[![Image]() Meet Jobicy Copilot — free AI autofill for job applications + remote job alerts ›](#) [All remote jobs](https://jobicy.com/jobs.md)Open role[![Roofr logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/03/1a4a90db-221.jpg)](https://jobicy.com/company/roofr.md)Remote opportunity at[Roofr](https://jobicy.com/company/roofr.md) # Senior Revenue Operations Specialist Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/roofr.md)Share21 Sep 2026Published46Listing views2Application actions21 Oct 2026Apply before Opportunity details ## About this role. AI SummaryThis senior individual-contributor Revenue Operations role owns the systems, workflows, integrations, and data practices that support Roofr’s end-to-end go-to-market organization. The specialist will administer and optimize HubSpot Marketing Hub and Sales Hub while improving connected tools such as Aircall, Sakari, Gong, Stripe, Hippo Video, and Guru. Key work includes automating manual processes, maintaining clean AI-ready GTM data, analyzing funnel and productivity metrics, and implementing human-in-the-loop AI workflows. Success requires strong hands-on RevOps systems expertise, structured project execution, and close collaboration with Sales, Marketing, Customer Success, Enablement, and revenue leadership. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 4/5EasyHard ### Pace & Pressure 4/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThe role combines deep CRM and integration administration with data governance, process design, AI enablement, and cross-functional change management. It requires independently translating ambiguous revenue-team needs into adopted, measurable operational solutions in a fast-moving SaaS environment. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job medianBelow market$70,000US market range$85k–$125k0$138k AI insightThe disclosed offer is CAD 90,000–105,000 yearly, with a midpoint of CAD 97,500 (approximately USD 70,000 for comparison). The US-market estimate for a senior hands-on Revenue Operations Specialist is USD 85,000–125,000 yearly; actual US pay varies by location, SaaS scale, HubSpot ownership scope, and depth of automation or AI implementation experience. ## Core skills Skills and capabilities most closely associated with this opportunity. [Revenue Operations](https://jobicy.com/jobs?search_keywords=Revenue%20Operations.md)[HubSpot Administration](https://jobicy.com/jobs?search_keywords=HubSpot%20Administration.md)[Sales Operations](https://jobicy.com/jobs?search_keywords=Sales%20Operations.md)[Marketing Operations](https://jobicy.com/jobs?search_keywords=Marketing%20Operations.md)[GTM Strategy](https://jobicy.com/jobs?search_keywords=GTM%20Strategy.md)[Workflow Automation](https://jobicy.com/jobs?search_keywords=Workflow%20Automation.md)[CRM Management](https://jobicy.com/jobs?search_keywords=CRM%20Management.md)[Data Integrity](https://jobicy.com/jobs?search_keywords=Data%20Integrity.md)[AI Enablement](https://jobicy.com/jobs?search_keywords=AI%20Enablement.md)[Cross-Functional Collaboration](https://jobicy.com/jobs?search_keywords=Cross-Functional%20Collaboration.md) Sample interview questionsDescribe a Revenue Operations workflow you automated and how you measured its impact.I would begin by mapping the existing process, documenting pain points and baseline metrics such as handling time, routing accuracy, conversion, or SLA adherence. I would then build and test the automation in a controlled rollout, train users, and compare post-launch results against the baseline while monitoring exceptions and adoption. How would you maintain data integrity across HubSpot and connected revenue tools? I would establish clear data definitions, ownership, required-field rules, lifecycle-stage logic, and standardized integration mappings. I would also use recurring audits and dashboards to identify duplicates, missing values, sync failures, and inconsistent records, then assign remediation ownership and prevent repeat issues through validation or automation. How do you decide whether a revenue process should be automated or retain human review? I assess volume, repeatability, error risk, customer impact, and the cost of an incorrect automated action. Low-risk, rules-based tasks are strong automation candidates, while decisions involving nuanced qualification, sensitive customer communication, or incomplete data should include approval steps, exception queues, and clear human ownership. A sales leader says pipeline quality has declined. How would you investigate? I would first clarify the definition of pipeline quality and review trends by source, segment, owner, lifecycle stage, conversion rate, velocity, and disqualification reasons. I would validate the underlying CRM data and process adherence, identify where quality changes entered the funnel, and recommend targeted fixes such as routing adjustments, qualification criteria, scoring changes, or enablement. How would you introduce a new AI-assisted workflow to Revenue teams? I would start with a specific, measurable use case and involve representative users in design and testing. After validating accuracy, security, and workflow fit, I would launch with documentation, training, feedback channels, and defined human-review boundaries, then monitor adoption, productivity gains, and unintended outcomes before scaling. 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. This position is for an existing vacancy. We’re looking for a Senior Revenue Operations Specialist to drive operational excellence, efficiency, and scalability across Roofr’s Revenue organization. As a key member of the RevOps team, you’ll play a hands-on role optimizing GTM processes, improving our technology ecosystem, strengthening data integrity, and building AI-ready systems that enable our Revenue teams to perform at their best. You’ll work closely with Sales, Marketing, Customer Success, and Enablement to identify operational challenges, develop solutions, automate manual processes, and ensure our systems and workflows support a seamless customer and revenue lifecycle. This is a highly collaborative, execution-oriented role for someone who enjoys solving complex operational problems, working deeply in systems and data, and turning business needs into scalable and AI-forward technology solutions. What You’ll Do: Optimize Revenue Processes & Systems * Identify operational challenges across the Revenue org and develop scalable solutions that improve efficiency, productivity, and the GTM experience. * Design, implement, and continuously optimize Revenue processes, workflows, and systems across the customer lifecycle. * Apply a structured, project-management-oriented approach to understand problems, evaluate solutions, manage implementation, and measure outcomes. * Partner with Revenue leaders and ICs to understand their needs, gather feedback, test solutions, and ensure initiatives meaningfully improve team performance. * Look for opportunities to simplify processes, eliminate unnecessary manual work, and design human-in-the-loop AI workflows to improve efficiency for Revenue teams. Drive Process Automation & AI Enablement * Identify opportunities to automate repetitive and manual processes using existing technology, integrations, and automation platforms. * Build and maintain workflows, automations, routing, notifications, and other system-based solutions that improve team productivity. * Leverage connectors such as Fivetran, Zapier, or similar platforms to connect systems and improve data flow. * Continuously evaluate opportunities to use AI and emerging technologies to improve Revenue productivity and operational scale. Own & Optimize the Revenue Technology Stack * Serve as a subject matter expert and administrator for HubSpot Marketing Hub and Sales Hub. * Own the creation, maintenance, and optimization of pipelines, workflows, custom views, templates, playbooks, lists, and other HubSpot functionality supporting Revenue initiatives. * Manage and optimize key Revenue technologies including Aircall, Sakari, Gong, Stripe, Hippo Video, and Guru. * Ensure systems are configured effectively, adopted appropriately, and integrated into Revenue workflows. * Stay current on product capabilities and emerging features, identify opportunities to improve our technology stack, and maintain relationships with key technology vendors. Strengthen Data & Revenue Insights * Maintain strong data integrity practices across the tools, processes, and automations you own. * Ensure GTM data is clean, consistently structured, and AI-ready. * Use data to identify trends, diagnose operational issues, and measure the impact of Revenue initiatives. * Support analysis related to lead scoring, customer health, pipeline performance, conversion, productivity, and other Revenue performance indicators. * Translate data and operational insights into actionable recommendations for Revenue teams. Partner Across Revenue * Work closely with leaders and ICs across Sales, Marketing, Customer Success, and Enablement to inform your roadmap and prioritize initiatives. * Partner with the Revenue Enablement Specialist to ensure new tools, processes, and AI-assisted workflows are effectively rolled out, documented, and adopted. * Engage Revenue team members as partners in testing new processes and tools, and incorporate their feedback into solutions. Documentation & Operational Excellence * Create and maintain clear documentation for tools, systems, processes, workflows, and automations. * Ensure documentation is accessible and easy for Revenue teams to understand and use. * Partner with Enablement to support training and adoption of new tools and processes. * Establish repeatable processes that make it easier for teams to understand and consistently use Revenue systems. What You’ll Bring: * 4+ years of experience in Revenue Operations, Sales Operations, Marketing Operations, or Customer Success Operations. * Hands-on HubSpot administration experience across Marketing Hub and Sales Hub. * Experience owning, implementing, and optimizing Revenue technology and GTM systems such as CRM, conversation intelligence, sales engagement, communication, customer education, and payment platforms. * Strong understanding of Revenue processes and how systems, data, and workflows support the broader GTM motion. * Experience building and optimizing workflows, automations, integrations, and data flows. * Strong analytical skills and the ability to use data to identify problems, inform decisions, and measure impact. * Demonstrated experience evaluating or implementing AI-powered GTM tools — not just familiarity, but hands-on work with AI-assisted workflows, automation platforms, or agentic tooling. * Strong project management skills with the ability to independently drive initiatives from concept through implementation. * Ability to thrive in a fast-paced, agile, and dynamic environment where priorities can change quickly. * Strong cross-functional collaboration skills and the ability to work effectively with stakeholders at all levels. * Excellent written and verbal communication skills, with the ability to translate technical concepts into clear, actionable recommendations. Who You Are: * You’re a builder and problem solver who enjoys figuring out how things work and finding better ways to make them work. * You naturally look for opportunities to simplify, automate, and scale processes and you think critically about where AI creates real leverage versus where humans still need to be in the loop. * You’re highly detail-oriented and understand that clean, well-structured data is the foundation of effective RevOps. * You’re comfortable getting deep into systems and technical details while keeping the broader business objective in mind. * You take ownership and don’t need a playbook to get started. * You are curious about new technology, including AI and automation, and think critically about where it can create meaningful business value. * You’re an effective cross-functional partner who understands that successful RevOps solutions start with understanding the people and processes they support. * You are comfortable operating in a PLG and/or PLS environment and understand how operational processes and systems need to support both self-serve and sales-assisted customer journeys. ### Bonus: * HubSpot certifications, including HubSpot Certified Administrator, HubSpot Marketing Software, or HubSpot Sales Software. * Experience integrating GTM technologies directly as well as using Zapier or similar integration and automation platforms. * Experience working in an organization supporting both PLG/self-serve conversion and PLS/sales-assisted conversion models. * Demonstrated proficiency with tools such as Aircall, Sakari, Gong, Zendesk, Stripe, Hippovideo, Guru, and Asana. * Experience with AI-enabled Revenue Operations tools and automation. * Experience working with SaaS metrics such as pipeline conversion, velocity, retention, customer health, and productivity. Compensation Band: $90k-105k CAD Our compensation ranges are built using multiple market benchmarks and reflect both the scope of the role and current market data. While many hires fall within the beginning to midpoint of the band to allow for growth over time, we tailor offers based on each candidate’s experience, seniority, and demonstrated impact. 🏠 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 in the U.S. and 100% employer-paid premiums for Extended Healthcare and Dental in Canada * RRSP/401k match * Generous Parental Leave policy 🤝 Perks: * We host an annual company retreat with 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](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. Show more [Apply now >](https://jobicy.com/jobs/153847-senior-revenue-operations-specialist.md) > Annual salary information is not provided for this position. 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