VP of Revenue Operations

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.

What you’ll get to do:

• Revenue Strategy & Alignment
• 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.
  
  
• 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.

What you’ll bring to the role:

• 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.

🏠 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! Start your journey with Roofr by decompressing and recharging - we will see you in week 2!
• 1 Friday off per month (we call those our 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

🤝 Perks:

• We host 2 retreats per year and great team building activities
• Ample learning and development opportunities to continue growing your career
• 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, takes notes during interviews so we can actually listen, and even helps us track down awesome humans like you.

Feel free to use AI to prep, research, or get pumped up for your interview (we see you, ChatGPT power users 👀). But when it’s time to chat, we’d love to meet you, not your AI alter ego. Bring your real, unfiltered self, we promise we will too.

And don’t worry, a real, live human is behind every part of our process. Every application is reviewed by a real person, and you’ll always speak with real humans throughout the interview process. No bots, just good people ☺️

⚠️ Important 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 our legitimate job postings can be found on our official career site. Please be cautious of job offers that come from non-company email addresses, instant messaging platforms, or unsolicited calls.

To ensure your application is legitimate, please apply directly through our official careers page: https://roofr.com/careers.

If you receive any suspicious messages or have questions, reach out to us at talent@roofr.com.

Your safety and security are important to us — thank you for your vigilance!

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.