Senior Director of Product, Fintech

Are you ready to build the future of embedded finance and drive incredible impact for home service businesses?

We’re looking for a Senior Director of Product to be part of our Fintech team!

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.

This is a remote-first role that can be held in Canada or the United States.

The team:

At Jobber, we’re not just building software—we’re helping home service businesses accelerate revenue growth, improve profitability, and maintain healthy cash flow. Our Fintech team is central to that mission—whether it’s enabling businesses to get paid faster, access the capital they need, or gain clear insights into their financial health.

The future of financial services is embedded, and we’re still early in this transformation. More and more, small businesses will rely on vertical SaaS platforms like Jobber—not just to run their operations, but as their financial hub.

The role:

Reporting to the SVP of Product, the Senior Director of Product, Fintech will define and execute the vision for all financial products at Jobber. This includes developing and optimizing invoicing experiences, payments (cards, pay by bank, consumer financing), capital, financial insights, and future fintech products and services.

Key Responsibilities: 

• Strategic Leadership:
  • Develop and execute a product vision that ensures Jobber's Fintech offering evolves into a powerful financial ecosystem for small home service businesses.
  • Conduct broad and deep customer discovery to uncover financial pain points and develop impactful solutions.
  • Guide teams in building seamless financial experiences that drive adoption, usage and ultimately business impact for both our customers and Jobber.
• Collaboration and Cross-Functional Leadership:
  • Partner with engineering, design, analytics, risk, operations and customer-facing teams to identify gaps and prioritize development of capabilities.
  • Partner with go to market teams - including product marketing, sales, and customer success to drive adoption and usage of Fintech offerings.
  • Effectively communicate the product vision, strategy, and roadmaps to leadership, cross-functional teams, and external stakeholders.
• Customer Impact and Product Excellence:
  • Act as the voice of the customer, and lead the effort to define a set of powerful workflows and insights to increase revenue, maximize profit, and manage cash flow effectively.
  • Establish strong feedback loops with customers to continuously refine and iterate on product solutions.
• Commercial Impact:
  • Deliver meaningful revenue growth for Jobber by systematically scaling adoption, usage, Money In and Money Out transaction volume, retention, and ultimately driving customer LTV.
• Performance and Measurement:
  • Define and track success metrics for Fintech initiatives, ensuring alignment with customer and Jobber outcomes.
  • Leverage data and qualitative feedback to evaluate product performance, inform strategic decisions, and prioritize improvements.
  • Continuously iterate on functionality based on feedback, market trends, and performance data.

To be successful, you should have:

• Proven experience in senior-level product management, focused on financial services, particularly:
• Experience with SMB merchant acquiring.
• Experience with vertical SaaS, ideally service-based businesses.
• Passion for small business success—deep understanding of financial challenges faced by service-based businesses.
• Customer-first mindset—committed to building products that drive real, measurable financial impact for our customers.
• Commercial lens—you understand how Fintech functionality translates into Jobber’s business outcomes (revenue, LTV).
• Able to think big while diving deep—crafting a strategic product vision across a broad landscape while also getting into the details to ensure we build the right solutions for our customers. 
• Strong cross-functional leadership—expert at uniting teams around a shared vision.
• Exceptional communication skills—able to simplify complex concepts for diverse audiences.

Why Jobber

At Jobber, we do important work—helping small home service businesses succeed. We are a mission-driven company that values impact, learning, and growth, both for our customers and our team. This role offers the opportunity to redefine financial workflows for small businesses, building industry-defining Fintech solutions that make a tangible difference in their daily operations. You’ll be joining a collaborative and innovative environment where smart, driven teammates are passionate about solving meaningful problems. At Jobber, your work will have a direct impact, and your ideas will help shape the future of embedded finance.

If you're excited about shaping the future of embedded finance and partnering with small businesses in their success, we’d love to hear from you. Apply today!

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, retirement savings plan matching, and stock options.
• A dedicated Talent 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!