Director of Revenue Operations

Ladders; Chicago (IL); On-site; USD 220,000 - 250,000; Full time

Benefits offered by this job

Ownership & impact

Competitive pay + equity

Wellbeing benefits

Team meals & events

Job summary

Ladders in Chicago, IL is seeking a Director of Revenue Operations to own the revenue engine supporting go-to-market scale, aligning planning, forecasting, reporting, and data integrity with sales, finance, and executive leadership.

You will shape systems, processes, and team structure to enable pipeline management, compensation design, and GTM execution, while building a high-performing RevOps organization to drive ARR growth.

Qualifications

• 10+ years in Revenue, Sales, or Business Operations within high-growth B2B SaaS
• Proven experience scaling GTM organizations through ARR/headcount growth
• Deep Salesforce expertise with CPQ and forecasting
• Strong financial modeling and capacity planning with leaders
• Experience designing compensation plans, territories, and deal desk processes
• Excellent communication with sales and executives

Responsibilities

• Own GTM planning and forecasting, including annual and quarterly planning and bookings targets
• Drive revenue strategy and performance with executive reporting
• Design scalable GTM infrastructure: territories, segmentation, compensation plans
• Own systems and data integrity, lead GTM tech stack and CRM data quality
• Optimize revenue processes by establishing pipeline standards and deal desk operations
• Turn insights into action by analyzing funnel conversion and leading weekly forecasts
• Build and lead RevOps, developing a high-performing team

Skills

Revenue operations

GTM planning

Forecasting

Data analytics

Cross-functional leadership

Executive communication

Tools

Salesforce

CPQ

Forecasting tools

Conversation intelligence

Job description

For our client, we are seeking a Director of Revenue Operations to join the team of a leader in the Enterprise Technology space.

This leader will own the revenue operations engine that supports go-to-market scale, bringing discipline to planning, forecasting, reporting, and data integrity. The role will partner closely with sales, finance, and executive leadership to build the infrastructure and insights needed to support rapid growth. In addition, this person will shape the systems, processes, and team structure that enable stronger pipeline management, compensation design, and GTM execution.

Location: Chicago, IL

Compensation: $220,000 – $250,000 annually

Responsibilities

• Own GTM planning and forecasting, including annual and quarterly planning and bookings targets
• Drive revenue strategy and performance, including executive and board reporting across key metrics
• Design scalable GTM infrastructure, including territories, segmentation, and compensation plans
• Own systems and data integrity, leading the GTM tech stack and ensuring clean CRM data
• Optimize revenue processes by establishing pipeline standards and deal desk operations
• Turn insights into action by analyzing funnel conversion and leading weekly forecasts
• Build and lead the RevOps function, developing a high-performing team to support growth

Qualifications

• 10+ years of experience in Revenue, Sales, or Business Operations within high-growth B2B SaaS, including 4+ years leading teams
• Proven experience scaling GTM organizations through significant ARR and headcount growth
• Deep Salesforce expertise and hands-on experience with CPQ, forecasting, and conversation intelligence tools
• Strong financial modeling skills, including building and defending capacity plans with executive leadership
• Experience designing compensation plans, territories, and deal desk processes
• Strong communicator who builds credibility with sales teams and executives
• Experience selling to finance buyers or working in fintech/ERP is a plus

Benefits

• Grow with us by taking meaningful ownership and making an impact as the organization scales
• Competitive pay and meaningful equity to reward your contributions
• Benefits designed to support your health, wellbeing, and long-term financial goals
• Opportunities for collaboration and connection through team meals, events, and gatherings

Our client is an equal opportunity employer. We encourage you to apply even if you don’t meet every qualification—your background could be exactly what this team needs.