Senior Manager, Enablement

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

Position Overview

Do you want to impact the hardest working people in the world? Then Jobber might be the place for you! We’re looking for a Senior Manager, Enablement to be part of our Customer Success 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

Our Customer Success team works together with other teams and stakeholders to bring our company values to life for our customers. By being humble, supportive, and truly giving a sh*t, the team ensures that our customers are successful in Jobber. This team thrives on meaningful and impactful communication with one another and with our customers and plays a significant role in the lives of entrepreneurs and business owners who utilize Jobber.

The Enablement Team is a central function within Jobber's Customer Success organization, supporting the growth and performance of Customer Onboarding, Product Support and Account Management. As a Center of Excellence, Enablement owns the programs, tools, and frameworks that drive operational excellence and skill development in these areas. We work cross-functionally to ensure that every team member—regardless of channel or customer type—has the knowledge, confidence, and support to deliver value.

Responsibilities

As Senior Manager, Enablement, you'll be a driving force behind the design and execution of enablement programs across employee onboarding, knowledge management, quality assurance, and continuous learning. You’ll play a pivotal role in shaping how our Customer Success teams onboard, grow, and show up for our customers across onboarding, support, and account management functions.

This is a highly autonomous, impact-oriented role—ideal for someone who thrives in ambiguity, moves quickly from insight to action, and brings fresh, creative thinking to solving complex problems. You’re energized by building programs from the ground up, collaborating cross-functionally, and using data, feedback, and intuition to level up both team performance and the customer experience.

You understand the inner workings of high-performing Success organizations and are ready to roll up your sleeves to build systems, content, and experiences that drive real results—whether it's a smoother ramp, a smarter knowledge base, or a more confident team on the front lines.

The Senior Manager, Enablement, will:

• Design and deliver onboarding, upskilling, and continuous learning programs tailored to the needs of Customer Onboarding, Product Support, and Sales Expansion teams
• Coach Enablement team members in curriculum development, facilitation, and instructional design
• Integrate feedback from Voice of Customer (VoC), QA insights, and CSAT metrics into training evolution
• Oversee the creation, organization, and maintenance of internal and external knowledge

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, 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.