Revenue Operations Director — GTM & Forecasting Leader

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

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.