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Director, Software Engineering (US)

Jobber
Remote in USRemotefull_timeVerifiedPosted 12 Sept 2025

About the role

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 Foundation and Production Engineering teams.

Jobber exists to help people in small businesses be successful. As featured in the Globe and Mail, we work with home and field service companies to help them better quote, schedule, invoice and collect customer payments. Having been named the #2 fastest-growing software company in Canada and one of Fast Company’s Most Innovative Companies in 2020, it’s clear we have 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.   

Our product provides entrepreneurs the flexibility of working in their office or the field and we offer that same opportunity to our employees. You can work in either our Edmonton or Toronto offices or remotely anywhere within Canada. We’re committed to ensuring the best experience for all Jobberinos to do impactful work. We weren’t named a top workplace in Canada for nothing!

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 Production Engineering and Foundation Software Engineering teams. These 2 groups are comprised of the following teams:

  • Design System
  • Mobile Platform
  • Web Platform
  • Infrastructure (Compute and Database)
  • Queueing/Streaming
  • Trust/Auth
  • Developer Acceleration

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 Managers and Senior Engineering Managers, supporting them in leading the growth and continuous improvement of a team of 50+ Software Engineers
  • Drive product  quality, stability, and performance as the team scales, while protecting agility and maximising impact through each stage of growth. Amplify engineering excellence through high-quality software development best practices, mentorship, and a culture of continuous improvement
  • Partner with peers on the  Leadership Team to drive company strategy and advance critical company objectives.

To be successful, you should have:

  • Proven experience as an organizational leader at the Director level or higher.
  • A strong track record of  managing and developing people managers across multiple teams and disciplines.
  • Hands-on experience running agile organizations at scale, with a sense of urgency to deliver high-quality solutions to customer problems.
  • Experience developing and executing a strategy that balances feature development, infrastruct

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Company

Jobber

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