Manager, Software Engineering – Win Work

Full Time
  • Full Time
  • Toronto


Are you as passionate about the development of people as you are about product?

Then Jobber might be the place for you! We’re looking for a Manager, Software Engineering to be part of our Fintech department.

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 payments from their customers. 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’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 .

Our product provides entrepreneurs the flexibility of working in their office or the field and we offer that same opportunity to our employees. You will have the choice to 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 the Win Work group occupies a unique position, simultaneously serving the needs of our Service Providers (SPs), but also their customers, our Service Customers (SCs). This means we operate as the bridge between our main audiences, but also as a connector, helping Customers find Providers and vice versa.

As a leader in this area, you’ll grow and manage two teams of engineers focused on building exciting new functional areas and enhancing our existing offering. Often starting from nothing but dreams, you’ll be able to see your teams work and grow into pillars of our business strategy. You’ll support and develop your team’s skills, adapting to changes, while rolling up your sleeves to work on problems with them.

The role:

Reporting to a Senior Manager, Software Engineering, the Manager, Software Engineering will work with members of your team to support and develop their skills and career, as we work together to empower small businesses. In addition, you will be heavily involved in the strategic direction of growth in how we work and what we work on.

The Manager, Software Engineering will:

  • Live and breathe performance facilitation. You want to work with your team(s) to help them master their individual crafts, while also collaborating to build extraordinary experiences and systems.
  • Be committed to the success of your people. You will help them set goals, have regular 1-on-1s, and provide constructive feedback and coaching to ensure your team’s success. You’ll work to understand employees’ career direction and work to empower their journey by acting as a mentor and coach.
  • Develop a world-class team alongside a world-class growth organization. You’ll participate in recruiting events and the hiring process while also working to level up your internal team while implementing new processes, all to develop a world-class Growth department.
  • Remove roadblocks and build guardrails. You’ll work with the other leaders to create and maintain an environment where people can rapidly produce top-quality work that ultimately helps our customers be successful.
  • Collaborate with other stakeholders across the business. Whether it’s our Design and Management teams within Product, or our Business Technology and Marketing teams, you’re working closely with other Jobberinos to find the best solutions in Jobber for small businesses.

To be successful, you should have:

  • A track record of success in being an established software engineer, as well as time spent in a leadership position, guiding a team in the delivery of quality software.
  • Previous experience leading change, and delivering on company vision.
  • The ability to be agile in an agile environment. You’ll need to be able to lead and teach your team to adapt to change, while also thinking critically and creatively to find answers to problems.
  • Effective communication. Being transparent with your team and establishing an open dialogue will be a key to success in supporting your coaching conversations and discussions.
  • Collaboration down to an art. You’ll work with your direct reports or other teams to understand what they want to accomplish and develop a plan to achieve it.
  • To be a leader and mentor. You’ll bring your shared experience into conversations to influence and provide constructive feedback to direct reports throughout the journey to ensure goals are being met and exceeded

All interviews are currently being conducted virtually – via phone or video.


To apply, please visit the following URL: