ABOUT QUADBRIDGE & WHAT THEY DO

Quadbridge Inc. is a leading technology company with operations across Canada and the U.S. that partners with mid-market organizations to modernize their technology and infrastructure and move from AI experimentation to Automation, Data Governance and AI at Scale with expanded services across Modern Work, Modern Infrastructure, AI & Data, security, Hardware & Software. 

The company has successfully transitioned through multiple market phases over the last 18 years from a technology reseller to solution provider and is now transforming to an AI, Data, and Automation company to adopt to the tremendous growth opportunity emerging in the market. Mid market companies need a partner to support their transition from a traditional business model to functional automation. 

The company’s Technology Acquisition and Fulfillment business provides the foundation, helping clients modernize endpoints, infrastructure, and platforms, to adopt AI and automation, while its services, & data & AI transformation practices drive long-term value and recurring relationships. 

Quadbridge’s experienced account teams develop tailored strategies aligned with each client’s objectives, supporting engagements from initial assessment through implementation and ongoing management and growth. 

Backed by deep partnerships with leading Service Providers, and OEMs including Microsoft, Dell, Cisco, and Lenovo, Quadbridge combines strong vendor relationships with a consultative, client-first approach to deliver the right solutions at competitive price points. The company is in a pivotal transition and growth phase, investing in transformational client services, leadership, coverage, and capabilities to scale its impact across North America.

For more information on Quadbridge, please visit their website.

THE ROLE

Quadbridge is seeking a transformative leader. A change agent that can drive growth while transforming the team to embrace the opportunities ahead. An inspiring leader, who is goal orientated, resilient and capable of executing a change strategy. . The Chief Sales Officer  will own the full revenue engine, including strategic execution, growth, transition to an automation partner, across Modern Work, Modern Infrastructure, AI & Data, security, Hardware & Software. The company has built an AI-focused strategy and transition plan for both Canadian and U.S. markets, that is in phase one of a three phase evolution. 

This is a pivotal transition, evolving from a technology and solution provider into a data, automation, and AI company that partners with mid-market organizations to move from AI experimentation to Automation and AI at Scale. This transformation requires a CSO who is both a proven commercial operator and a transformative leader capable of carrying the organization through this next chapter while preserving the strength of the core business. 

The immediate mandate is to execute the organizations strategy with greater consistency and measurable discipline. This includes positioning Quadbridge as an AI, data and automation leader, converting the AI@Scale pipeline into tangible customer outcomes, increasing managed services attachment, improving recurring gross profit mix, strengthening market positioning, and preserving cash generation through Quadbridge’s core Technology Acquisition and Fulfillment business. 

Key Responsibilities

Sales Strategy & Revenue Growth

• Define and execute a multi-year sales strategy to AI Transformation, across technology modernization, cloud, managed services, professional services, and security.
• Own annual and quarterly revenue targets, pipeline coverage, bookings, and gross profit targets for Canada and the U.S., with sharp focus on growth quality, prioritization, and margin expansion.
• Develop and transition consultive selling into the overall go to market strategy, while maintaining a focus on day to day technology modernization services.
• Preserve cash generation through the Technology Acquisition (TA) business while repositioning it as a modernization engine for AI adoption, using TA to modernize endpoints, infrastructure, and software foundations for secure, scalable AI deployment.
• Increase attachment of recurring, managed, and transformation services for AI@Scale solutions and within the existing TA customer base, expanding into security, data readiness, modern work, and procurement solutions that support client AI adoption.
• Build a strong recurring, integration and project business by converting AI pipeline into signed, delivered outcomes with clear qualification criteria, consistent definitions, and documented examples across the sales organization.
• Identify and prioritize new market segments, verticals, and geographies for expansion.
• Develop go-to-market strategies with marketing leadership.
• End-to-end accountability for revenue mix, gross margin, project completion, recurring revenue and deal discipline.
• Build a repeatable, predictable sales model that scales beyond individual sellers with a segment focused on consultive selling.
• Own evolve, and expand the ISR, BDR, and Commercial vs. Field model across Canada with precision focus on U.S. growth through the AI@Scale offering. 

 Team Leadership & Culture

• Build, inspire and lead a high-performing sales leadership team with direct oversight of Directors and Managers across Sales, Revenue Operations, Renewals, and Vendor/Partner Management. 
• Develop executive selling capabilities across the leadership team to position solutions at senior levels within mid-market accounts. 
• Provide strong inspirational leadership and coach and develop the next group of emerging leaders through a company transition. 
• Partner with People & Culture on the development and implementation of an internal sales development engine and curriculum. 
• Foster a culture of accountability, coaching, growth and support grounded in Quadbridge’s values of integrity, collaboration, and client-centricity. 
• Implement structured coaching cadences, performance reviews, and career development frameworks. 
• Adhere to the companies performance management and improvement protocols through change management and adaptability. 
• Lead by example in key client engagements, strategic pursuits, and executive relationship management. 
• Build a strong bench of future sales leaders and successors. 

Client Relationships & Business Development

• Build a strong account management and strategy program with Quadbridge that evolves from a product approach to business outcomes driven through the adoption of automation technologies. 
• Serve as executive sponsor for Quadbridge’s most strategic accounts.
• Transition the customer base toward higher-value, higher-retention accounts using a retention and profitability framework that assesses durability, expansion quality, and profit compounding.
• Shift new business development toward high-potential customers aligned with Quadbridge’s AI and managed services growth priorities, with U.S. expansion as a near-term focus.
• Drive deliberate AI@Scale transitions, line-of-business expansion within priority accounts, particularly in recurring service categories.
• Drive net-new AI@Scale acquisition clients while expanding existing accounts through upselling, cross-selling, and managed services attachment.
• Lead the Partner Management function, overseeing a Partner and Vendor Management team to maximize manufacturer programmes, MDF, and co-selling with OEM partners.
• Build relationships with C-level and senior IT stakeholders at target accounts.
• Represent Quadbridge at QBITs, industry events, trade shows, and partner forums to strengthen brand presence and generate pipeline. 

Operations & Forecasting

• Implement rigorous sales process and pipeline discipline using CRM, proper instrumentation, methodology and processes.
• Deliver accurate forecasts and regular performance reporting to the CEO and Board.
• Define and track KPIs: win rates, AI@Scale SOWs, deal size, cycle length, quota attainment, retention, and solution conversion metrics.
• Refine pricing strategies, discount frameworks, and deal structures to optimize margin.
• Accountable for forecasting rigour, territory design, capacity planning, burn rate, and sales productivity.
• Partner with People & Culture on sales compensation strategy. 

Sales Coverage Expansion

• Build a sales culture focused on Account Transformation to Automation through account strategy and pragmatic management.
• Build commercial teams in Montreal and Kitchener as two centres of excellence.
• Expand the BDR function to support U.S. growth with focused messaging and new account intake.
• Increase field coverage across Canada, addressing current gaps in Western Canada, the GTA, and Montreal.
• Develop a targeted U.S. expansion plan through industry marketing and scaling. 

Cross-Functional Collaboration 

• Partner with the executive team on corporate planning, resource allocation, and strategic initiatives.
• Work with marketing on elevating the AI@Scale branding, thought leadership, demand generation, account-based campaigns, sales enablement, and market and industry positioning initiatives that reinforce Quadbridge’s identity as a data, automation, and AI company.
• Accelerate internal AI adoption and functional automation across the sales organization to improve overall sales productivity. 

IDEAL CANDIDATE PROFILE

Academic Background and Career Path

Required

• Bachelor’s degree in Business, Technology, or related field (MBA an asset).
• 12+ years of progressive B2B technology sales experience, including 5+ years as VP of Sales or equivalent.
• Track record of scaling revenue in IT solutions, managed services, or technology services.
• Deep knowledge of enterprise IT: Modern infrastructure, Modern Work, Modern Infrastructure, AI & Data, security, Hardware & Software. 
• Prior P&L or GM-level accountability.
• Proven ability to build, lead, and inspire sales teams of 50+ across multiple geographies. 
• Experience selling to mid-market and enterprise accounts with complex, multi-stakeholder cycles. 
• Transformational, change-management-oriented leader who can inspire an organization through commercial and cultural transition, not just manage a sales team, but move it forward. 
• Strong executive presence; able to engage C-suite buyers and represent Quadbridge at the highest levels. 
• Data-driven with proficiency in CRM platforms and revenue analytics.

Preferred

• Previous experience with a large multinational technology company, consulting firm in conjunction with a smaller firm with proven results and impact. 
• Experience evolving a sales organization from transactional, product-led selling to recurring, solution-oriented models. 
• Existing relationships within Microsoft, Dell, Cisco, or Lenovo partner ecosystems. 
• Experience in a bilingual (English/French) Canadian market. 
• Familiarity with Microsoft O365 licensing, cloud migration, managed security, or AI/automation selling. 
• Experience leading U.S. commercial expansion from a Canadian base. 

Core Skills and Competencies

• Strategic Vision & Commercial Acumen
• Inspirational Leadership & Team Development combined with strong coaching abilities.
• Excellent communication skills and the ability to clearly articulate expectations.
• Executive Stakeholder Management
• Data-Driven Decision Making
• Negotiation & Complex Deal Structuring
• Cross-Functional Collaboration
• Channel & Partner Ecosystem Management
• Resilience & Adaptive Problem-Solving

Work Location

Quebec (Montreal) or Ontario (GTA or Kitchener/Waterloo)

THE TEAM YOU WILL BE WORKING WITH

Quadbridge has made deliberate investments in its new leadership team to support the company’s transition from a traditional technology solutions provider to a data, automation, and AI company.  

The CSO will join a senior leadership team that has been purposefully assembled to execute this next phase of growth and transition. Each member brings a distinct set of capabilities, and the team operates with a shared commitment to execution, accountability, and collaboration. This team will be leading the organization working close with our investors to carve the next path for future company growth. 

Candidates interested in taking on this strategic challenge are invited to apply by completing the application form below.

All applications will be reviewed and assessed by experienced Phelps recruitment consultants. AI will not be used in the candidate pre-screening process.