Want to build the go-to-market engine for a fast growing payments business? We’re looking for a Payments GTM Operations and Strategy Lead 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 skilled 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. 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’re building the financial backbone for field service businesses. We help businesses get paid, access capital, understand their financial health, and ultimately stay in business longer. Small businesses increasingly rely on vertical SaaS platforms like Jobber not just to run their operations, but to manage their money. Payments is the foundation of everything we do in Fintech, and how we go to market with our Get Paid products (invoicing, payments, instant payouts, etc) is the single biggest lever we have to grow the business. This role will own how Jobber’s payments business grows.



Think of this as running the commercial side of a payments business inside a SaaS company. You will bring together every team that touches payments go-to-market (Marketing, Sales, Account Management, Customer Support, Risk, Operations, Analytics, Product Development) and build the programs, processes, and measurement that turn these teams into a coordinated growth engine. The job has two objectives: help more customers discover and get value from Jobber’s payments products, and accelerate revenue growth for the business. Payments GTM Operations and Strategy Lead will Mapping and rebuilding the end-to-end customer journey for payments, from first touch through activation and ongoing usage, working closely with cross-functional partners. This includes identifying where customer-facing teams (sales, post-sales, support) can change their motions to drive better outcomes. Building deep working relationships across GTM teams, Product, RevOps, Analytics, etc. You are the connective tissue between these teams on payments GTM. Using data and qualitative insights to find opportunities, size them, run experiments, and measure results. Strategy experience (valued): you have been a strategic partner to senior leaders, making data-driven recommendations. Examples could be Management Consulting, VC, or Strategy & Operations. Deep understanding of payments and financial services business models, metrics,



and growth strategies is desirable, particularly financial services for small businesses. Strong data instincts. You use analytics to measure impact, make decisions, and optimize performance. You are not just comfortable with data, you reach for it first. Experience using languages such as SQL to manipulate large data sets is a plus, but not required. Exceptional communication and stakeholder management skills with the ability to work across GTM teams, Product, Executive Leadership, etc. You translate data into stories and strategies into action plans. Passion for helping small businesses succeed through innovative financial solutions. Employees who live in one of our hub cities – Edmonton, Toronto, Vancouver, or Kitchener-Waterloo will participate in their department’s in-office schedule, while employees outside our hub cities will work remotely. We design our compensation to reflect each new hire’s skills, experience against 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. 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. 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. To work with a group of people who are humble, supportive, and give a sh*t about our customers. We are an equal opportunity employer, and we are committed t

📌 Head of Medical Operations (Edmonton)
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