Jobber

Director, Software Engineering

Toronto, Ontario
Ruby React
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Description

Are you driven to bring people, technology, and strategy together to build impactful tools?

Then Jobber might be the place for you! We're looking for a Director, Software Engineering to lead our Business Technology 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 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:

The Business Technology team develops data infrastructure, internal software, and integrations for several departments across Jobber, and their work unlocks improved operational outcomes, workflow efficiencies and new business insights across the organization. They help our teams leverage data, tools and technology in order to successfully execute on their own mandates. They also research, develop and maintain systems which support teams such as Product, Marketing, Sales, Finance, Success and others, from an operational and analytical perspective.

The role:

Reporting to our VP, Software Engineering, this Director, Software Engineering will be a critical part of Jobber’s success. As a seasoned engineering leader, you will be accountable for the development of high-quality software that meets Jobber’s business needs. With your extensive experience in people management, agile software development, and business strategy, you’ll provide strategic direction and technical leadership for our BizTech Software Engineering teams.

The Director, Software Engineering will:

  • Collaborate with GTM stakeholders and technical product managers to create and ship quarterly roadmaps.
  • Lead and support a team of 5 software engineering managers, fostering the growth and continuous improvement of a team of 20+ Software Engineers.
  • Ensure quality, stability, and performance of our products, while enhancing the team’s agility and scaling impact as it grows.
  • Promote engineering excellence through software engineering best practices and continuous improvement.
  • Contribute to strategic goals as a Jobber Leadership and Senior Engineering Leadership team member.
  • Align technical investments to the long-term Engineering Strategy.
  • Demonstrate technical proficiency in Ruby on Rails and React, actively contributing to technical discussions and the codebase alongside the software engineering team.


To be successful, you should have:

  • Proven experience as a Director-level or higher organizational leader, managing a group of technical people managers.
  • 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, infrastructure improvement, and ongoing software maintenance.
  • Experience balancing customer and business needs, while managing a multi-million dollar budget.
  • Experience building and scaling diverse, high-performing teams.

Bonus points:

  • Experience building integrations and plugins for Salesforce, Hubspot and Zendesk
  • Actively code in Ruby/Rails/React


Where you can expect to work:

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!

What you can expect from Jobber:

Having been named as a Top 10 Great Place to Work in Canada, we walk the talk. Here are just some of the great things you can expect from us:

  • A total compensation package that includes an extended health benefits package with fully paid premiums for both body and mind, RRSP matching, and stock options.
  • A dedicated Coaching and Development function, including Development Coaches, to help build the career you want and hit the goals you set, while ensuring you’re reaching your fullest potential.
  • Support for all your breaks: from vacation to rest and recharge, your birthday off to celebrate, health days to support your physical and mental health, and parental leave top-ups to support your growing family.
  • 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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