Director, Software Engineering (AI Workflows & Ecosystem)
JobberTorontoPosted 10 April 2026
Job Description
Director, Software Engineering (AI Workflows & Ecosystem)
ARE YOU DRIVEN TO BRING PEOPLE, TECHNOLOGY, AND STRATEGY TOGETHER TO BUILD IMPACTFUL SOFTWARE?
Then Jobber might be the place for you! We’re looking for a Director, Software Engineering to provide technical leadership to our AI Workflow & Ecosystem groups. If you’re passionate about leveraging technology to drive organizational impact, we want to hear from you!
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 https://www.youtube.com/watch?v=EkfZmHrRLx4&list=PLoktA_D-2UEnxMLfCe93bANKXVXd2bdN8&index=24.
We help employees grow professionally; we have a ton of onboarding resources, tutorials, hackathons and buddies to support learnings and provide opportunities to innovate. We have a range of experience levels on teams, which allows for mentor/mentee opportunities. Leaders at Jobber work with empathy and support employees to build healthy work-life harmony. Bring your dedication and passion to this job to fulfill your goals.
THE TEAM:
At Jobber, we don’t just build a product – we work on real problems that help people in small businesses to become successful. We are inspired by our company values: be humble, be supportive and give a sh*t, which is not just said but lived. We work in a collaborative environment where teams make decisions with autonomy and contribute directly to shaping the company’s future. We release early and often while dedicating time to addressing technical debt. We believe in getting instant feedback from our customers and leveraging that to make their lives easier.
We help employees grow professionally; we have a ton of onboarding resources, tutorials, hackathons, and buddies to support learning and provide opportunities to innovate. We have a range of experience levels on teams, which allows for mentor/mentee opportunities. Leaders at Jobber work with empathy and support employees to build healthy work-life harmony. Bring your dedication and passion to this job to fulfill your goals.
THE ROLE:
Reporting to our VP, Software Engineering, the Director, Software Engineering will be a critical part of Jobber’s continued success. As a seasoned engineering leader, you will be accountable for delivering high-quality software that meets our customers' needs. With your extensive experience in people management, agile software development, and business strategy, you’ll provide strategic direction and technical leadership for our AI Workflow and Ecosystem groups. These 2 groups are comprised of the following teams:
- Platform Experience/Marketplace
- Supply
- Automations
- Copilot
- AI Foundations
AS DIRECTOR OF ENGINEERING, YOU WILL:
- Develop and execute a forward-thinking product strategy that aligns with Jobber’s long-term business goals
- Manage a team of Engineering Mana ... (truncated, view full listing at source)
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