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Skimmer

Director of Revenue Operations

Posted 3 Days Ago
Be an Early Applicant
Remote or Hybrid
Hiring Remotely in Toronto, ON
Senior level
Remote or Hybrid
Hiring Remotely in Toronto, ON
Senior level
The Director of Revenue Operations will optimize sales processes, implement go-to-market strategies, lead a high-performing team, and oversee technology stack management to drive revenue growth.
The summary above was generated by AI

Skimmer is on a mission: to modernize the pool and spa service and repair industry. We’re a private equity-backed company with 7000+ customers using Skimmer’s pool service software and running their businesses the modern way. But we’re not stopping there (there are over 70,000 pool service companies in this surprisingly large “niche” space).
Our customers love us almost as much as we love them (check out our reviews and our NPS score of 68!)
We’re looking for big thinkers with small egos, so let’s dive in!

Our Values: At Skimmer we
  • Realize our customers' success is our success.

  • Build humble, diverse teams who have fun winning.

  • Drive results with urgency.

  • Earn trust through transparent communication.

About you:

You bring a builder mindset to RevOps, having implemented scalable systems, processes, and teams in high-growth B2B SaaS or tech environments. You have led revenue operations functions through growth, hiring and developing talent while personally diving into details such as commissions, data hygiene, and workflow design. You excel at time management and organization, allowing you to juggle competing priorities and drive outcomes against tight deadlines in a dynamic setting.

Your communication and collaboration skills enable you to work cross-functionally with Sales, Marketing, Customer Success, Finance, and Product, switching seamlessly between tactical troubleshooting and strategic executive-level discussions. You build strong partnerships across the organization, using influence, insight, and credibility to understand business needs, recommend solutions, and execute whatever is required to move the business forward. This role reports to the VP of Finance and can be based in Austin, TX, Toronto, Canada, or remote.

Your Impact:Go-to-market strategy and operations
  • Serve as a strategic business partner to Sales and Marketing leadership, shaping and operationalizing GTM strategies that optimize sales processes, coverage, and productivity.

  • Identify and address bottlenecks across the sales and marketing funnel, improving lead management, conversion rates, overall revenue outcomes from top of funnel through close, renewal, and expansion.

  • Oversee design, implementation, and administration of sales compensation plans that align with company goals, drive high performance, and are operationally sustainable.

  • Enhance pipeline visibility and forecasting accuracy by building and refining processes, standards, and tools that ensure consistent, reliable data.

  • Partner with FP&A and GTM leaders on annual and quarterly planning, including forecasting, funnel and capacity modeling, quota setting, and resource allocation.

Tech stack and process optimization
  • Own the GTM and revenue operations technology stack (e.g., HubSpot, Gong, Gainsight, Stripe, and other tools), ensuring systems are well-architected, integrated, and optimized for scale.

  • Collaborate with cross-functional stakeholders to refine and operationalize lead-to-renew and quote-to-cash processes, aligning pricing, quoting, billing, and revenue recognition workflows.

  • Design, implement, and continuously improve scalable, automated processes that increase pipeline efficiency, improve forecast accuracy, and raise conversion across the customer lifecycle.

  • Manage relevant vendor relationships and agreements to ensure tools and partners support current and future business needs.

Leadership and business partnering
  • Build, lead, and develop a high-performing RevOps team that is proactive, analytical, and easy to partner with, fostering a culture of accountability and continuous improvement.

  • Act as the connective tissue between Sales, Marketing, Customer Success, and Finance, driving alignment on goals, priorities, and execution while promoting operational excellence.

  • Lead change management initiatives to evolve revenue operations in line with growth, new strategies, and emerging best practices, ensuring teams adopt new processes and tools effectively.

Analytics and insights
  • Own revenue data, reporting, and analytics, delivering actionable insights that inform GTM strategy, sales performance management, and investment decisions.

  • Build and maintain robust reporting frameworks and dashboards that track key KPIs across the funnel, from lead generation and pipeline health through to expansion, net revenue retention, and customer lifetime value

  • Analyze sales and customer data to identify trends, risks, and opportunities, and translate complex findings into clear, practical recommendations for executives and cross-functional stakeholders.

  • Ensure the accuracy, integrity, compliance, and cleanliness of all revenue-related data, establishing governance and standards that support trusted decision-making.

What you bring:
  • Leadership and people management experience in Sales Operations, Revenue Operations, or related roles, with a proven track record of driving efficiency and growth in B2B SaaS or high-growth tech environments.

  • Hands-on expertise implementing, managing, and optimizing GTM and revenue systems, including deep experience with HubSpot architecture and configuration, and familiarity with tools such as Gong, Gainsight, Stripe, and related platforms.

  • Track record optimizing renewal rates, expansion revenue, and net revenue retention through data-driven process improvements and cross-functional alignment.

  • Experience leading and mentoring globally distributed teams while fostering a collaborative, outcomes-driven culture.

  • Strong analytical and problem-solving skills, including revenue analytics, performance tracking, reporting and dashboard design, and forecasting.

  • Demonstrated ability to design and manage end-to-end workflows across the customer journey, from top of funnel through onboarding, renewal, and expansion.

  • Expertise in sales compensation design and management, as well as scaling operational tech stacks and optimizing quote-to-cash processes.

  • Excellent communication and interpersonal skills, with the ability to translate complex data into clear, actionable insights and influence stakeholders at all levels.

  • Ability to balance strategic thinking with execution, ensuring day-to-day operations support and reinforce broader business objectives.

  • Bachelor’s degree in Business, Finance, Marketing, or a related field; an MBA, advanced degree, or equivalent operating experience is preferred.

Benefits
  • Competitive base pay + bonus potential

  • Generous medical, dental, and vision plans (we pay 100% of your premium and 50% of your dependents’)

  • Fantastic culture with a very strong eNPS- we work hard, celebrate wins, and learn as we go to always be improving to benefit our customers.

  • Immediate access to 401(k) with company match

  • Flexible PTO (MINIMUM of 10 days required every year)

  • 12 weeks paid parental leave for birthing parent, 6 weeks paid leave for supporting partner

  • Remote work friendly

  • Comprehensive learning and development budget

  • A manager dedicated to your development

At Skimmer we are deeply committed to building a diverse and inclusive workplace (it’s in our values). We’re proud to be an equal opportunity employer, seeking to identify and onboard people from all walks of life. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, family status, marital status, sexual orientation, national origin, genetics, neurodiversity, disability, age, or veteran status, or any other non-merit based or legally protected grounds.

We also acknowledge that there is no “perfect” candidate - if you fulfill the majority  of these requirements, believe this is a role you would be excited about on a daily basis, and resonate with our culture, we encourage you to apply.


#BI-Remote

Top Skills

Gainsight
Gong
Hubspot
Stripe

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