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
Vacancy Status: This position is for an existing and active vacancy that Citylitics is currently seeking to fill
Implement operating cadences and daily KPIs that track pipeline health, renewal risk, expansion opportunities, and overall revenue performance
Build and refine scalable sales playbooks, qualification frameworks, account planning, and lifecycle processes that ensure commercial continuity and increase Net Revenue Retention
Elevate Citylitics’ sales narrative, messaging, and talk tracks by creating compelling commercial narratives that sharpen differentiation, create urgency, and connect directly to customer priorities, pain points, and measurable business outcomes
Create template pitch decks, presentation guidelines, and coaching frameworks that enable Account Executives and Account Managers to develop compelling, audience-specific sales presentations
Establish rigorous whitespace analysis, account growth planning, and expansion pipeline reviews that create clear ownership and convert customer opportunities into predictable expansion ARR
Develop and lead a high-performing commercial organization across Account Executives and Account Managers with clear accountability for net-new ARR, renewal performance, expansion ARR, and NRR
Foster a coaching-driven culture with structured deal reviews, account planning, and performance management rooted in accountability, transparency, and operational rigor
Identify capability gaps, mentor talent, and build a team capable of winning complex deals and growing strategic customer relationships
Coach AEs and AMs to deliver engaging pitch meetings that resonate with executive and technical audiences, deepen customer engagement, and connect Citylitics’ value to each prospect’s priorities, pain points, and measurable business outcomes
Deliver consistent net-current ARR growth and achieve renewal, expansion ARR, and NRR targets




Enforce rigorous sales process oversight to ensure Account Executives and Account Managers perform deep discovery, build trusted prospect and customer relationships, and deliver compelling presentations, proposals, renewal agreements, and expansion contracts that improve win rates, renewal rates, and revenue growth
Implement best-in-class training, onboarding, and coaching programs that accelerate Account Executives and Account Managers to full productivity within aggressive timelines and strengthen ongoing performance
Guide deal and account strategy on complex, multi-stakeholder new-logo, renewal, and expansion opportunities to achieve aggressive growth targets
Align with Marketing, Delivery, and Product to ensure GTM cohesion, commercial continuity, and effective feedback loops across the customer lifecycle
Benefits Flex Time, All the Time: We believed in flexible hours and work from home days before it became the norm. We encourage a flow that works best for you
Benefits and Perks: Our benefits cover everything from your trip to the dentist to massage therapy. We offer online learning, the right hardware to succeed, and time to hang out via yoga, donut chats, Gather, and more!
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 dominanceDomain Alignment: Experience or exposure in public infrastructure, GovTech, Construction Tech, or data- and AI-driven markets is a strong advantageRelevant Market Experience: Experience selling into risk-averse or highly regulated industries, combined with exposure to selling AI applications, is highly desirableCommercial 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 outcomes20+ years in sales leadership, including 10+ years at the VP/SVP level,



with a proven history of scaling and strengthening sales and account management teamsChange Management Experience: Experience selling solutions that require customers to adopt new technologies, workflows, processes, or organizational behaviours is highly desirableComplex Selling Expertise: Proven ability to navigate and close complex, multi-stakeholder new-logo, renewal, and expansion opportunities involving executives, technical buyers, and procurementProven experience directly leading both Account Executives and Account Managers, or a comparable commercial organization responsible for revenue across the full customer lifecycleDocumented 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 targetsGTM 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 lifecycleData-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 accountabilityFull-Lifecycle Revenue Management: Experience establishing disciplined operating cadences and forecasting across net-new sales, renewals, expansion pipeline, and Net Revenue RetentionMethodology & Rigor: Deep expertise in sales methodologies such as MEDDIC, Challenger, or Sandler, combined with mastery of forecasting discipline, pipeline governance, and structured deal inspectionAccount Growth Discipline: Demonstrated ability to implement whitespace analysis, account growth planning, renewal management, and expansion pipeline reviews that produce predictable revenue growthHigh-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 developmentRelentless Operator: A seasoned, resourceful leader with a hunter mentality who obsesses over winning new customers, retaining existing customers, and growing strategic accountsIntegrated GTM Leadership: Demonstrated ability to partner effectively with Marketing, Product, and Delivery leadership to drive a unified GTM strategy

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