Fintech Implementation Jobs in Ontario (NOW HIRING)

Want to lead engineers building 0-to-1 financial products that help service businesses spend less time on operations and more time growing?

Then Jobber might be the place for you! We’re looking for a Manager, Software Engineering to be part of our Fintech group, leading our New Bets team. This team explores and builds new financial products that round out Jobber’s product suite, starting with bookkeeping and accounting tools that help service providers manage their operations with more confidence and less administrative burden.

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.

In this role, you will manage the New Bets team within Fintech. This team is focused on building 0-to-1 financial products that help Jobber customers run the financial side of their businesses more effectively. The team is currently building bookkeeping and accounting capabilities, with a mandate to bring new products from early discovery through launch, stable operations, and future expansion.

As a leader within the Fintech group, you will manage a growing engineering team as they build new products in ambiguous, fast-moving spaces. You’ll help the team bring our bookkeeping product into stable operations after launch, establish strong AI-augmented development practices, and create the conditions for the team to operate with a high degree of independence across product, design, and engineering decisions. The Fintech group’s New Bets team exists to help Jobber service providers spend less time managing financial operations and more time providing great service and growing their businesses.

Reporting to a Senior Manager of Software Engineering, the Manager of Software Engineering will lead and support their team members in developing their skills, advancing their careers—all while contributing to our mission of empowering small businesses. You'll also play a key role in shaping the technical direction of our platform, ensuring it remains reliable and high-performing as we scale Jobber.

• 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 engineering 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.

• 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. Deep knowledge and experience in either Ruby On Rails environments or ReactJS is essential.

• A drive to succeed and deliver impactful projects on time. For a high performing team with a solid roadmap that might look like getting out of their way, but for a team whose delivery is in doubt, it means getting in and getting dirty, and working with the team to find a path back to success.

• 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.

• 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.

• Previous experience with our development stack: ReactJS, Typescript, Ruby on Rails, PostgreSQL, and GraphQL.

• Previous experience with building zero to one projects from initial discovery and design, through implementation, and into delivery and measurement.

• Familiarity or comfort in AI tools and AI augmented development rhythms.

We believe great collaboration is intentional, and sometimes that means coming together in person to build, brainstorm, and connect. Ideally, this role will be based near one of our hub cities: Edmonton, Toronto, Vancouver, or Kitchener‑Waterloo. However, for this position specifically, we are open to fully remote candidates based anywhere in Canada.

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!

• 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.

• 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.

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!