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Octopusapp Inc.
Manager, Software Engineering- FintechOctopusapp Inc. • Winnipeg, Canada
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Manager, Software Engineering- Fintech

Manager, Software Engineering- Fintech

Octopusapp Inc. • Winnipeg, Canada
5 days ago
Job type
  • Full-time
Job description
Are you as passionate about the development of people as you are about building impactful products? Are you someone with experience or interest in Financial Technologies (Fintech)? 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. 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.

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:

The Fintech Engineering Team’s mission is to make sure our Service Providers (SPs) get paid – quickly, efficiently, and reliably – for the work that they do. We help SP’s to understand and manage their finances and make the right decisions to succeed and grow their businesses.

The Role:

As a leader in Fintech, you’ll manage the Invoicing and Jobber Payments Engineering teams. Invoicing is an essential part of Jobber’s offering. We are always improving this area to make billing and accounts receivable processes as quick and efficient as possible, for all types of businesses. For Jobber Payments, we’re continually introducing new ways to make collecting and managing payments as seamless as possible, while maintaining reliability along the way. You’ll work alongside peers from Product Management, Design, Fintech stakeholders and the rest of the Engineering Leadership team to ensure the tools we make help home and field service companies be financially successful!

Reporting to the Senior Manager, Software Engineering, the Manager, Software Engineering will work with members of your teams to support and develop their skills and career, as we work together to empower small businesses.

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 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 Fintech 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 Management teams within Product, or our Business Technology 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.

Strong full-stack technical background, including design and architectural experience.

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 written and oral 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.

Highly desired, but not a dealbreaker:

Previous experience with our development stack: Ruby on Rails, React, React Native, TypeScript, GraphQL, React

Previous experience with payments, accounting, or other areas of fintech

Collaboration on product direction for user-facing product teams

Location:

We believe great collaboration is intentional, and sometimes that means coming together in person to build, brainstorm, and connect. To support this, the role is open to candidates based in one of our hub cities:

Edmonton, Toronto, Vancouver, or Kitchener-Waterloo.

Compensation:

At Jobber, we also believe that compensation should be transparent, fair, and supportive of your experience and growth. This role has a minimum annual salary of $169,200 CAD, a midpoint of $199,100 CAD, and a maximum salary of $228,900 CAD, designed to reflect the progression from learning the ropes to truly excelling.

We design our compensation to reflect each new hire’s skills, experience, and the complexity of the role, ensuring a fair and competitive salary. Our range is intentionally broad to support growth and long‑term impact, with fully established hires typically starting around the midpoint. The higher end of the range is reserved for those who have demonstrated deep expertise and lasting contributions, while offers below the midpoint reflect strong potential with room to develop. This approach ensures that compensation aligns with both an individual’s current capabilities and their opportunity for future growth.

Base salary is just one part of a total compensation package that will include equity rewards, annual stipends for health and wellness, retirement savings matching, and an extended health package with fully paid premiums for body and mind. Your professional growth matters to us too! You’ll have access to a dedicated talent development program that includes career coaching and opportunities for career development.

We believe in transparency and open conversations about compensation. If you have any questions about our approach, we’re happy to discuss them throughout the hiring process!

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, matching in RRSP, TFSA or FHSA, 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.

A unique opportunity to build, grow, and leave your impact on a $400-billion industry that has no dominant player…yet.

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.

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Manager, Software Engineering- Fintech • Winnipeg, Canada

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