Key Account Onboarding Specialist

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Hiring Remotely in Toronto, ON, CAN
In-Office or Remote
Software
The Role
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.

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!

How this role differs from an Onboarding Specialist

Both roles support customers through onboarding, but the scope and complexity are different.

Onboarding Specialists work with small to mid-sized service providers through a structured, high-volume onboarding experience. This role builds foundational product expertise, customer communication skills, and problem-solving abilities.

Key Account Onboarding Specialists support Jobber’s largest and most complex customers. You’ll lead multi-stakeholder conversations, consult on advanced features and integrations, everything from Marketing Suite and Jobber’s AI Receptionist, to API access and custom integrations, and design tailored onboarding strategies that require strategic thinking and comfort with ambiguity.

You may be ready for the Key Account role if you have experience navigating complex customer needs, influencing senior stakeholders, and owning strategic onboarding outcomes.

If you’re motivated to grow into this level of complexity but aren’t quite there yet, we encourage you to apply for our Onboarding Specialist role. We have a clearly defined growth path between the teams, and many high-performing team members can progress into Key Accounts within 9–12 months.

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!

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The Company
HQ: Edmonton, Alberta
750 Employees
Year Founded: 2011

What We Do

Award-winning operations management software for home service businesses. Jobber’s 200K+ home service pros have served over 27 million households in more than 60 countries, and invoiced for over $40 billion in services. We continually rank as one of Canada’s fastest-growing and most innovative companies by The Globe and Mail, Fast Company, and Deloitte.

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