VP, Revenue Operations

VP, Revenue Operations

About CAI Software

CAI Software builds purpose-built solutions that help manufacturers, processors, and distributors accelerate performance. Our mission is to enable manufacturers to transform performance through a connected, AI-assisted ecosystem that delivers visibility, control, and continuous improvement. We bring the deep operational expertise and enterprise infrastructure to be a true long-term performance partner.

With 6,200+ active customers worldwide and a market-leading position in every vertical we serve, CAI combines 45+ years of industry expertise with modern AI-driven execution - helping businesses move faster, operate smarter, and perform at their peak. We work across 15+ industries and 10+ countries, guided by three values built into our name: Candor, Accountability, and Impact.

CAI Software is organized into three business units: Graphic Communications, Process Manufacturing, and Discrete Manufacturing - aligned to the industries we serve. This structure keeps our teams close to customer needs while operating with the scale and support of a global software company.

About the Role

CAI Software is seeking a VP, Revenue Operations to lead our go-to-market operations function. This role owns the systems, processes, and analytics that connect Sales, Marketing, Finance, and Technology into a single, high-performing engine built to scale with the business.

The VP, Revenue Operations will partner directly with the senior leadership, turning complexity into clarity and data into decisions that move the business forward. This is a hands-on leadership role that treats AI and automation as tools to deploy now not just evaluate to eliminate manual work, sharpen forecasting, and give the GTM team a durable operational advantage.

What You'll Do

AI-Driven Operations & Process Optimization

• Champion AI and automation across RevOps pipeline analysis, forecasting, lead scoring, reporting, and workflow automation.
• Identify high-friction, manual processes and replace them with intelligent, scalable solutions.
• Evaluate and deploy AI-native tools that boost seller productivity and reduce operational overhead.
• Build a culture where the team defaults to automation before headcount.
• Own the end-to-end sales process: lead management, pipeline governance, and stage progression continuously optimizing at every stage.

Sales Strategy & Planning

• Partner with the CRO and Sales Leadership on territory design, resource allocation, quota setting, and capacity modeling.
• Own the annual and quarterly sales planning cycle, ensuring team goals align tightly to business objectives.
• Develop, track, and manage KPIs across the sales organization; lead performance forecasting.

Compensation Plan Ownership & Distribution

• Own end-to-end design, documentation, and governance of sales compensation plans, ensuring alignment with company strategy and quota targets.
• Partner with Finance, HR, and Sales Leadership to model plan economics, pay mix, and payout curves before rollout.
• Manage annual plan distribution and rep-level acknowledgment, plus communication of any mid-year plan changes.
• Own compensation calculation, validation, and payout processing in partnership with Finance and Payroll, ensuring accuracy and on-time payment.
• Field and resolve compensation disputes and inquiries, maintaining clear documentation and audit trails.
• Evaluate compensation plan performance against desired seller behavior and recommend adjustments each planning cycle.

Deal Desk Management

• Own the deal desk function, including deal structuring, non-standard pricing, and contract review approvals.
• Establish and enforce deal approval workflows and escalation paths across Sales, Finance, and Legal.
• Partner with Sales, Finance, and Legal to accelerate quote-to-cash cycle time while managing commercial risk.
• Monitor discounting, deal terms, and margin impact; provide guardrails and guidance to sales reps and leadership.
• Continuously improve deal desk tools, templates, and playbooks to reduce deal friction and cycle time.

Sales Tools & Technology

• Evaluate, implement, and manage the RevOps tech stack: CRM, sales automation, analytics platforms, and AI tools.
• Ensure the sales team is equipped with the right technology to perform at their best.
• Lead system integrations that improve productivity and reporting accuracy.
• Lead RevOps integration for newly acquired businesses, including CRM, ERP, and sales process consolidation onto CAI's unified systems.

Data Governance & CRM Data Quality

• Establish and enforce CRM data governance standards, including field-level ownership, naming conventions, and data hygiene protocols.
• Maintain high data integrity across accounts, contacts, opportunities, and pipeline stages to support accurate reporting and forecasting.
• Proactively identify and resolve data quality issues that impact reporting, compensation calculations, or sales execution.
• Partner with IT and Marketing Operations to align CRM data structure with downstream systems and reporting needs.

Budget & Vendor Management

• Own the RevOps technology budget, including license utilization, renewal negotiations, and cost optimization across the tech stack.
• Manage vendor relationships and contracts for CRM, sales engagement, analytics, and AI tools, ensuring accountability to SLAs and ROI.
• Evaluate new vendors and tools, building the business case for adoption, consolidation, or retirement of platforms.

Analytics & Reporting

• Build dashboards and operational frameworks that give sales leaders and executives real-time visibility into pipeline health, performance, and forecast accuracy.
• Lead board-level reporting and executive business reviews.
• Drive data-driven decision-making across the GTM organization from rep-level metrics to revenue forecasts.

Sales Enablement

• Lead strategy for sales and channel enablement, including onboarding programs, training, and continuous skill development.
• Ensure new hires ramp quickly; ensure tenured reps stay sharp and process-adherent.
• Align with Marketing on pipeline generation, lead management, and demand strategy.
• Partner with Finance on forecasting, budgeting, and revenue recognition.
• Collaborate with Product and Customer Success to bring the customer voice into GTM planning.

Team Leadership & Development

• Lead and develop the RevOps team coaching for performance, building a bench, and creating clear paths for growth.
• Build a high-performing, scalable organization that grows with the business.
• Model a culture of operational excellence, continuous improvement, and bold thinking.

What We're Looking For

• 710 years in Sales or Revenue Operations, with at least three years in a global leadership role.
• Demonstrated experience deploying AI tools and automation to improve GTM operations not just evaluating them.
• Strong hands-on experience with Salesforce, Gong, and NetSuite, with the ability to integrate these platforms across sales, marketing, and finance workflows.
• Proven track record of process optimization in a high-growth, fast-paced environment.
• Strong analytical skills able to move from raw data to executive-ready insight.
• Strong experience with sales compensation design and incentive structures.
• Exceptional cross-functional communicator and collaborator.
• Experience owning sales compensation administration and tools (e.g., Xactly, CaptivateIQ, Spiff) a plus.

Why Join CAI

At CAI, we are building something that matters. With 6,200+ customers across 15+ industries and active investment in AI-driven performance tools, we are positioned to define what the next generation of manufacturing software looks like and we are building the team to lead that work.

Our four pillars define how we deliver for customers and how we work:

• Built to Fit - Fits how your business runs so performance comes standard
• Built to Expedite - Speeds time to performance without heavy lifts or delays.
• Built to Deliver - AI turns action and insights into measurable performance.
• Built to Scale - Sustains and scales performance without disruption.

CAI Software is an "EEO/Veterans/Disabled employer."