VP of Revenue Operations

Join to apply for the VP of Revenue Operations role at Roofr Overview At Roofr, we’re obsessed with our customers. We constantly gather feedback to shape, prioritize, and launch 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. When our customers asked for a simple, affordable way to manage and scale their entire businesses, we listened and 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. Our culture is strong, our financials are solid, and we offer best‑in‑class metrics. It’s an exciting time to be part of an extraordinary startup that is already successful yet still early enough to offer team members significant growth, equity, and impact. Responsibilities Revenue Strategy & Alignment Partner with GTM leadership (Marketing, Sales, CS, Finance) to define and operationalize the 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. Process Design & Optimization 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. Systems & Tools 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. Insights & 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. Leadership & Enablement 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. Qualifications 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. What we offer (US & Canada) When you join our team, you’re not just accepting a job. You’re making a career move. Here’s how we’ll support you in doing some of the most impactful work of your career: Vacation / Paid Time Off 1st week of employment is mandatory PTO. 1 Friday off per month. 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. Perks We host 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. AI Notice At Roofr, we’re big fans of AI. It helps us write job descriptions that don’t put you to sleep, take notes during interviews, and track down awesome humans like you. You can use AI to prep, research, or get pumped for your interview. When it’s time to chat, we’d love to meet you, not your AI alter‑ego. Bring your real, unfiltered self, and we promise we’ll do the same. Security Notice We’ve been made aware of an individual impersonating Roofr using a fraudulent domain: roofrr.com (note the extra “r”). Our company takes the security and privacy of job applicants very seriously. We will never ask for payment, bank details, or personal financial information as part of the application process. All legitimate job postings can be found on our official career site. Please apply directly through our official careers page: If you receive any suspicious messages or have questions, reach out to us at . Referrals Referrals increase your chances of interviewing at Roofr by 2x. Equal Opportunity Employer Roofr is proud to be an equal opportunity employer. We are committed to equal employment opportunity in the workplace regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status. Job Details Seniority level: Executive Employment type: Full‑time Job function: Management and Manufacturing Industries: Software Development Contact & Application Notes Get notified about new Vice President of Revenue Operations jobs in Canada . Toronto, Ontario, Canada CA$55.00-CA$75.00 3 weeks ago Applications are accepted through Roofr’s official careers page. #J-18808-Ljbffr