Our Digital Technology Services organization helps organizations modernize, optimize, and continuously improve their technology environments through managed services, cloud transformation, cybersecurity, automation, and intelligent operations. We partner with businesses to move beyond reactive technology management toward proactive, outcome-driven operating models that improve reliability, scalability, security, and business performance. We are seeking an experienced enterprise sales professional who can identify, shape, and close complex technology services engagements by aligning business objectives with innovative technology solutions. The ideal candidate: A commercially driven technology sales leader with a proven ability to develop enterprise relationships, originate strategic opportunities, and lead complex sales pursuits from initial discovery through contract execution. You understand that successful technology transformation requires more than implementing tools — it requires aligning people, processes, operating models, and technology investments to deliver measurable business outcomes. You are comfortable engaging executive stakeholders, navigating complex buying environments, and collaborating with technical teams to design solutions that create long-term client value. The Work: You will own and drive enterprise sales opportunities across Managed IT Services, Cloud Operations, Cybersecurity, Digital Workplace, Automation, and Technology Optimization. Your role will focus on building strategic relationships, developing qualified pipeline, shaping transformational solutions, and leading commercial pursuits that deliver measurable outcomes for clients. You will work closely with technology leaders, solution architects, delivery executives, and commercial teams to develop compelling solutions that address client challenges and create sustainable partnerships. Key Responsibilities: Lead Full-Cycle Enterprise Sales Pursuits Own opportunities from market development and chance origination through qualification, solution design, negotiation,



and close. Responsibilities include: Developing strategic account plans and pursuit strategies Identifying business challenges and technology transformation opportunities Managing complex enterprise sales cycles involving multiple stakeholders Leading commercial discussions and supporting contract development Driving opportunities toward successful execution and long-term partnership Originate New Business Opportunities Build and maintain a strong enterprise pipeline through: Executive relationship development Industry networking Account-based selling strategies Market intelligence and opportunity identification Strategic conversations with technology and business leaders Generate net-new opportunities while expanding relationships within existing client ecosystems. Shape Technology Solutions & Operating Models Collaborate with technical and delivery teams to develop tailored solutions aligned with client objectives. Partner with: Solution architects Technology consultants Delivery leaders Cybersecurity specialists Cloud engineers Operations teams Manage: Service-level agreements Transition strategies Continuous improvement frameworks Sell Business Outcomes, Not Technology Products Translate complex technology capabilities into measurable business value. Position solutions around outcomes including: Improved operational resilience Reduced technology risk Enhanced cybersecurity posture Increased workforce productivity Infrastructure scalability Cost optimization Faster innovation cycles Improved business agility Navigate Enterprise Buying Environments Maintain disciplined sales execution through:



CRM pipeline management Revenue forecasting Opportunity qualification Account planning Competitive analysis Performance reporting Consistently achieve revenue objectives while building long-term strategic client relationships. Required Experience: Proven experience selling managed IT services, technology consulting, SaaS, cloud, cybersecurity, or enterprise solutions Demonstrated success managing complex B2B sales cycles Experience engaging executive stakeholders and business decision-makers Strong understanding of enterprise technology environments and digital transformation initiatives Ability to translate technical solutions into business value propositions Experience managing strategic opportunities from discovery through close Strong commercial acumen with experience negotiating complex agreements Preferred Experience: Experience selling multi-year managed services engagements Familiarity with cloud platforms, cybersecurity, automation, infrastructure, or enterprise applications Knowledge of consultative selling methodologies such as Experience collaborating with solution architects and delivery organizations Experience developing executive-level presentations and business cases Success in This Role Requires: Strategic thinking combined with strong execution discipline Ability to build trust with technical and business stakeholders Strong storytelling and executive communication skills Comfort operating within ambiguous and complex environments Curiosity about emerging technologies and their business applications A customer-first mindset focused on measurable outcomes Compensation & Growth This role provides the opportunity to build strategic enterprise relationships, influence transformational technology initiatives, and contribute directly to organizational growth. Successful individuals will have opportunities to progress into senior commercial leadership roles, including: Enterprise Account Executive Client Partner Sales Director Business Development Leader Managing Director

📌 B Sales - Managed IT & Digital Transformation (Mississauga)
🏢 Kijiji user
📍 Mississauga