RequirementsYou are a leader who lives in the details, obsesses over winning, and has scaled high-performing sales teams in fast-growth software companies that achieved market dominance20+ years in enterprise sales leadership, including 10+ years at the VP/SVP level, with a proven history of scaling sales teamsDocumented history of overperformance, demonstrating consistent quota attainment and the ability to lead teams to exceed net-new ARR targetsComplex Selling Expertise: Proven ability to navigate and close complex, multi-stakeholder deals involving executives, technical buyers, and procurementDomain Alignment: Experience or exposure in public infrastructure, GovTech, or data/AI-driven markets is a strong advantageMethodology & Rigor: Deep expertise in sales methodology (e.G., MEDDIC, Challenger, Sandler), combined with a mastery of forecasting discipline and pipeline governanceData-Driven Approach: Proficiency with modern revenue stacks (CRM, Sales Intel, Forecasting tools) and a commitment to data hygiene as a driver of strategyGTM Integration: Proven ability to partner with Marketing, Product, and Customer Success to build a cohesive, feedback-driven GTM engineIntegrated GTM Leadership: Demonstrated ability to partner effectively with Marketing, Product, and Customer Success leadership to drive a unified GTM strategyHigh-EQ Leadership: A motivator and coach who can drive accountability while building a culture of high performance and skill developmentRelentless Operator: A seasoned leader with a resourceful, "hunter" mentality who obsesses over winningWhat the job involvesCitylitics is seeking a VP of Sales to lead the company toward aggressive revenue growth targets. You will own net-new ARR goals and build the predictable,



repeatable sales engine required to achieve themYou will hire and develop top-performing AEs and BDRs, strengthen our enterprise and mid-market motions, and help establish Citylitics as the category leader in predictive sales intelligence for public infrastructureAs a CEO-reporting, Board-facing leader central to our success, this role requires an in-office presence 4 days a week at our Toronto HeadquartersEstablish disciplined forecasting, pipeline coverage models & inspection cadences that drive predictabilityDefine account segmentation and ICP clarity to ensure the team is aligned with our market strategyCreate and refine sales playbooks, talk tracks, sales deck templates, and qualification frameworks for multi-stakeholder, high-value dealsBuild, hire, develop, and mentor a top-tier sales organization across AEs, BDRs, and leadershipEnforce a coaching culture grounded in competency development and structured deal reviewsEstablish a high-performance environment rooted in accountability, transparency, and operational rigorDeliver consistent net-new ARR growth and support expansion outcomes in partnership with Customer SuccessEnforce rigorous sales process oversight to ensure the team performs deep discovery, builds trusted prospect relationships, and delivers compelling sales presentations & proposals that drive signed contracts at a higher win rateImplement best-in-class training and onboarding programs to ramp current AEs and BDRs to full productivity within aggressive targetsGuide deal strategy on multi-stakeholder enterprise opportunities to personally influence outcomes and improve team performanceAlign with Marketing, Customer Success and Product to ensure GTM cohesion and feedback loops #J-18808-Ljbffr

📌 Vice President Of Sales (Toronto)
🏢 Citylitics
📍 Toronto