About The Position

At Roofr, we’re obsessed with our customers. We constantly gather feedback to shape, prioritize, and launch the products they truly need. That’s what makes Roofr’s CRM special. We started by building essential sales tools like aerial roof measurements and digital sales proposals. But when our customers asked for a simple, affordable way to manage and scale their entire businesses, we listened. So, we created a CRM that connects these solutions—along with payments, material ordering, and more—into a seamless, powerful platform. With a clear roadmap ahead, we’re excited to continue expanding and leading the market with innovative products. We have an amazing culture, strong financials, and best-in-class company metrics. It’s an exciting time to be part of an extraordinary startup that is already successful, yet still early enough to offer its team significant growth, equity, and the opportunity to make a real impact. As VP of Revenue Operations, you will architect and operate the systems, processes, and insights that power our go-to-market engine. You’ll work cross-functionally to bring discipline and clarity to how we drive revenue, enabling our revenue teams to perform at their peak and positioning the company for scale.

Requirements

  • 10+ years of experience in Revenue Operations, Sales Operations, or Business Operations, with at least 5 years in leadership roles.
  • Extensive B2B SaaS experience, ideally in a growth-stage startup or scale-up environment. PLG experience a plus.
  • Proven track record of building and maturing revenue operations functions, processes, and tech stacks.
  • Strong analytical skills with expertise in forecasting, modeling, and data visualization.
  • Hands-on experience with leading GTM tools (Salesforce, HubSpot/Marketo, Outreach/Salesloft, Gainsight, Looker, etc.).
  • Ability to influence cross-functionally and communicate effectively with executives and frontline teams alike.
  • A builder’s mindset: comfortable rolling up your sleeves, solving complex problems, and creating clarity in ambiguity.
  • Passion for enabling revenue teams to do their best work and delivering an exceptional customer experience.

Responsibilities

  • Partner with GTM leadership (Marketing, Sales, CS, Finance) to define and operationalize our revenue strategy.
  • Align teams around shared goals, KPIs, and processes to ensure predictable growth.
  • Lead annual and quarterly revenue planning, including headcount modeling, quota setting, and territory design.
  • Partner with Product, Finance, and GTM leaders on pricing, packaging, and new monetization strategies.
  • Build and mature scalable processes, playbooks, and workflows across the revenue lifecycle.
  • Identify bottlenecks, implement improvements, and drive adoption across teams.
  • Standardize handoffs between Marketing, Sales, Partnerships, and Customer Success to maximize conversion and retention.
  • Own the GTM tech stack (CRM, marketing automation, sales engagement, analytics tools, CS platforms, etc.).
  • Evaluate, implement, and optimize tools that enable productivity, visibility, and accuracy.
  • Ensure clean data governance and a single source of truth for revenue reporting.
  • Build and maintain dashboards, reporting, and forecasting models for executives and department heads.
  • Deliver actionable insights on funnel performance, pipeline health, churn, retention, and expansion.
  • Proactively identify risks and opportunities in the revenue engine.
  • Develop and present key revenue metrics and insights to the CEO and Board.
  • Establish the RevOps org’s long-term vision and operating model aligned with company growth.
  • Serve as a trusted advisor to GTM leaders and executive leadership.
  • Drive a culture of continuous improvement, data-driven decision making, and accountability.
  • Lead change-management initiatives to ensure adoption of new processes and systems across GTM teams.

Benefits

  • 1st week of employment is mandatory PTO.
  • 1 Friday off per month (laundry days).
  • Company wide paid shutdown for the week between Christmas and New Years.
  • Flexible time off.
  • 80% employer paid benefits.
  • RRSP/401k match.
  • Generous Parental Leave policy.
  • 2 retreats per year and great team building activities.
  • Ample learning and development opportunities.
  • Home office setup stipend.
  • Internet and phone allowance.
  • Remote first culture.
  • Weekly Friday paydays.
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