Head of GTM Operations (Chicago)

Head of GTM Operations

About the Role

(Based in Chicago, IL)

LogicGate is looking for a strategic, analytical, and AI-forward (Sr. Director or Vice President) of GTM Operations to assess, build, and lead our next phase of growth across our go-to-market (GTM) operations. You will lead our RevOps team and oversee the technology, processes, and data that power our GTM motion. By owning our revenue systems and data infrastructure, forecasting and pipeline management, territory design, and compensation planning, you will build the next phase of the operational foundation required to support LogicGate's aggressive growth trajectory. You will design scalable systems that prevent friction as we grow, and you will pioneer a comprehensive AI program to supercharge our revenue teams.

This role reports into the Chief Revenue Officer, but requires strong relationship-building and influence skills — you will partner closely with teams at all levels across Sales, Marketing, Customer Success, and Finance leadership to drive alignment and adoption across the organization. If you are passionate about eliminating silos, leveraging artificial intelligence to drive sales efficiency, and building infrastructure that can scale 10x, this is the role for you.

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. You will be responsible for evaluating, implementing, and scaling 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.
• Ideal candidate is based in Chicago with a hybrid role. Remote candidates will be considered.

The compensation will be based on the level of the role (Sr. Director or Vice President) and 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. Internal candidates who have current pay within or above the hiring range are still encouraged to apply if interested.

Hybrid Workplace

Our hybrid workplace allows for flexibility aligned to role responsibilities and exceptional customer delivery. Location requirements for this role can be found above.

Total Rewards

We are proud to offer a variety of competitive, inclusive, and comprehensive total rewards that are designed to support the unique needs of our employees both inside and outside of the workplace.

In addition to offering competitive salary and variable compensation plans, equity options, and flexible health and wellness benefits, we are proud to offer generous PTO, Annual Company Holidays, Health Days, and Summer Fridays.

Employees' growth and development are supported throughout their career journey through informal and formal programs and activities, including access to LinkedIn Learning, regular People Leader training, and our internal Mentorship Program.

Our Culture

At LogicGate, our culture and employee experience are grounded in our core values of Be as One, Do the Right Thing, Embrace Curiosity, Own It, Empower Customers, and Raise the Bar, which guide how we show up - for each other, our customers, and all we interact with.

We believe that the strongest teams are made up of individuals who bring their different identities, experiences, and perspectives to the table. We are committed to fostering an inclusive work environment where all employees’ differences are celebrated and everyone is encouraged to bring their authentic selves to work.

We encourage everyone to join one of our Employee Resource Groups (AAPI @ LogicGate, Pride at LogicGate, and Women in LogicGate) to participate in and contribute to conversations that foster an inclusive culture.

LogicGate also believes strongly in giving back to the communities in which we live and work. To enable our teams to give back, we offer paid volunteer hours and company-wide charitable activities supporting a variety of organizations and causes.

We are proud to have been recognized as a top workplace by Built In, Crain’s Chicago Business, the Chicago Tribune, and more. Visit our website to learn about our latest recognition.

Learn more about our culture here.

Excited about LogicGate but not familiar with GRC?

• GRC stands for Governance, Risk, and Compliance
• GRC professionals help their companies manage uncertainty, act with integrity, and stay on the right side of the law.
• The GRC market is rapidly expanding with continuous growth opportunities. The current market size was valued at $50.5 billion in 2024 and is projected to reach $104.5 billion by 2031.