Director - Revenue Operations, Systems & Enablement at Deputy

Deputy is a global SaaS workforce management company with hubs in Sydney, Melbourne, San Francisco and London, plus team members working remotely across the United States. Our platform serves over 1.5 million workers and 375,000 workplaces across 100+ countries. We are backed by top global investors and recently achieved Unicorn status.    At Deputy, we’re improving the world of work, one shift at a time, for 80% of the world’s workforce: hourly workers. These are the dedicated employees who keep our world running – from baristas to nurses, cleaners to delivery drivers, florists to factory workers. Despite their vital role in society, most workplace technology has focused on those workers who sit behind a desk, but at Deputy, we transform the frontline. When businesses use Deputy, their workplaces thrive – the business is more profitable, compliant, and productive, while the workers are more engaged and happier at work.   We're becoming an AI-native company, a commitment that means you'll be empowered (and expected) to use AI tools and thinking in your day-to-day work. You'll have the training, support, and freedom to use AI responsibly and creatively to spark ideas, solve problems faster, and unlock new ways of working.   If you’re passionate about creating solutions that put people first and helping businesses and their teams thrive, join us at Deputy and make an impact where it matters most! We're looking for an experienced Director, Revenue Operations, Systems & Enablement to help support and scale the Commercial organization (Sales, Marketing, Customer Success, Support, Partnerships). The candidate must have a strong foundation in business operations, technical systems architecture, and team enablement. You will not only drive operational strategy and board-level reporting but also own the technical roadmap for our business systems (including billing) and ensure our GTM teams are trained and equipped to sell effectively. This is a great opportunity to create scalable processes, build a robust technical foundation, and foster a culture of continuous learning in a fast-growing company. The role will report to the Commercial Chief of Staff. Responsibilities: Global Revenue Operations: Develop and execute Global Revenue Operations by collaborating with Sales, CS, and Marketing Leadership to drive key strategic initiatives. Enablement Strategy: Own the end-to-end enablement strategy, including onboarding, continuous learning, product training, and sales process methodologies for all GTM teams. Systems Architecture & Billing: Lead the strategic design and technical architecture of the business systems stack, serving as the owner for billing technology (Zuora) and its integration with CRM (Salesforce) and ERP systems. Process Optimization: Optimize sales and billing processes across Quote-to-Cash, Deal Desk, Forecasting, Commissions, and GTM Strategy to ensure seamless execution. Board & Executive Reporting: Assist CCO in design, creation, and execution of board communications/decks and weekly/quarterly business reviews. Quality & Consistency: Proactively monitor and maintain high levels of data quality, accuracy, and process consistency across the Revenue organization. Metrics & Dashboards: Develop key performance metrics, dashboards, and reports that help the GTM organization focus on performance drivers and results. Cross-Functional Planning: Partner with Finance to drive annual and long-term planning, budgeting, business KPIs, and process alignment. Key Areas of Focus & Collaboration: STRATEGY & ENABLEMENT: GTM Enablement: Design and deliver comprehensive training programs for Sales, CS, and Partnerships, covering product launches, sales methodology, and systems adoption. Onboarding: Build and manage a best-in-class onboarding program to reduce ramp time for new commercial hires. Content & Playbooks: Partner with Product Marketing to ensure GTM teams are equipped with up-to-date content, playbooks, and competitive intelligence. Strategic Planning: Collaborate with Finance and CCO on org structure, sales strategy, and long-term planning cycles. BUSINESS SYSTEMS & ARCHITECTURE: Billing Infrastructure (Zuora): Own the technical implementation and management of Zuora, ensuring accurate billing, subscription management, and revenue recognition compliance. Technical Architecture: Design and maintain a scalable GTM systems architecture, ensuring seamless data flow between Salesforce, Zuora, Marketing Automation (Marketo, Customer.io), and other tools. Integrations: Oversee system integrations and API workflows to support a low-friction, automated Quote-to-Cash process. Tool Management: Manage vendor selection, procurement, and optimization for the entire GTM tech stack. PROCESS & OPERATIONS: Quote-to-Cash: Streamline the end-to-end deal lifecycle, from CPQ to billing and revenue recognition. Sales Process: Define and enforce policies for Deal Desk, forecasting, and pipeline management. Operational Cadence: Drive the WW Sales and Marketing cadence (e.g., All Hands, WBRs, QBRs, SKO). PLANNING & METRICS: Analytics: drive deep analysis of sales capacity, territory segmentation, and funnel performance. Compensation: Manage compensation strategy, design, compliance, and production. You Have: 10+ years of relevant experience in a software business, with a focus on Revenue Operations, Systems, or Enablement. Deep technical expertise in Business Systems, specifically Zuora (Billing) and Salesforce (SFDC). Experience with architecture and integration (middleware, APIs) is highly preferred. Proven experience building or managing GTM Enablement functions, including creating curriculum, training sales teams, and managing content. Excellent quantitative analytical skills and a keen business sense to drive decision-making. Ability to communicate complex technical and operational concepts to executive leadership. Experience managing cross-functional projects that touch Finance, Product, and Sales. Ability to coach, motivate, and recruit a high-performing operations and systems team. You share our values and work in accordance with those values.   Employee Perks   - Enjoy a flexible work policy (with a work-from-home stipend to set you up for success!) - Own A piece of Deputy via our Employee Share Ownership Plan (ESOP)  - Take paid parental leave to support you and your family  - Stay protected with Group Salary Continuance Insurance - Access support through our Employee Assistance Program - Enjoy additional leave days — including  study assistance, celebration days and volunteering - Join our global working groups focused on collaboration, belonging and connection - Get creative at our annual Hackathons - Take advantage of our novated leasing for electric vehicles, internet reimbursement and more!     Deputy believes in equal opportunity and that inclusiveness and diversity promotes innovation. Our global team members are from a variety of cultures. And we welcome different perspective and skills.      #LI-Hybrid