Requirements You 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 dominance
20+ years in enterprise sales leadership, including 10+ years at the VP/SVP level, with a proven history of scaling sales teams
Documented history of overperformance, demonstrating consistent quota attainment and the ability to lead teams to exceed net-new ARR targets
Complex Selling Expertise: Proven ability to navigate and close complex, multi-stakeholder deals involving executives, technical buyers, and procurement
Domain Alignment: Experience or exposure in public infrastructure, GovTech, or data/AI-driven markets is a strong advantage
Methodology & Rigor: Deep expertise in sales methodology (e.g., MEDDIC, Challenger, Sandler), combined with a mastery of forecasting discipline and pipeline governance
Data-Driven Approach: Proficiency with modern revenue stacks (CRM, Sales Intel, Forecasting tools) and a commitment to data hygiene as a driver of strategy
GTM Integration: Proven ability to partner with Marketing, Product, and Customer Success to build a cohesive, feedback-driven GTM engine
Integrated GTM Leadership: Demonstrated ability to partner effectively with Marketing, Product, and Customer Success leadership to drive a unified GTM strategy
High-EQ Leadership: A motivator and coach who can drive accountability while building a culture of high performance and skill development
Relentless Operator: A seasoned leader with a resourceful, "hunter" mentality who obsesses over winning
What the job involves Citylitics 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 them
You 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 infrastructure
As a CEO-reporting, Board-facing leader central to our success, this role requires an in-office presence 4 days a week at our Toronto Headquarters
Establish disciplined forecasting, pipeline coverage models & inspection cadences that drive predictability
Define account segmentation and ICP clarity to ensure the team is aligned with our market strategy
Create and refine sales playbooks, talk tracks, sales deck templates, and qualification frameworks for multi-stakeholder, high-value deals
Build, hire, develop, and mentor a top-tier sales organization across AEs, BDRs, and leadership
Enforce a coaching culture grounded in competency development and structured deal reviews
Establish a high-performance environment rooted in accountability, transparency, and operational rigor
Deliver consistent net-current ARR growth and support expansion outcomes in partnership with Customer Success
Enforce 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 rate
Implement best-in-class training and onboarding programs to ramp new AEs and BDRs to full productivity within aggressive targets
Guide deal strategy on multi-stakeholder enterprise opportunities to personally influence outcomes and improve team performance
Align with Marketing, Customer Success and Product to ensure GTM cohesion and feedback loops

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📌 Vice President of Sales (Ontario)
🏢 Citylitics
📍 Ontario