Senior Enterprise Account Executive

Reporting to a Director of Sales, we are hiring a Senior Enterprise Account Executive to join our North American Sales team. As our new Senior Enterprise Account Executive, you will inherit and grow a portfolio of strategic enterprise accounts, partnering with senior decision-makers across complex organizations. You will identify opportunities to expand the adoption of a market-leading technology platform while building trusted executive relationships that drive long-term commercial growth. Working closely with Account Managers, Solution Architects, and subject matter experts, you will develop strategic account plans, navigate complex buying groups, and lead enterprise opportunities from discovery through close.This is a hybrid-flexible role with a preference for candidates based in the GTA. While there is no set in-office requirement, the role includes regular travel to customer sites, executive meetings, and industry events across North America.Why this role?
Build on established relationships. Rather than focusing primarily on new business development, you will inherit a portfolio of strategic enterprise customers with established relationships and significant growth potential. Your focus will be on strengthening partnerships, identifying expansion opportunities, and delivering long-term customer value.Influence strategic growth. You will partner with enterprise customers navigating technology and business transformation, helping them adopt new capabilities while shaping account strategies that create measurable commercial impact.Collaborate with experienced experts. You will work alongside Account Managers, Solution Architects, Product teams, and subject matter experts to deliver tailored solutions, solve complex business challenges, and create exceptional customer outcomes.Own meaningful enterprise accounts. You will have the autonomy to lead executive conversations, develop strategic account plans, manage complex sales opportunities, and balance long-term relationship development with commercial performance.You will:
Develop strategic account plans.
Build a deep understanding of your portfolio, identifying business priorities, stakeholder relationships, growth opportunities, and potential risks. You will develop thoughtful account strategies that strengthen customer partnerships and drive long-term revenue growth.Build executive relationships.
Develop trusted relationships with senior stakeholders across complex organizations, positioning yourself as a strategic advisor who understands business priorities and delivers meaningful value over time.Lead complex sales opportunities.
Identify customer challenges, uncover new opportunities, develop compelling business cases, and guide opportunities from discovery through proposal, negotiation, and close across a portfolio of technology and professional services solutions.Collaborate across the business.
Partner with Account Managers, Solution Architects, Product teams, subject matter experts, and Sales leadership to align resources, develop tailored solutions, and advance strategic customer initiatives.Lead customer conversations.
Facilitate executive meetings, presentations, and strategic discussions that uncover opportunities, strengthen relationships, and position solutions that support evolving customer goals.Drive commercial performance.
Maintain a disciplined approach to pipeline management, forecasting, CRM hygiene, and opportunity planning while balancing immediate revenue opportunities with long-term account growth.Stay ahead of market trends.
Continuously build your knowledge of industry trends, customer challenges, and emerging technologies to provide informed recommendations and identify new opportunities for customers.You bring:
Enterprise sales expertise.
You have experience selling complex SaaS, enterprise software, technology, data, or advisory solutions into enterprise organisations. You are comfortable navigating sophisticated buying environments and developing relationships across multiple stakeholders.Strategic account management.
You have successfully managed and grown large enterprise accounts by developing thoughtful account strategies, identifying expansion opportunities, and building long-term customer partnerships.Executive presence.
You establish credibility with senior decision-makers through thoughtful questions, commercial insight, and a consultative approach. You are comfortable leading executive conversations and influencing complex buying groups.Consultative selling skills.
You connect business challenges to technology solutions, build compelling business cases, and guide opportunities through long, complex sales cycles. Experience using structured sales methodologies such as MEDDPICC, Challenger, SPICED, or similar approaches is an asset.Commercial acumen.
You recognise growth opportunities, balance customer success with commercial objectives, and consistently deliver results through thoughtful planning, strong execution, and sound business judgment.Communication and collaboration skills.
You communicate clearly, influence effectively, and build strong relationships with customers and cross‑functional teams. You know how to tailor your approach for different audiences while maintaining alignment across stakeholders.Organization and execution.
You bring discipline to territory planning, pipeline management, forecasting, and CRM practices, ensuring visibility across opportunities and consistent execution.Ownership and adaptability.
You thrive in evolving environments, take accountability for results, and combine strategic thinking with resilience, curiosity, and a proactive approach to solving problems.Compensation:
Base: $175,000 to $195,000 CADActual compensation will be based on experience, skills, location, and other relevant factors.We encourage applications from candidates who reflect the diversity of the communities we serve, particularly individuals from Black, Indigenous, and racialised communities, persons with disabilities, 2SLGBTQIA+ individuals, and those with lived experience.What you can expect from the interview process:
A virtual interview with a Talent Advisor to discuss your interest in joining the company and in the role. The conversation will be recorded using BrightHire, an AI‑powered video interview tool. More details will be shared when you are invited to interview.A virtual interview with two Sales Directors focused on your experience growing enterprise accounts, building executive relationships, developing account strategies, and navigating complex sales opportunities. Depending on location, this conversation may take place in person.A final interview with the Vice President, North American Sales focused on your consultative selling approach, commercial mindset, strategic thinking, and ability to build long‑term customer partnerships. This stage may take place virtually or in person depending on location.Fast‑moving, evolving business environment. Depending on location, this stage may take place virtually or in person.Should you require accommodation in any aspect of the selection process, please contact us at View email address on ca.hrm.tc, and we will be happy to help.
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