Senior Strategy & Operations Manager

Do you want to make an impact on both the customer and the company?
Then Jobber might be the place for you! We're hiring a
Senior Strategy & Operations Manager
to be a part of our Business Operations 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.

The Team:

Jobber’s Business Strategy team is a force multiplier and catalyst for medium to long-term strategic planning & execution. The team serves as a partner and sounding board to the Senior Leadership team and works on critical strategic initiatives and high-impact opportunities. This is an exciting opportunity to join a small, high-impact group with significant cross-functional exposure.

The Role:

As an early member of this team, the
Senior Strategy & Operations Manager
will play an impactful role in translating high-level strategy into more granular detail, identifying key opportunities and challenges, and translating these into key projects and initiatives across functional and cross-functional teams.

The Senior Strategy & Operations Manager will:

• Drive a major strategic theme: lead one of Jobber’s top priorities end-to-end by shaping its strategy, defining success metrics, and partnering across R&D, Finance, Marketing, Legal, and other teams to align plans and deliver measurable results.
• Evaluate and accelerate new opportunities: develop rigorous business cases for ideas sourced across the company or independently identified, assess build/buy/partner options, quantify impact, and guide decisions that advance Jobber’s long-term growth.
• Shape and operationalize company strategy: facilitate the creation of the annual strategic focus and long-term (3–5 year) blueprint, stress test current priorities, and translate strategy into actionable, accountable plans.
• Enable executive and board-level storytelling: partner with the Executive and Senior Leadership Teams to craft compelling materials and communications for Board updates, Quarterly Business Reviews, and company-wide Town Halls that clearly convey progress, insights, and outcomes.

To be successful, you should have:

• Demonstrated experience in strategy consulting, investment banking, internal strategy, or strategic finance / analytics.
• Strong knowledge of business and financial concepts.
• Exceptional communication skills - impactful, visual, and concise presentations and memos, ability to simplify and explain complex concepts to various audiences, generate excitement, engagement, and buy-in.
• Strong problem-solving skills - translate data into insights and insights into strategic recommendations / projects.
• Strong organizational & project management skills, with the ability to juggle multiple projects at once.
• Quick learner; willing to dive in and get their hands dirty.
• Entrepreneurial, proactive in identifying opportunities and solutions, and areas to add value.

It would be really great (but not a deal-breaker) if you had:

• Experience with SaaS businesses.
• The ability to work with large data sets using platforms like Tableau / Looker.
• A passion for small businesses, especially in home services!

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 believe that compensation should be transparent, fair, and reflective of your experience and growth. This role has a minimum annual salary of $151,200, a midpoint of $177,900, and a maximum salary of $204,500, designed to show the progression from learning the ropes to truly excelling.
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. 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.
• 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!

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