At ComplyAdvantage, we’re building the intelligence infrastructure to fight financial crime. As Senior Director of Revenue Operations, you’ll design and scale the operating system behind our global go-to-market strategy. This high-impact role bridges GTM strategy, execution, and data - aligning Sales, Marketing, Customer Success, Finance, and Product to drive predictable, efficient growth across regions, products, and customer segments. Join a mission-driven SaaS company tackling global financial crime as our Senior Director of Revenue Operations. You’ll build and scale a world-class RevOps function that powers our next phase of growth, driving alignment across GTM teams, enhancing forecasting accuracy, and elevating sales efficiency. What Success Looks Like: A unified GTM operating rhythm across Sales, Marketing, and Customer Success Accurate, AI-enhanced forecasting and full pipeline visibility Clean, trusted revenue data driving board-ready insights and decisions A modern, integrated tech stack fuelling automation and GTM productivity A high-performing, globally distributed RevOps team with measurable ROI Your Areas of Impact: GTM Strategy & Operating Model: Partner with execs to shape long-term planning, TAM/ICP, and customer journey strategy Revenue Program Management: Drive quarterly GTM initiatives and eliminate bottlenecks across the funnel Analytics & Forecasting: Govern end-to-end data, build actionable dashboards, and deliver strategic insights Tech & Infrastructure: Own and optimize our GTM tech stack (Salesforce, Outreach, Gong, etc.) with a focus on AI, automation, and integration Pricing & Deal Desk: Run a high-impact Deal Desk and support strategic pricing with operational rigor Team Leadership: Build a resilient, global RevOps org with a culture of experimentation, enablement, and execution What You Bring: Parental leave and childcare benefits Life Insurance to protect your loved ones Medical (100%), Dental (90%), and Vision (80%) contribution Flexible Spending Accounts (FSA) to allow you to use tax free dollars for healthcare or day care related expenses 401k Contribution Financial Perks (Financial Advice, PerkSpot discounts, Pet Insurance discounts, Travel assistance) Pre-Tax transit benefits About us: Our mission is to empower every business to eliminate financial crime. By harnessing AI, a unified platform, and an extensive partner ecosystem, we help customers turn compliance into a catalyst for growth, operational resilience, and enduring regulatory trust. More than 3,000 enterprises across 75 countries rely on our end-to-end platform and the world’s most comprehensive financial crime risk intelligence. With full-stack agentic automation, we help organizations automate up to 95% of KYC, AML, and sanctions reviews, cut onboarding times by 50%, reduce false positives by 70%, and handle 7x more work with the same staff. ComplyAdvantage is headquartered in London and has global hubs in New York, Lisbon, Singapore, and Cluj-Napoca. It is backed by Balderton Capital, Index Ventures, Ontario Teachers’ Pension Plan, Goldman Sachs, and Andreessen Horowitz. Learn more about compliance re-engineered for the age of AI at complyadvantage.com.

What we do and why we do it As the leading end-to-end investment platform for single-family rental homes (SFR), our mission is to reinvent the rental housing ecosystem for the benefit of all. We successfully merge our passion for helping investors build wealth through real estate with cutting edge technology that transforms the way they do it. How it’s going (and growing) With a talented team of 750+ Roofsters, our collaborative, can-do culture is what fuels our growth. In 2022, we closed on our Series E, raising $240 million, and have offices in the Bay Area and New York City. Our growth includes recent acquisitions of Stessa (financial and asset management software), RentPrep (tenant screening and placement service for landlords), and Mynd (property management platform for both Retail and Institutional investors). In 2025, Roofstock took an ownership stake in Casago (short-term rental management services), expanding our platform to support both long-term and short-term rental investment services. About the Role The Director of Revenue Operations & Billings is a critical, hands-on leadership role responsible for owning the company’s revenue cycle and related billing operations for our multiple business units. This individual will serve as a player-coach, leading a team of four while personally driving complex spreadsheet calculations, journal entries, and flux analysis. The successful candidate should be skilled at automating highly manual processes that currently rely on complex spreadsheets. Responsibilities Lead Process Automation: Champion the transformation of manual, spreadsheet-based workflows into automated, system-driven processes. Successfully identify, evaluate, and implement system enhancements, automation tools, and AI solutions to scale the department and eliminate heavy manual effort. Billing and Revenue Cycle Ownership: Fully own the end-to-end billing and revenue cycle across the organization, ensuring accurate and timely billing operations that align with revenue recognition policies. Assist in the monthly financial close process, ensuring all deadlines are met and financial statements are accurate and compliant with US GAAP. Own and drive accounting projects such as system implementations, process improvements, policy updates, accounting memos, and internal control enhancements. Data & Calculation Mastery: Serve as the final authority on the accuracy of large data sets used for revenue calculation, personally reviewing and validating spreadsheets and related analysis. Financial Reporting & Analysis: Lead monthly revenue variance analysis, providing detailed, operational insights into revenue trends and drivers for the CFO and FP&A. Team Leadership: Act as a hands-on player-coach to the revenue team (4 total staff, 2 direct reports), providing technical guidance, mentoring, and support to ensure work quality and professional development. Audit Liaison: Support our external audit process on revenue and billing matters, providing robust documentation and clear explanations to ensure audit readiness. Cross-Functional Partnership: Act as a key liaison across Finance, Sales, Legal, and IT to drive alignment on contract terms, billing systems, data accuracy, and system requirements. Qualifications Bachelor’s degree in Accounting or Finance required Industry Expertise: Minimum of 8+ years in a senior revenue operations and billing role 5+ years of experience managing a team Automation Track Record: Proven success in transforming highly manual, volume-heavy processes into automated, system-driven workflows. Technical Tool Mastery: Expert-level Excel skills and proficiency in financial reporting tools (e.g. VLOOKUP, Pivot Tables, Macros, etc). Comfortable owning, auditing, and manipulating large data sets. Operational Mindset: Strong process orientation with a focus on efficiency, control, and standardization. GAAP Knowledge: Solid understanding of GAAP revenue recognition principles (ASC 606), with a focus on the operationalization of billing policies. Communication: Excellent communication skills, with the ability to clearly articulate complex operational and data issues to both staff and executive leadership. Nice to Have Ideally with experience in the Property Management and/or Real Estate industry. Travel Required n/a Location Bay Area (Oakland), CA. This is a 2 day hybrid role in the Oakland office. Compensation $170,000/yr.  - $203,000/yr. range annually Compensation may be adjusted based on experience, skills, and interview performance. Pay Transparency Our compensation reflects several US geographic markets. The base pay for this position represents the expected salary for this position.  Ultimately, in determining your pay it will be based on several factors including location, job-related knowledge, skills, experience and other job related factors.  Roofstock is a total compensation company; the base salary is only a part of our total compensation package. Competitive & Unique Benefits Package Generous PTO Policy 12 Paid Holidays Volunteer Time Off Paid Parental Leave 401k Program Wellness and home office/cell phone subsidies Robust health, dental, vision insurance, and more Wellness and home office/cell phone subsidies Must be authorized to work in the U.S. is a precondition of employment and we are unable to sponsor H1-B Visas at this time. Any offer of employment is conditioned upon the successful completion of a background investigation. Commitment to Equal Employment Opportunity Roofstock is an equal opportunity employer. In keeping with the values of Roofstock, we make all employment decisions including hiring, evaluation, termination, promotional and training opportunities, without regard to race, religion, color, sex, age, national origin, ancestry, sexual orientation, physical handicap, mental disability, medical condition, disability, gender or identity or expression, pregnancy or pregnancy-related condition, marital status, height and/or weight. #LI-HYDBRID #LI-NL-1

• Partner with sales and GTM leadership to understand strategic objectives, business goals, priorities and performance targets. • Translate strategic objectives into quarterly enablement plans that address skill, process, and execution gaps. • Collaborate with regional sales leaders and frontline managers to identify specific team or individual performance gaps. • Build and execute customized enablement plans (where needed) tied to performance outcomes, not just learning completion. • Coach frontline managers on how to drive and reinforce performance within their teams. • Serve as the main enablement point of contact for the GTM team you support. • Design and deliver targeted training programs for GTM teams based on business needs. • Facilitate live and virtual training sessions, deal clinics, role plays and workshops focused on skill development (e.g. discovery, negotiation, objection handling, value selling, adoption). • Reinforce adoption of sales methodologies (e.g. MEDDPICC, Challenger, SPICED), internal processes and tools (e.g. Highspot, Salesforce) your stakeholders use to do their jobs. • Act as a strategic feedback loop to the Revenue Enablement team and GTM Ops teams by sharing insights from the field. • Recommend and iterate on enablement programs (even onboarding) based on performance data, rep feedback and market changes. • Collaborate with Enablement and Ops teams to track impact of enablement initiatives on KPIs (e.g. win rate, pipeline coverage, deal velocity). • Partner with Global Enablement Program Managers, product marketing, product, and Revenue Operations to ensure GTM initiatives are supported with enablement programs that drive execution. • Work with Revenue Enablement to build any enablement plans or programs as well as help prioritize content creation, making recommendations and supporting them where needed. • Measure success by various metrics and outcomes such as adoption and reinforcement of priority GTM motions, improvement in targeted KPIs for supported teams, manager engagement in enablement plans, or stakeholder satisfaction and trust. • Collaborate with and share ideas with your fellow Enablement Business Partners to ensure consistency in training on functions in your GTM teams. • Ensure training is aligned to current product messaging, ICP shifts, and GTM motions you support. • Align with revenue enablement teams, product marketing, and ops teams to ensure enablement plans support launches, sales plays, and GTM campaigns. • Support additional enablement initiatives and projects as directed by leadership. • Mentor, coach, train, and provide feedback to other team members; may provide feedback to leadership on technical abilities of team.

• Content Creation & Design: Build sleek, professional slide decks and sales collateral that our reps are proud to use. • Maintain "Product Truth": Act as the guardian of our internal knowledge. When the product changes, you’re the first to update our guides and checklists; working hand in hand with our world class product team. • Enablement Logistics: Help manage the day-to-day operations of our Sales and CS Bootcamps, ensuring every new hire has a world-class onboarding experience. • Tactical Execution: Partner with leadership to update talk tracks, competitive battlecards (e.g., "EvenUp vs. Competition"), and qualification frameworks. • AI Implementation: Experiment with and implement new AI tools to make our internal enablement processes 1% better every day.