, like your local plumbers, painters, and landscapers, to transform the way service is delivered through technology. With Jobber they can quote, schedule, invoice, and collect payments from their customers while providing an easy and professional customer experience. Running a small business today isn’t like it used to be—the way we consume and deliver service is changing rapidly, technology is evolving, and customers expect more. That’s why we put the power and flexibility in their hands to run their businesses how, where, and when they want!

Our culture of transparency, inclusivity, collaboration, and innovation has been recognized by Great Place to Work, Canada’s Most Admired Corporate Cultures, and more. Jobber has also been named on the Globe and Mail’s Canada’s Top Growing Companies list, and Deloitte Canada’s Technology Fast 50™, Enterprise Fast 15, and Technology Fast 500™ lists. With an Executive team that has over thirty years of industry experience of leading the way, we’ve come a long way from our first customer in 2011—but we’ve just scratched the surface of what we want to accomplish for our customers.

The Team

The People team at Jobber builds an environment where the very best people can do amazing work. From your first point of contact with one of our recruiters, through your onboarding to your performance and time in the company, the People team is here to help you be successful during every aspect of your time at Jobber.

A part of our larger People department, the Talent Development team focuses on helping the people who help small businesses be successful. We ensure that Jobberinos are equipped to be successful by making sure they have access to the right support and resources, allowing them to maximize performance and impact in their roles.

The Role

Reporting into the Senior Manager, Talent Development, we’re looking for a strategic, forward-thinking Sr. Learning Specialist to help shape the future of learning, leadership, and organizational capability at Jobber. This role goes beyond traditional L&D—it’s about embedding innovation into the DNA of how our people grow. You’ll work cross-functionally to identify emerging skill needs, architect transformative learning experiences, and build future-ready leaders who can thrive in a rapidly evolving landscape.

Responsibilities

Drive Learning Innovation

• Design and implement next-gen learning programs using modern methodologies (e.g., cohort-based learning, e-learning, microlearning, AI-enabled platforms).
• Pilot and scale new learning technologies and modalities that personalize development experiences.
• Establish metrics to measure learning efficacy, adoption, and ROI; iterate programs based on insights.

Strategic Capability Building

• Conduct deep organizational needs assessments to surface future skill gaps tied to business strategy.
• Partner with business leaders to co-create targeted development interventions that future-proof critical teams.
• Leverage market intelligence and workforce trends to address capability shifts proactively.

Foster a Culture of Growth

• Champion a continuous learning culture rooted in experimentation, agility, and innovation.
• Build internal communities of practice, peer learning forums, and mentorship networks.
• Equip managers and leaders to become coaches and learning accelerators for their teams.
• Design and facilitate engaging workshops, learning sessions, and leadership offsites that spark dialogue, reflection, and behavior change.

Leadership & High-Potential Development

• [Content to be added]

Company Information

Jobber exists to help people in small businesses be successful. We work with small home service businesses, like your local plumbers, painters, and landscapers, to transform the way service is delivered through technology. With Jobber they can quote, schedule, invoice, and collect payments from their customers while providing an easy and professional customer experience.

Jobber's culture of transparency, inclusivity, collaboration, and innovation has been recognized by:

• Great Place to Work
• Canada’s Most Admired Corporate Cultures
• Globe and Mail’s Canada’s Top Growing Companies list
• Deloitte Canada’s Technology Fast 50™, Enterprise Fast 15, and Technology Fast 500™ lists

The Executive team has over thirty years of industry experience.