VP Revenue Operations

SysAid’s mission is to liberate organizations by putting AI to work for them and their people

Our vision is to be a leading, innovative AI Service Management platform for organizations, transforming employee experience and productivity.

We are a high-growth SaaS company selling IT Service Management, a space that is being propelled into rapid growth as businesses worldwide accelerate their digital transformation and adopt new workstyles for their employees. SysAid is recognized in the Gartner Magic Quadrant for ITSM and is the mid-tier industry leader in Gartner Peer Insights. AWS awarded us the Rising ISV Star Award for 2022.

We have over 4,000 customers in 140 countries. We are deployed in 42 different languages and used daily by over 100,000 system administrators. Our software impacts the daily working lives of over 9 million end users.

As VP Revenue Operations at SysAid, your goal is to architect and lead the operating system that powers SysAid’s revenue engine. You will own the end-to-end RevOps function across Sales, Marketing, Customer Success, Channels, and Deal Desk — building the planning cycles, KPI models, systems, and analytics that turn strategy into predictable, scalable execution.

You will be a critical member of the extended management group and a strategic partner to the sales, CS, CEO, and CFO. SysAid is an aggressive and ambitious emerging brand in the Enterprise ITSM space. We have already proven to be a giant killer who wins accounts from much larger competitors. We need to scale our GTM motion with rigor, increase pipeline conversion and forecast accuracy, and turn data into a true competitive advantage.

This position reports to our CFO, an industry veteran with deep domain and product knowledge. He will partner with you closely as you set the operating cadence, mature the tech stack, and lead the RevOps team — including a Revenue Operations Manager and a growing bench of analysts and Salesforce / business application specialists.

SysAid has codified selling success into a high-impact Sales Methodology. You will be the operational owner of how that methodology shows up in our systems, dashboards, forecast calls, and deal reviews — ensuring every part of the revenue org runs on the same data and the same definitions.

What Success Looks Like

• An accurate, trusted forecast — weekly and quarterly — that the sales, CS, CEO, and Board run the business on
• A unified GTM data layer and executive dashboard suite covering pipeline health, sales efficiency, NRR, churn, and CAC payback
• A scalable Quote-to-Cash operation that accelerates deal velocity without sacrificing margin or compliance
• A high-performing RevOps team that is hired, retained, and developed under your leadership
• Strong working partnerships across the extended management group
• Lead all process with AI as the basic layer
  
  

• Own the end-to-end Revenue Operations function across Sales, Marketing, Customer Success, Channels, and Deal Desk
• Architect and run the annual and quarterly GTM planning cycles — segmentation, territories, quotas, headcount, and capacity modeling
• Design, implement, and continuously improve forecasting models, pipeline analytics, and revenue KPIs across the funnel
• Lead the Salesforce and broader business applications strategy, integrating Marketing automation, CS platforms, finance and HR systems into a unified data backbone
• Optimize Quote-to-Cash and Deal Desk workflows, including pricing approvals, contract management, and revenue recognition in partnership with Finance and Legal
• Establish and maintain executive dashboards and a single source of truth for pipeline health, sales efficiency, customer acquisition, retention, and churn
• Partner with Sales Enablement to translate the SysAid Sales Methodology into systems, stages, exit criteria, and coaching dashboards
• Design and operate the leadership cadence: forecast calls, pipeline reviews, QBRs, and board prep
• Own commissions design and administration in partnership with Finance, ensuring incentives drive the right behaviors
• Hire, mentor, and develop a high-performing RevOps team — RevOps Manager, analysts, and Salesforce/business application specialists
• Provide investor-grade visibility on the revenue engine to the CEO, CFO, and Board
  
  

• Minimum 7–10 years of progressive RevOps / Sales Ops / Business Ops experience in B2B SaaS, with at least 3 years in a VP, Head of, or senior Director role
• Proven track record of building or significantly scaling a RevOps function from the ground up in a high-growth SaaS company (with AI functionality)
• Direct experience partnering with a C-suite on forecasting, GTM planning, pricing, and commissions
• Deep, hands-on Salesforce expertise; experience selecting, implementing, and integrating the broader GTM tech stack (e.g., Salesforce, Salesloft, Gong, DealHub)
• Strong analytics foundation
• Experience operating across the globe, comfortable with multi-region GTM
• Exposure to indirect sales/channel partner motions is preferred
  
  

• An ultra-high level of personal accountability for forecast accuracy, data quality, and GTM execution
• As a VP-level leader, you will be capable of making important decisions quickly, and you will be aware that the decisions you make will impact the culture, morale, and operating rhythm of the company
• A background in system-based selling and proven sales methodologies and how to operationalize them