About this role.
Jobber is seeking a Principal Revenue Operations Manager to lead high-impact go-to-market strategy, top-of-funnel growth, and AI-enabled revenue operations initiatives. The role combines strategic planning with hands-on ownership of marketing automation, outbound systems, data enrichment, reporting, and production workflows. The successful candidate will partner closely with Marketing, Sales, Customer Success, technical stakeholders, vendors, and executive leadership. Key technical requirements include Salesforce, HubSpot, SQL, APIs, webhooks, Clay, n8n, Tableau, and practical AI automation experience. This is a senior, highly autonomous position focused initially on top-of-funnel and AI portfolios.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
5/5Pace & Pressure
5/5Autonomy Level
5/5Communication Load
5/5Salary analysis
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Core skills
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Cover letter sample
Dear Hiring Team,
I am excited to apply for the Principal Revenue Operations Manager role at Jobber. My experience building scalable GTM systems, leading data-driven growth experiments, and connecting technical automation with revenue strategy aligns strongly with Jobber’s focus on top-of-funnel innovation and operational excellence.
I bring a hands-on approach to Salesforce, HubSpot, SQL, APIs, workflow automation, and AI-enabled outreach, paired with the ability to align Marketing, Sales, and Customer Success around measurable outcomes.
I would welcome the opportunity to help Jobber build durable, customer-centric revenue systems that accelerate pipeline growth and scale future experimentation.
Sincerely,
Candidate
Sample interview questions
I would define the target ICP, baseline conversion metrics, hypothesis, and success threshold before building a controlled pilot. After measuring channel, message, and segment performance, I would document findings, address operational risks such as compliance and deliverability, and scale only the workflows that demonstrate repeatable incremental pipeline impact.
I would start with clear data contracts, consent and compliance controls, deduplication rules, and defined ownership for each workflow. I would integrate enrichment, CRM updates, routing, and messaging through monitored APIs, then add error handling, retry logic, alerting, audit logs, and dashboards for delivery, conversion, and data-quality metrics.
I establish shared lifecycle definitions, accountabilities, handoff SLAs, and a consistent measurement framework. I use regular operating reviews to evaluate funnel conversion, pipeline coverage, quality, capacity, and customer feedback, then prioritize system or process changes based on business impact.
I would assess the use case against measurable value, data quality, security, integration effort, reliability, compliance, and total operational cost. I would run a limited pilot with human review where needed, compare results against a baseline, and only productionize the tool if it improves outcomes without creating unacceptable risk or maintenance burden.
I would first validate the existing definitions and inspect historical conversion data by source, segment, behavior, and sales outcome. I would build transparent scoring criteria, test routing rules against capacity and response-time targets, and continuously recalibrate the model using closed-loop feedback from SDRs, AEs, and downstream revenue results.
Do you want to impact the hardest working people in the world?
Then Jobber might be the place for you! We’re looking for a Principal Revenue Operations Manager to be part of our Marketing 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:
Revenue Operations unifies people, processes, technology, and data into a high-performance GTM engine. We’re strategists, operators, and technologists who turn insights into action. Our mission is to create a buyer-centric revenue journey through scalable systems, innovative experimentation, and end-to-end operational excellence.
The role:
Jobber is looking for a Principal Revenue Operations Manager—a rare blend of strategist, builder, and innovator—to join our team. This role is ideal for someone who thrives at the intersection of go-to-market (GTM) strategy, advanced tooling, and experimental growth engineering. You’ll lead critical initiatives that drive revenue growth, scale our GTM systems, and deploy bleeding-edge AI and automation tactics across our pipeline.
You’ll work closely with leaders across Marketing, Sales, and Customer Success, influencing how Jobber attracts, engages, and converts prospects—while building replicable systems that future-proof our growth. This role specifically will start focused on our top-of-funnel and AI portfolios.
As the Principal Revenue Operations Manager you’ll do :
Strategic Leadership
Lead mission-critical initiatives that shape GTM structure, sales execution, segmentation, and organizational scaling.
Identify large impact initiatives that would materially impact our top of funnel, manage a pilot to prove out the impact, and work with partnering teams to scale
Partner with GTM leadership on strategic planning for pipeline coverage, channel strategy, capacity, and forecasting.
Act as a senior mentor within RevOps, guiding junior team members while championing innovation and experimentation.
Serve as a primary liaison between go-to-market teams and technical stakeholders to align priorities and execute roadmaps.
Own relationships with data vendors and data strategy
GTM Innovation & Experimentation
Architect, test, and scale top-of-funnel and outbound lead generation experiments using modern AI/automation tools (e.g., ChatGPT, Clay, Supabase, and n8n).
Embed experimentation in the sales development lifecycle—running A/B tests, refining ICP outreach, and establishing scalable demand capture tactics.
Regularly engage directly with customers or prospects to validate hypotheses, improve conversion systems, and optimize customer journey handoffs.
Technical Systems & Enablement
Own components of our GTM systems strategy: marketing automation, outbound enablement, enrichment, reporting, etc.
Lead the technical transformation of our revenue tech stack, including API integration, low-code automation (e.g., n8n), and AI augmentation.
Translate evolving GTM needs into system changes—from solution design through implementation and enablement.
Own, operate, and iterate on production outbound and lifecycle automation — including monitoring, debugging, and improving live n8n workflows and scoring pipelines.
To be successful, you should have:
Expert-level knowledge in Revenue Operations or GTM craft operations (Sales Ops, Marketing Ops, or GTM Engineering).
Strong background in lead generation or a customer-facing sales role (e.g., SDR, AE, Growth Hacker).
Deep understanding of B2B SaaS GTM strategy across sales, marketing, and customer lifecycle.
Practical experience in tools like Clay & n8n
Awareness of cold campaign compliance and technical limitations, including scaling campaigns and regulatory compliance
Expert in Salesforce and HubSpot; strong proficiency in webhooks, APIs, and automation frameworks.
Experience using or deploying AI tools across GTM workflows (e.g., for content generation, outreach, or decision-making).
Skilled in data visualization tools like Tableau.
Excellent communicator with a bias toward action, systems thinking, and rapid iteration.
Strong knowledge of SQL database language.
Bonus Experience
Python, or JavaScript experience to support rapid system prototyping or automation.
Direct experience using tools like REGAL, Retell, CrewAI, Vapi.
Prior ownership of experimental initiatives with defined metrics and agile delivery cycles.
Experience carrying a lead or revenue quota.
What You Can Expect
A high-impact, high-autonomy role with visibility across the executive team.
A front-row seat to shaping how AI and automation redefines RevOps and GTM strategy.
A strong, supportive culture rooted in humility, impact, and giving a sh*t.
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!
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.
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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