Vice President of Sales

Join Citylitics, a leading company in predictive sales intelligence for public infrastructure. As the Vice President of Sales, you will be responsible for driving aggressive revenue growth, building a high-performing sales team, and establishing Citylitics as the category leader. This role requires an in-office presence 4 days a week at our Toronto Headquarters.

• Lead the company toward aggressive revenue growth targets by owning net-new ARR goals and building a predictable, repeatable sales engine.
• Hire and develop top-performing Account Executives and Business Development Representatives, strengthen enterprise and mid-market sales motions.
• Implement operating cadences and daily KPIs that track pipeline health, renewal risk, expansion opportunities, and overall revenue performance.
• Domain Alignment: Experience or exposure in public infrastructure, GovTech, Construction Tech, or data- and AI-driven markets is a strong advantage
• Documented history of overperformance, demonstrating consistent quota attainment and the ability to lead teams to exceed net-new ARR, expansion ARR, renewal, and Net Revenue Retention targets
• 20+ years in sales leadership, including 10+ years at the VP/SVP level, with a proven history of scaling and strengthening sales and account management teams
• Commercial Narrative Expertise: Demonstrated ability to create compelling sales narratives, messaging frameworks, and talk tracks that sharpen differentiation, create urgency, and connect customer pain points to measurable business outcomes
• Complex Selling Expertise: Proven ability to navigate and close complex, multi-stakeholder new-logo, renewal, and expansion opportunities involving executives, technical buyers, and procurement
• Proven experience directly leading both Account Executives and Account Managers, or a comparable commercial organization responsible for revenue across the full customer lifecycle
• Data-Driven Approach: Proficiency with modern revenue technology, including CRM, sales intelligence, and forecasting tools, and a commitment to data hygiene as a driver of strategy and accountability
• Full-Lifecycle Revenue Management: Experience establishing disciplined operating cadences and forecasting across net-new sales, renewals, expansion pipeline, and Net Revenue Retention
• Methodology & Rigor: Deep expertise in sales methodologies such as MEDDIC, Challenger, or Sandler, combined with mastery of forecasting discipline, pipeline governance, and structured deal inspection
• Account Growth Discipline: Demonstrated ability to implement whitespace analysis, account growth planning, renewal management, and expansion pipeline reviews that produce predictable revenue growth
• GTM Integration: Proven ability to partner with Marketing, Product, and Delivery to build a cohesive, feedback-driven GTM engine and maintain commercial continuity across the customer lifecycle
• High-EQ Leadership: A motivator and coach who can strengthen an existing team, address capability gaps, and build a culture of high performance, accountability, and skill development
• Relentless Operator: A seasoned, resourceful leader with a hunter mentality who obsesses over winning new customers, retaining existing customers, and growing strategic accounts
• Integrated GTM Leadership: Demonstrated ability to partner effectively with Marketing, Product, and Delivery leadership to drive a unified GTM strategy