Director, Software Engineering

Jobber; United States; Remote; USD 150,000 - 210,000; Full time

Job summary

A leading service management platform is seeking a Director, Software Engineering. The role involves delivering high-quality software, managing a team of Engineering Managers, and driving technical leadership for Production and Foundation teams. Ideal candidates will have experience in organizational leadership, agile methodologies, and a strong tech background including Ruby on Rails and AWS. Competitive compensation package and opportunity for personal growth offered.

Benefits

Health benefits package

Retirement savings plan matching

Stock options

Learning and Development programs

Parental leave top-ups

Qualifications

• Proven experience as an organizational leader at the Director level or higher.
• Strong track record in managing and developing people managers.
• Hands-on experience running agile organizations at scale.

Responsibilities

• Deliver high-quality software that meets customer needs.
• Manage a team of Engineering Managers and support continuous improvement.
• Drive product quality, stability, and performance.

Skills

Organizational leadership

People management

Agile methodologies

Strategic planning

Innovation embracing

Tools

Ruby on Rails

TypeScript

React

GraphQL

AWS

Job description

Overview

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.

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 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
• Web Platform
• Infrastructure (Compute and Database)
• 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, infrastructure improvement, and ongoing software maintenance.
• A demonstrated ability to balance customer value with business impact while managing a multi-million dollar budget.
• A mindset that embraces AI and emerging technologies as opportunities to accelerate innovation and elevate team capabilities.

Nice to have:

• Familiarity using our tech stack: Ruby on Rails, TypeScript, and/or React (React Native for mobile is a plus) in a production environment
• Experience working with GraphQL, API Layer, and performance optimization
• Foundational knowledge of AWS (e.g., Lambda, ECS, EC2).
• Proven experience leading 5+ engineering teams, including managing other managers
• Experience building software via leading LLM providers

What you can expect from your team

Our Software Engineering team is central to Jobber’s success – focused on creating software that delivers value to tens of thousands of users around the world.

At Jobber we never stop growing and learning, and you shouldn’t either. Through frequent 1:1’s, ongoing feedback, support from your manager, our Learning and Development team, and your own sense of curiosity, your skills will develop to a higher level.

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, retirement savings plan matching, 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.
• 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!