GTM Strategy, Planning & Operations Lead

Cirrascale Cloud Services; San Diego (CA); On-site; USD 150,000 - 210,000; Full time

Job summary

Cirrascale Cloud Services seeks a senior GTM Strategy, Planning & Operations Lead to own revenue forecasting, unit economics, and the operating cadence for the revenue organization. The role reports to the Head of Revenue Operations and partners with Finance, HR, Sales, and product teams to drive the New Year Readiness process and ensure rapid, data-driven decision making.

The ideal candidate brings 7+ years in revenue operations or FP&A within tech, with experience in cloud/AI infrastructure

Qualifications

• 7+ years of experience in revenue operations, strategy, business operations, or FP&A at a high-growth technology company.
• Experience in cloud, AI infrastructure, or technology environments strongly preferred??

Responsibilities

• Structure and break down complex GTM problems; develop hypotheses and drive analysis.
• Create executive-ready deliverables turning data into decisions for CRO and Head of RevOps.
• Partner with revenue leadership on segmentation, coverage, pricing direction, investment tradeoffs, and growth strategy.
• Lead cross-functional projects from strategy to execution.
• Own weekly to annual revenue forecasts with scenario analysis and variance reporting.
• Build driver-based models using HubSpot data, performance trends, and productivity assumptions.
• Forecast revenue across contract, subscriptions, and usage-based streams.
• Provide actionable insights on forecast risk, pipeline quality, and attainment.
• Collaborate with CRO/Head of RevOps on board-level forecast commitments.
• Design, run GTM operating cadence: forecast calls, pipeline reviews, big deal reviews, and BBRs.
• Own New Year Readiness: territory design, quota, comp plan readiness, headcount, data readiness, and kickoff planning.
• Drive annual and in-year planning; connect strategy to targets and territory/quota.
• Establish metrics, dashboards, and reporting for revenue leadership.
• Produce executive-ready revenue performance reporting; translate data into narratives for CRO, Head of RevOps, and exec team.
• Partner across Revenue Ops, Sales, Finance, and Product on data quality and decision support.
• Help establish scalable reporting across CRM, BI, and finance systems.
• Lead cross-functional initiatives to improve efficiency across revenue org.

Skills

Revenue operations

Strategic planning

Forecasting

Data analysis

Cross-functional collaboration

Job description

Position Overview

The GTM Strategy, Planning & Operations Lead owns the strategy, planning, and operating rhythm behind the go-to-market engine. This role frames and drives the company’s most important GTM questions, owns revenue forecasting and unit economics modeling, runs the operating cadence that keeps the revenue organization on plan, and owns the New Year Readiness process end to end.

In an AI infrastructure environment, this role is especially focused on translating strategy into capacity, coverage, and targets, blending recurring revenue forecasting with usage-driven economics, and bringing planning discipline to a business growing faster than its processes.

This is a central role rather than a business-partner role: the Lead designs the global processes that serve the entire revenue organization. It reports to the Head of Revenue Operations with cross-functional partnership across Finance, HR, Sales leadership, and the broader leadership team. It is a senior individual contributor role focused on ownership and influence rather than direct management.

Key Responsibilities

Strategy and Executive Decision Support

• Structure and break down complex, ambiguous GTM problems, develop hypotheses, drive the analysis, and deliver clear recommendations
• Build high-quality, executive-ready deliverables that turn data into decisions the CRO and Head of RevOps can act on
• Serve as a thought partner to revenue leadership on segmentation, coverage, pricing direction, investment tradeoffs, and growth strategy
• Lead special projects that are top of mind for the RevOps team, moving from strategy through execution as the work requires

Revenue Forecasting and Planning

• Own weekly, monthly, quarterly, and annual revenue forecasts, including rolling forecasts, scenario analysis, and variance reporting
• Build and maintain driver-based models using HubSpot pipeline data, historical performance, cohort trends, and sales productivity assumptions
• Forecast across contract revenue, recurring subscriptions, and usage-based revenue streams
• Deliver actionable insights on forecast risk, pipeline quality, conversion trends, and revenue attainment
• Partner with the CRO and Head of RevOps on board-level forecast commitments and scenario planning

Unit Economics and Portfolio Analysis

• Build and maintain models for CAC, LTV, payback, retention, expansion, and overall sales efficiency at the cohort and portfolio level
• Analyze segment performance, customer cohort behavior, and revenue mix trends
• Run scenario and sensitivity analysis on headcount, capacity, and investment decisions to support executive and board planning
• Translate unit economics into actionable insights on GTM investment, segment prioritization, and growth quality

Operating Cadence and Fiscal Planning

• Design, build, and run the GTM operating rhythm, including forecast calls, pipeline reviews, big deal reviews, and monthly and quarterly business reviews
• Own the annual New Year Readiness process end to end: the cross-functional program that ensures the revenue organization is ready to sell on day one of the new fiscal period. This includes target setting, territory design, quota assignment, comp plan readiness, headcount and capacity alignment, systems and data readiness, and sales kickoff planning, coordinated across Sales, Finance, HR, and the systems teams
• Drive the annual and in-year planning cycles, connecting strategy to targets to territory and quota
• Establish the metrics, dashboards, and reporting that give leadership a single, trusted view of revenue performance

Revenue Performance Reporting

• Produce executive-ready reporting on revenue performance, forecast accuracy, and sales productivity
• Assemble the revenue reporting layer and translate financial and operational data into clear business narratives for the CRO, Head of RevOps, and executive team
• Partner cross-functionally with Revenue Operations, Sales, Finance, and Product on data quality and decision support
• Help establish a scalable reporting foundation across CRM, BI, and finance systems

Cross-Functional Execution

• Lead complex, cross-functional initiatives across Sales, Finance, Marketing, and the technical teams to improve efficiency and effectiveness across the revenue organization
• Partner with the data and systems teams to ensure data accuracy, availability, and the systematic implementation of new processes
• Partner with Finance on target setting, capacity planning, and the annual planning cycle
• Partner with Sales leadership on territory design, quota setting, and coverage model decisions

Required Qualifications

• 7+ years of experience in revenue operations, strategy, business operations, or FP&A at a high-growth technology company
• Experience in cloud, AI infrastructure, or technology environments strongly preferred??