VP GTM Operations

Key Responsibilities

Strategy & Leadership

• Lead the RevOps Team: Manage, mentor, and grow a high-performing revenue operations team spanning GTM operations.
• Architect for Scale: Audit our current GTM processes and, where needed, rebuild them for scale. Design workflows, rules of engagement, and data structures that will hold up as our revenue and headcount multiply.
• Cross-Functional Alignment: Act as the strategic connective tissue between Sales, Marketing, Customer Success, and Finance, ensuring all teams are aligned on goals, metrics, and processes.

AI & Technology Innovation

• Pioneer the AI Program: Champion and lead the integration of AI tools across our revenue organization. Evaluate, implement, and scale AI solutions to drastically reduce administrative burdens and increase win rates.
• Tech Stack Ownership: Own the evaluation, administration, and ROI of our entire GTM tech stack, with Salesforce as the central hub. Ensure seamless data flow between platforms.

Data, Analytics & Forecasting

• Predictive Revenue Modeling: Partner with GTM leadership to build robust, predictable forecasting models and pipeline analytics.
• Actionable Insights: Evolve our reporting from basic dashboards to actionable, prescriptive insights. Define and track the KPIs that actually move the needle for the business.
• Data Integrity: Establish strict governance to ensure the accuracy and hygiene of our CRM and operational data.
• Executive reporting: Own the design and optimization of executive data dashboards and predictive analytics to deliver real-time, actionable insights for current and future business decisions.

Revenue Lifecycle & GTM Execution

• Territory Planning & Compensation: Spearhead annual territory design, headcount capacity planning, quota modeling, and comprehensive commission plan administration to optimize market coverage and incentivize performance.
• Pipeline & Forecast Management: Own the forecasting methodology and cadence, establishing clear pipeline coverage models, stage-gate definitions, and rigorous deal inspection processes.
• Cross-Functional Workflow Design: Architect seamless processes across the customer journey, from Marketing-to-Sales lead routing to Sales-to-Customer Success handoffs for critical renewals and expansion.
• Deal Desk & Quote-to-Cash: Accelerate deal velocity by managing the Deal Desk, establishing discounting guardrails, and optimizing approval workflows to systematically remove friction from the sales cycle. Lead the evaluation and implementation of a CPQ solution to support evolving pricing models, including SKU expansion and consumption-based billing.

What You Bring

Requirements:

• 10+ years of progressive operations experience in Revenue Operations within high-growth B2B SaaS environments, with a track record of leading scaling teams.
• Proven track record of taking a company through a significant growth phase.
• Strategic partnership with the executive team and exceptional ability to translate complex data and technical concepts into clear strategies for executive leadership.
• Deep technical mastery over territory modeling, commission plan design, and complex data architecture across CRM and BI platforms.
• Demonstrated curiosity and practical experience with modern AI tools in a sales/GTM environment.
• Skilled at relationship building and influencing across departments and audiences.
• Project management skills and ability to navigate multiple priorities and complex projects.
• Exceptional written and verbal communication skills with a proven ability to present complex data narratives clearly to C-suite executives and Board members.
• A natural collaborator who excels at navigating multi-stakeholder environments and aligning varying departmental priorities around core business values.

Nice-to-Haves:

• Ideal candidate is based in Chicago with a hybrid role. Remote candidates will be considered.
• Experience with Salesforce, CPQ solutions, BI platforms, and AI tools in a GTM context.

Compensation & Benefits

Compensation includes Annual salary + Variable Bonus + equity + benefits. Actual salaries may vary and will be based on factors, such as the candidate's qualifications, skills, competencies, and proficiency for the role.

We offer competitive salary and variable compensation plans, equity options, and flexible health and wellness benefits, generous PTO, Annual Company Holidays, Health Days, and Summer Fridays. Growth and development supported through LinkedIn Learning, People Leader training, and internal Mentorship Program.