Chief Revenue Officer/Head of Sales

Company Description Go.AI is an AI infrastructure company focused on meeting the strict requirements of regulated industries such as banks, credit unions, and other compliance-driven enterprises. The company enables organizations to securely deploy, manage, and scale AI while maintaining high standards of security, trust, and regulatory alignment. Its platform combines on-premise large language models, real-time indexing, and automated knowledge management to help enterprises access and act on their data more efficiently. With Go.OS, an enterprise-grade AI operating system, and integrated tools like Index Studio and Model Studio, Go.AI delivers end-to-end AI infrastructure that accelerates decision-making and boosts productivity.

Role Description This is a full-time, on-site Chief Revenue Officer/Head of Sales role based in Chicago, IL. The person in this role will lead the overall revenue strategy, own the sales function, and drive go-to-market execution across key regulated industries. Day-to-day responsibilities include building and managing high-performing sales teams, defining sales processes and pipelines, and overseeing forecasting, pricing, and deal structuring. The role involves close collaboration with product, marketing, and customer success to refine value propositions, support enterprise customer acquisition, and expand existing accounts. The Chief Revenue Officer/Head of Sales will also develop strategic partnerships, monitor market trends and competitors, and report on revenue performance to the executive leadership team.

Qualifications

• Demonstrated leadership experience in revenue ownership or head of sales roles, ideally in B2B enterprise software, AI, or infrastructure for regulated industries.
• Proven track record of building and scaling sales organizations, including hiring, coaching, and performance management of sales teams.
• Strong skills in sales strategy, pipeline management, forecasting, and execution of complex enterprise sales cycles.
• Experience selling into highly regulated sectors (e.g., financial services, banking, credit unions) and familiarity with compliance and risk considerations.
• Ability to collaborate cross-functionally with product, marketing, operations, and customer success to shape go-to-market plans and drive customer outcomes.
• Excellent communication, negotiation, and relationship-building skills with executive-level stakeholders and decision-makers.
• Data-driven approach to measuring revenue performance, setting targets, and optimizing sales processes and tools.
• Comfort with AI technologies, data platforms, or enterprise infrastructure solutions and willingness to deepen expertise in Go.AI’s products.
• Bachelor’s degree in Business, Marketing, Engineering, or a related field; an advanced degree (MBA or equivalent) is beneficial but not required.
• Ability to work on-site in Chicago, IL and travel as needed to meet with clients, partners, and internal teams.

Tagged as: Data Analysis, Deal Desk, Forecasting, Pipeline Management