Key Account Onboarding Specialist

Does your definition of success mean guiding complex customers through meaningful change? Then Jobber might be the place for you! We’re looking for a Key Account Onboarding Specialist to join our Success team and help some of the largest and fastest-growing home service businesses get up and running on Jobber.

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 Role

Reporting to a Manager, Key Account Onboarding, our Key Account Onboarding team plays a pivotal role in bringing Jobber’s largest and most complex customers onto the platform.

These service providers operate at scale and require thoughtful, strategic onboarding. By removing technical barriers, supporting data migration, enabling digital payments, and consulting on advanced features and integrations, the team ensures customers see value quickly while setting them up for long-term success.

As a Key Account Onboarding Specialist, you’ll manage a portfolio of high-growth home service businesses, acting as a trusted advisor throughout their onboarding journey. You’ll collaborate closely with Sales, Product, Engineering, and Customer Success to ensure each customer’s needs are understood, prioritized, and supported.

In this role, your primary focus will be designing and executing onboarding strategies that help customers feel confident, supported, and empowered to use Jobber at scale. Your work will directly influence customer outcomes, retention, and long-term growth.

In this role, you will

• Build strong, trust-based relationships between Jobber and our key customers
• Lead deep discovery conversations to understand each customer’s business goals, challenges, and operating environment
• Guide customers through complex onboarding activities, including data migration, third-party integrations, digital payments, and team enablement
• Deliver tailored onboarding experiences through 1-to-1 training, proactive outreach, email campaigns, and group sessions
• Clearly articulate the value of Jobber’s products, features, services, and partner ecosystem in ways that resonate with each customer
• Partner cross-functionally with Product, Engineering, Sales, and Customer Success to share insights, customer feedback, and improvement opportunities
• Contribute to the optimization of internal onboarding processes and scalable best practices
• Stay current on Jobber product updates, industry trends, and evolving customer needs
• Act as a role model on the team by operating with integrity, accountability, and a commitment to excellence
• Develop deep expertise in supporting home service businesses and become a thought leader in this space

To be successful, you’ll need

• Proven experience in customer onboarding, account management, customer success, or a similar customer-facing role within a B2B SaaS or fintech environment
• Strong communication skills, with confidence engaging executive-level stakeholders in both 1-to-1 and group settings
• The ability to influence and persuade by clearly connecting solutions to customer needs and outcomes
• A solid understanding of cloud-based technologies and SaaS fundamentals
• Strong analytical and troubleshooting skills, with a proactive approach to problem solving
• Excellent time management and prioritization skills in a fast-paced, high-impact environment
• High attention to detail and accountability in documenting work and customer progress
• A strategic mindset — you can see what’s coming next and translate it into thoughtful onboarding plans
• Comfort operating in ambiguity and adapting when priorities or paths forward evolve

Location

We believe great collaboration is intentional, and sometimes that means coming together in person to build, brainstorm, and connect. To support this, the role is open to candidates based in one of our hub cities: Edmonton, Toronto, Vancouver, or Kitchener-Waterloo.

Compensation

At Jobber, we believe that compensation should be transparent, fair, and supportive of your experience and growth. This role comes with a fixed compensation structure, set at $71,700 CAD. Base salary is just one part of a total compensation package that will include equity rewards, annual stipends for health and wellness, retirement savings matching, and an extended health package with fully paid premiums for body and mind. Your professional growth matters to us too! You’ll have access to a dedicated talent development program that includes career coaching and opportunities for career development. If you have any questions about our compensation approach, we encourage open conversations throughout the hiring process!

What you can expect from Jobber

• A total compensation package that includes an extended health benefits package with fully paid premiums for both body and mind, matching in RRSP, TFSA or FHSA, and stock options.
• A dedicated Talent Development team and access to coaching, learning, and leadership programs to help you grow your career, reach your goals, and unlock your full potential.
• A unique opportunity to build, grow, and leave your impact on a $400-billion industry that has no dominant player…yet.
• To work with a group of people who are humble, supportive, and give a sh*t about our customers.

We believe that diverse teams perform better and that fostering an inclusive work environment is a key part of growing a successful team. We welcome people of diverse backgrounds, experiences, and perspectives. We are an equal opportunity employer, and we are committed to working with applicants requesting accommodation at any stage of the hiring process.

A bit more about us

Job by job, we’re transforming the way service is delivered. Your lawn care provider, home cleaning service, plumber or painter could use Jobber to better connect with their customers, save time in the office, invoice faster, and get paid! We’re bringing tens of thousands of people together with technology to deliver billions of dollars a year in services to happy customers. Jobber exists to help make these small businesses successful, and when they’re successful we all win!