Trapeze Group

Head of Growth and Sales Strategy

Trapeze Group$120K — $180K *
US-AnywhereRemote in United States
Business Services
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 12+ years in B2G sales, particularly in municipal technology
  • Proven track record in leading revenue organizations
  • Strong financial acumen with expertise in pricing strategy
  • Experience in account growth and customer retention
  • Deep understanding of urban mobility and smart city solutions
  • Established relationships with municipal leaders and procurement officials

Responsibilities

  • Lead revenue growth for new business, existing customer retention, and expansion
  • Develop and implement revenue strategies and forecasts
  • Establish metrics for pipeline health and performance tracking
  • Drive new business development and sales organization performance
  • Foster customer-centric culture to enhance partnerships and retention strategies
  • Build and manage strategic partnerships for market reach
  • Oversee proposal and revenue operations to ensure accuracy and efficiency

Benefits

  • Collaborative, innovative team environment
  • Opportunities for professional growth as the company expands
  • Performance-based commission structure
Full Job Description
Job Summary:
Trellint is looking for a Head of Growth to lead our entire revenue function - spanning new customer acquisition, expansion with existing customers, and the operational infrastructure that makes both possible. This is a senior leadership role that demands a customer-centric mindset: every pursuit, every renewal, and every client relationship is an opportunity to demonstrate the long-term value Trellint delivers.

Success in this role requires balancing strategic leadership with disciplined execution across the full customer lifecycle. You will build and lead high-performing Sales, Customer Success, and Revenue Operations teams while partnering closely with Marketing to translate go-to-market strategy into measurable revenue growth

Job Description:

What You'll Do

Revenue Leadership Across the Full Customer Lifecycle

  • Own revenue growth across new business, renewals, and expansion.


  • Develop revenue strategy, forecasts, targets, and operating plans.


  • Establish metrics and reporting that provide clear visibility into pipeline health and performance.


  • Represent Trellint with strategic customers, partners, and industry organizations.


New Business Development

  • Lead the sales organization to achieve pipeline, booking, and margin objectives.


  • Build disciplined qualification, pursuit, and deal management processes.


  • Position Trellint proactively in the market ahead of procurement opportunities.


  • Support strategic pursuits and executive-level customer engagement.


Customer Growth & Success

  • Lead customer retention, renewals, and account growth strategies.


  • Build expansion plans across existing customers through upsell and cross-sell opportunities.


  • Establish accountability for customer health and renewal forecasting.


  • Foster a customer-centric culture focused on long-term partnerships.


Strategic Partnerships

  • Develop strategic partnerships and ecosystem that expand market reach and strengthen competitive position.


  • Manage the partner lifecycle from onboarding through ongoing performance - establishing clear mutual objectives, joint go-to-market plans, and accountability structures that make partnerships a measurable contributor to revenue growth.


Center of Excellence - Capture Management, Proposal Management & Revenue Operations

  • Oversee capture management, proposal operations, and deal support functions.


  • Ensure pricing discipline, forecasting accuracy, and CRM integrity.


Executive Client & Stakeholder Relationships

  • Represent Trellint with senior municipal leaders, customers, and industry stakeholders.


  • Engage strategically with external influencers, trade associations, lobbyists, and government affairs networks to strengthen market position and surface early-stage opportunities.


Cross-Functional Collaboration

  • Partner with Marketing on positioning, campaigns, and sales enablement.


  • Collaborate with Finance, Product, Professional Services, and Customer Care to align growth initiatives with company objectives.


Organizational Development & Culture

  • Recruit, develop, and retain top talent across the revenue organization; build a performance culture grounded in accountability, coaching, and continuous improvement.


  • Build the systems and structures - hiring plans, onboarding, enablement, compensation design - that allow the team to scale without losing execution quality.


  • Foster cross-functional alignment with Product, Marketing, and Finance to ensure the revenue organization is well-supported and operating in sync with company priorities.
  • What You'll Bring


You are a growth leader who combines strategic perspective with disciplined execution, with a proven track record of delivering measurable revenue outcomes in complex, multi-stakeholder environments. You bring a customer-centric and forward-looking mindset, consistently aligning decisions to long-term value creation and market opportunity. Naturally curious and analytical, you leverage market insight, customer understanding, and performance data to challenge assumptions, uncover opportunity, and position the business ahead of demand.

You operate with a strong sense of ownership, taking full accountability for revenue performance across the customer lifecycle. In dynamic environments, you adapt quickly while maintaining focus on what matters most - execution, results, and sustained growth.

You lead through clarity and decisiveness, setting direction, making informed trade-offs, and ensuring disciplined execution against pipeline, bookings, and growth targets. You remove obstacles, reinforce accountability, and establish the operating cadence required to deliver consistent performance.

As a leader, you build trust and develop high-performing teams. You create an environment where individuals are empowered, supported, and held to high standards, and you invest in talent through coaching, feedback, and clear expectations that enable teams to scale and succeed. You work seamlessly across functions, aligning Marketing, Product, Finance, and Customer teams around shared growth priorities and delivering a cohesive, integrated go-to-market approach.

You bring strong commercial and operational expertise, including:

  • Deep experience leading revenue organizations across new business, renewals, and expansion


  • Strong commercial and financial acumen, including pricing strategy, contract negotiation, and margin management. Experience managing revenue in businesses with complex contract structures involving multi-year pricing, implementation cost recovery, or performance-based terms.


  • Proven ability to translate market insight into effective go-to-market strategy and execution


  • Experience building scalable revenue operations, including forecasting, CRM discipline, and performance tracking


  • Executive presence with the ability to influence senior stakeholders across customers, partners, and industry networks


  • Background in parking technology, urban mobility, smart city solutions, or adjacent municipal technology markets.


  • 12+ years of progressive experience in B2G, including selling public-sector technology into municipalities and leading revenue organizations across full lifecycle growth


You also bring deep relationships across the municipal ecosystem - including city leadership, procurement officials, government stakeholders, and industry influencers - and a demonstrated ability to leverage those relationships to shape opportunities, influence outcomes, and strengthen market position ahead of formal procurement cycles.

What We Offer

  • Competitive base salary commensurate with experience with a performance-based commission structure.


  • A collaborative, innovative team working at the intersection of technology and urban infrastructure.


  • Genuine opportunities for professional growth as the company continues to grow.


Worker Type:
Regular

Number of Openings Available:
1

About Trapeze Group

Trapeze Software Inc. is an operating company of [Volaris Group] which is an operating group of Constellation Software that is engaged in the development, installation and customization of intelligent transportation systems. Its product offerings include scheduling, route optimization, staffing asset management, and communication systems. The division is headquartered in Mississauga, Ontario, and has offices across Canada and the United States, with operating subsidiaries across North America, Northern Europe, Australia and the United Kingdom.
Learn more about Trapeze Group

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